diff --git a/src/languages/cpp.ts b/src/languages/cpp.ts
index b8b4879e96..c4689de387 100644
--- a/src/languages/cpp.ts
+++ b/src/languages/cpp.ts
@@ -113,7 +113,6 @@ const nodeMatchers: Partial<
     ],
     [":", "=", "+=", "-=", "*=", "/=", "%=", "&=", "|=", "^=", "<<=", ">>="]
   ),
-  collectionItem: argumentMatcher("initializer_list"),
   argumentOrParameter: argumentMatcher("parameter_list", "argument_list"),
   attribute: "attribute",
 };
diff --git a/src/languages/csharp.ts b/src/languages/csharp.ts
index 42bcbb08e9..8817ac2eb3 100644
--- a/src/languages/csharp.ts
+++ b/src/languages/csharp.ts
@@ -16,69 +16,6 @@ import { nodeFinder, typedNodeFinder } from "../util/nodeFinders";
 import { delimitedSelector, childRangeSelector } from "../util/nodeSelectors";
 import { patternFinder } from "../util/nodeFinders";
 
-// Generated by the following command:
-// > curl https://raw.githubusercontent.com/tree-sitter/tree-sitter-c-sharp/master/src/node-types.json \
-//   | jq '.[] | select(.type == "_expression") | [.subtypes[].type]'
-const EXPRESSION_TYPES = [
-  "anonymous_method_expression",
-  "anonymous_object_creation_expression",
-  "array_creation_expression",
-  "as_expression",
-  "assignment_expression",
-  "await_expression",
-  "base_expression",
-  "binary_expression",
-  "boolean_literal",
-  "cast_expression",
-  "character_literal",
-  "checked_expression",
-  "conditional_access_expression",
-  "conditional_expression",
-  "default_expression",
-  "element_access_expression",
-  "element_binding_expression",
-  "generic_name",
-  "global",
-  "identifier",
-  "implicit_array_creation_expression",
-  "implicit_object_creation_expression",
-  "implicit_stack_alloc_array_creation_expression",
-  "initializer_expression",
-  "integer_literal",
-  "interpolated_string_expression",
-  "invocation_expression",
-  "is_expression",
-  "is_pattern_expression",
-  "lambda_expression",
-  "make_ref_expression",
-  "member_access_expression",
-  "null_literal",
-  "object_creation_expression",
-  "parenthesized_expression",
-  "postfix_unary_expression",
-  "prefix_unary_expression",
-  "query_expression",
-  "range_expression",
-  "real_literal",
-  "ref_expression",
-  "ref_type_expression",
-  "ref_value_expression",
-  "size_of_expression",
-  "stack_alloc_array_creation_expression",
-  "string_literal",
-  "switch_expression",
-  "this_expression",
-  "throw_expression",
-  "tuple_expression",
-  "type_of_expression",
-  "verbatim_string_literal",
-  "with_expression",
-];
-
-function isExpression(node: SyntaxNode) {
-  return EXPRESSION_TYPES.includes(node.type);
-}
-
 // Generated by the following command:
 // > curl https://raw.githubusercontent.com/tree-sitter/tree-sitter-c-sharp/master/src/node-types.json \
 //   | jq '.[] | select(.type == "_statement" or .type == "_declaration") | [.subtypes[].type]'
@@ -197,23 +134,6 @@ const getMapMatchers = {
       (node: SyntaxNode) => node.childForFieldName("initializer"),
     ])
   ),
-  collectionItem: matcher(
-    nodeFinder(
-      (node) =>
-        (node.parent?.type === "initializer_expression" &&
-          isExpression(node)) ||
-        node.type === "assignment_expression"
-    ),
-    delimitedSelector(
-      (node) =>
-        node.type === "," ||
-        node.type === "[" ||
-        node.type === "]" ||
-        node.type === "}" ||
-        node.type === "{",
-      ", "
-    )
-  ),
   string: typeMatcher("string_literal"),
 };
 
diff --git a/src/languages/go.ts b/src/languages/go.ts
index 477c652133..e26aae2320 100644
--- a/src/languages/go.ts
+++ b/src/languages/go.ts
@@ -64,7 +64,6 @@ const nodeMatchers: Partial<
     patternMatcher("parameter_declaration"),
     patternMatcher("argument_declaration")
   ),
-  collectionItem: ["keyed_element", "element"],
   collectionKey: "keyed_element[0]",
   value: cascadingMatcher(
     patternMatcher("keyed_element[1]"),
diff --git a/src/languages/java.ts b/src/languages/java.ts
index 4df9d82a3b..9abe0bf303 100644
--- a/src/languages/java.ts
+++ b/src/languages/java.ts
@@ -110,7 +110,6 @@ const nodeMatchers: Partial<
     ["=", "+=", "-=", "*=", "/=", "%=", "&=", "|=", "^=", "<<=", ">>="]
   ),
   condition: conditionMatcher("*[condition]"),
-  collectionItem: argumentMatcher("array_initializer"),
   argumentOrParameter: argumentMatcher("formal_parameters", "argument_list"),
 };
 
diff --git a/src/languages/json.ts b/src/languages/json.ts
index 23c69c0718..b32645a88a 100644
--- a/src/languages/json.ts
+++ b/src/languages/json.ts
@@ -1,12 +1,11 @@
+import { SyntaxNode } from "web-tree-sitter";
+import { SimpleScopeTypeType } from "../typings/targetDescriptor.types";
+import { NodeMatcherAlternative, SelectionWithEditor } from "../typings/Types";
 import {
   createPatternMatchers,
-  argumentMatcher,
   leadingMatcher,
   trailingMatcher,
 } from "../util/nodeMatchers";
-import { NodeMatcherAlternative, SelectionWithEditor } from "../typings/Types";
-import { SimpleScopeTypeType } from "../typings/targetDescriptor.types";
-import { SyntaxNode } from "web-tree-sitter";
 import { getNodeRange } from "../util/nodeSelectors";
 
 const nodeMatchers: Partial<
@@ -17,7 +16,6 @@ const nodeMatchers: Partial<
   string: "string",
   collectionKey: trailingMatcher(["pair[key]"], [":"]),
   value: leadingMatcher(["*[value]"], [":"]),
-  collectionItem: argumentMatcher("object", "array"),
 };
 
 export const patternMatchers = createPatternMatchers(nodeMatchers);
diff --git a/src/languages/php.ts b/src/languages/php.ts
index f9e5b629fc..4c6e633521 100644
--- a/src/languages/php.ts
+++ b/src/languages/php.ts
@@ -145,7 +145,6 @@ const nodeMatchers: Partial<
   ),
 
   collectionKey: trailingMatcher(["array_element_initializer[0]"], ["=>"]),
-  collectionItem: argumentMatcher("array_creation_expression"),
 
   argumentOrParameter: argumentMatcher("arguments", "formal_parameters"),
 };
diff --git a/src/languages/python.ts b/src/languages/python.ts
index 264f40d99d..9c636b58f8 100644
--- a/src/languages/python.ts
+++ b/src/languages/python.ts
@@ -1,18 +1,22 @@
+import { Selection } from "vscode";
 import { SyntaxNode } from "web-tree-sitter";
+import { SimpleScopeTypeType } from "../typings/targetDescriptor.types";
+import { NodeFinder, NodeMatcherAlternative } from "../typings/Types";
+import { argumentNodeFinder, patternFinder } from "../util/nodeFinders";
 import {
-  createPatternMatchers,
   argumentMatcher,
-  leadingMatcher,
-  trailingMatcher,
   cascadingMatcher,
-  patternMatcher,
   conditionMatcher,
+  createPatternMatchers,
+  leadingMatcher,
   matcher,
+  patternMatcher,
+  trailingMatcher,
 } from "../util/nodeMatchers";
-import { patternFinder } from "../util/nodeFinders";
-import { NodeMatcherAlternative } from "../typings/Types";
-import { SimpleScopeTypeType } from "../typings/targetDescriptor.types";
-import { childRangeSelector } from "../util/nodeSelectors";
+import {
+  argumentSelectionExtractor,
+  childRangeSelector,
+} from "../util/nodeSelectors";
 
 // Generated by the following command:
 // > curl https://raw.githubusercontent.com/tree-sitter/tree-sitter-python/d6210ceab11e8d812d4ab59c07c81458ec6e5184/src/node-types.json \
@@ -49,6 +53,21 @@ export const getTypeNode = (node: SyntaxNode) =>
 const dictionaryTypes = ["dictionary", "dictionary_comprehension"];
 const listTypes = ["list", "list_comprehension", "set"];
 
+function importNodeFinder(): NodeFinder {
+  const finder = argumentNodeFinder("import_from_statement");
+  return (node: SyntaxNode, selection?: Selection) => {
+    const childNode = finder(node, selection);
+    if (
+      childNode?.type === "dotted_name" &&
+      childNode.id !== childNode.parent?.firstNamedChild?.id
+    ) {
+      return childNode;
+    }
+
+    return null;
+  };
+}
+
 const nodeMatchers: Partial<
   Record<SimpleScopeTypeType, NodeMatcherAlternative>
 > = {
@@ -56,6 +75,7 @@ const nodeMatchers: Partial<
   list: listTypes,
   statement: STATEMENT_TYPES,
   string: "string",
+  collectionItem: matcher(importNodeFinder(), argumentSelectionExtractor()),
   collectionKey: trailingMatcher(["pair[key]"], [":"]),
   ifStatement: "if_statement",
   anonymousFunction: "lambda?.lambda",
@@ -78,7 +98,6 @@ const nodeMatchers: Partial<
     "parameters.identifier!",
     "*[name]",
   ],
-  collectionItem: argumentMatcher(...dictionaryTypes, ...listTypes),
   value: cascadingMatcher(
     leadingMatcher(
       ["assignment[right]", "augmented_assignment[right]", "~subscript[value]"],
diff --git a/src/languages/typescript.ts b/src/languages/typescript.ts
index 362ee76992..c2a5b3731c 100644
--- a/src/languages/typescript.ts
+++ b/src/languages/typescript.ts
@@ -173,7 +173,6 @@ const nodeMatchers: Partial<
     ],
     [":"]
   ),
-  collectionItem: argumentMatcher(...mapTypes, ...listTypes),
   value: cascadingMatcher(
     valueMatcher(),
     patternMatcher("return_statement.~return!"),
diff --git a/src/processTargets/getModifierStage.ts b/src/processTargets/getModifierStage.ts
index ff7af44716..b7af447cbb 100644
--- a/src/processTargets/getModifierStage.ts
+++ b/src/processTargets/getModifierStage.ts
@@ -10,6 +10,7 @@ import {
   ExcludeInteriorStage,
   InteriorOnlyStage,
 } from "./modifiers/InteriorStage";
+import ItemStage from "./modifiers/ItemStage";
 import { LeadingStage, TrailingStage } from "./modifiers/LeadingTrailingStages";
 import ModifyIfWeakStage from "./modifiers/ModifyIfWeakStage";
 import OrdinalRangeSubTokenStage, {
@@ -98,6 +99,8 @@ const getContainingScopeStage = (
       );
     case "url":
       return new UrlStage(modifier as UrlModifier);
+    case "collectionItem":
+      return new ItemStage(modifier);
     case "surroundingPair":
       return new SurroundingPairStage(
         modifier as ContainingSurroundingPairModifier
diff --git a/src/processTargets/modifiers/ItemStage/ItemStage.ts b/src/processTargets/modifiers/ItemStage/ItemStage.ts
new file mode 100644
index 0000000000..bbf3cf4212
--- /dev/null
+++ b/src/processTargets/modifiers/ItemStage/ItemStage.ts
@@ -0,0 +1,171 @@
+import { Range, TextEditor } from "vscode";
+import { NoContainingScopeError } from "../../../errors";
+import { Target } from "../../../typings/target.types";
+import {
+  ContainingScopeModifier,
+  EveryScopeModifier,
+  SimpleScopeTypeType,
+} from "../../../typings/targetDescriptor.types";
+import { ProcessedTargetsContext } from "../../../typings/Types";
+import { getInsertionDelimiter } from "../../../util/nodeSelectors";
+import { ModifierStage } from "../../PipelineStages.types";
+import ScopeTypeTarget from "../../targets/ScopeTypeTarget";
+import ContainingSyntaxScopeStage, {
+  SimpleContainingScopeModifier,
+} from "../scopeTypeStages/ContainingSyntaxScopeStage";
+import { getIterationScope } from "./getIterationScope";
+import { tokenizeRange } from "./tokenizeRange";
+
+export default class ItemStage implements ModifierStage {
+  constructor(private modifier: ContainingScopeModifier | EveryScopeModifier) {}
+
+  run(context: ProcessedTargetsContext, target: Target): Target[] {
+    // First try the language specific implementation of item
+    try {
+      return new ContainingSyntaxScopeStage(
+        <SimpleContainingScopeModifier>this.modifier
+      ).run(context, target);
+    } catch (_error) {}
+
+    // Then try the textual implementation
+    if (this.modifier.type === "everyScope") {
+      return this.getEveryTarget(context, target);
+    }
+    return [this.getSingleTarget(context, target)];
+  }
+
+  private getEveryTarget(context: ProcessedTargetsContext, target: Target) {
+    const itemInfos = getItemInfosForIterationScope(context, target);
+
+    // If weak expand to all items in iteration scope
+    const filteredItemInfos = target.isWeak
+      ? itemInfos
+      : filterItemInfos(target, itemInfos);
+
+    if (filteredItemInfos.length === 0) {
+      throw new NoContainingScopeError(this.modifier.scopeType.type);
+    }
+
+    return filteredItemInfos.map((itemInfo) =>
+      this.itemInfoToTarget(target, itemInfo)
+    );
+  }
+
+  private getSingleTarget(context: ProcessedTargetsContext, target: Target) {
+    const itemInfos = getItemInfosForIterationScope(context, target);
+
+    const filteredItemInfos = filterItemInfos(target, itemInfos);
+
+    if (filteredItemInfos.length === 0) {
+      throw new NoContainingScopeError(this.modifier.scopeType.type);
+    }
+
+    const first = filteredItemInfos[0];
+    const last = filteredItemInfos[filteredItemInfos.length - 1];
+
+    const itemInfo: ItemInfo = {
+      contentRange: first.contentRange.union(last.contentRange),
+      domain: first.domain.union(last.domain),
+      leadingDelimiterRange: first.leadingDelimiterRange,
+      trailingDelimiterRange: last.trailingDelimiterRange,
+    };
+
+    return this.itemInfoToTarget(target, itemInfo);
+  }
+
+  private itemInfoToTarget(target: Target, itemInfo: ItemInfo) {
+    const delimiter = getInsertionDelimiter(
+      target.editor,
+      itemInfo.leadingDelimiterRange,
+      itemInfo.trailingDelimiterRange,
+      ", "
+    );
+    return new ScopeTypeTarget({
+      scopeTypeType: <SimpleScopeTypeType>this.modifier.scopeType.type,
+      editor: target.editor,
+      isReversed: target.isReversed,
+      contentRange: itemInfo.contentRange,
+      delimiter,
+      leadingDelimiterRange: itemInfo.leadingDelimiterRange,
+      trailingDelimiterRange: itemInfo.trailingDelimiterRange,
+    });
+  }
+}
+
+/** Filter item infos by content range and domain intersection */
+function filterItemInfos(target: Target, itemInfos: ItemInfo[]): ItemInfo[] {
+  return itemInfos.filter(
+    (itemInfo) => itemInfo.domain.intersection(target.contentRange) != null
+  );
+}
+
+function getItemInfosForIterationScope(
+  context: ProcessedTargetsContext,
+  target: Target
+) {
+  const { range, boundary } = getIterationScope(context, target);
+  return getItemsInRange(target.editor, range, boundary);
+}
+
+function getItemsInRange(
+  editor: TextEditor,
+  interior: Range,
+  boundary?: [Range, Range]
+): ItemInfo[] {
+  const tokens = tokenizeRange(editor, interior, boundary);
+  const itemInfos: ItemInfo[] = [];
+
+  tokens.forEach((token, i) => {
+    if (token.type === "separator" || token.type === "boundary") {
+      return;
+    }
+
+    const leadingDelimiterRange = (() => {
+      if (tokens[i - 2]?.type === "item") {
+        return new Range(tokens[i - 2].range.end, token.range.start);
+      }
+      if (tokens[i - 1]?.type === "separator") {
+        return new Range(tokens[i - 1].range.start, token.range.start);
+      }
+      return undefined;
+    })();
+
+    const trailingDelimiterRange = (() => {
+      if (tokens[i + 2]?.type === "item") {
+        return new Range(token.range.end, tokens[i + 2].range.start);
+      }
+      if (tokens[i + 1]?.type === "separator") {
+        return new Range(token.range.end, tokens[i + 1].range.end);
+      }
+      return undefined;
+    })();
+
+    // Leading boundary and separator are excluded
+    const domainStart =
+      tokens[i - 1]?.type === "boundary" || tokens[i - 1]?.type === "separator"
+        ? tokens[i - 1].range.end
+        : token.range.start;
+
+    // Trailing boundary and separator are excluded
+    const domainEnd =
+      tokens[i + 1]?.type === "boundary" || tokens[i + 1]?.type === "separator"
+        ? tokens[i + 1].range.start
+        : token.range.end;
+
+    itemInfos.push({
+      contentRange: token.range,
+      leadingDelimiterRange,
+      trailingDelimiterRange,
+      domain: new Range(domainStart, domainEnd),
+    });
+  });
+
+  return itemInfos;
+}
+
+interface ItemInfo {
+  contentRange: Range;
+  leadingDelimiterRange?: Range;
+  trailingDelimiterRange?: Range;
+  domain: Range;
+}
diff --git a/src/processTargets/modifiers/ItemStage/getIterationScope.ts b/src/processTargets/modifiers/ItemStage/getIterationScope.ts
new file mode 100644
index 0000000000..a01fd33075
--- /dev/null
+++ b/src/processTargets/modifiers/ItemStage/getIterationScope.ts
@@ -0,0 +1,92 @@
+import { Range, TextEditor } from "vscode";
+import { Target } from "../../../typings/target.types";
+import { ProcessedTargetsContext } from "../../../typings/Types";
+import { fitRangeToLineContent } from "../scopeTypeStages/LineStage";
+import { processSurroundingPair } from "../surroundingPair";
+import { SurroundingPairInfo } from "../surroundingPair/extractSelectionFromSurroundingPairOffsets";
+
+/**
+ * Get the iteration scope range for item scope.
+ * Try to find non-string surrounding scope with a fallback to line content.
+ * @param context The stage process context
+ * @param target The stage target
+ * @returns The stage iteration scope and optional surrounding pair boundaries
+ */
+export function getIterationScope(
+  context: ProcessedTargetsContext,
+  target: Target
+): { range: Range; boundary?: [Range, Range] } {
+  let pairInfo = getSurroundingPair(
+    context,
+    target.editor,
+    target.contentRange
+  );
+
+  // Iteration is necessary in case of nested strings
+  while (pairInfo != null) {
+    const stringPairInfo = getStringSurroundingPair(
+      context,
+      target.editor,
+      pairInfo.contentRange
+    );
+
+    // We don't look for items inside strings.
+    if (
+      // Not in a string
+      stringPairInfo == null ||
+      // In a non-string surrounding pair that is inside a surrounding string. This is fine.
+      stringPairInfo.contentRange.start.isBefore(pairInfo.contentRange.start)
+    ) {
+      return {
+        range: pairInfo.interiorRange,
+        boundary: pairInfo.boundary,
+      };
+    }
+
+    pairInfo = getParentSurroundingPair(context, target.editor, pairInfo);
+  }
+
+  // We have not found a surrounding pair. Use the line.
+  return {
+    range: fitRangeToLineContent(target.editor, target.contentRange),
+  };
+}
+
+function getParentSurroundingPair(
+  context: ProcessedTargetsContext,
+  editor: TextEditor,
+  pairInfo: SurroundingPairInfo
+) {
+  const startOffset = editor.document.offsetAt(pairInfo.contentRange.start);
+  // Can't have a parent; already at start of document
+  if (startOffset === 0) {
+    return null;
+  }
+  // Step out of this pair and see if we have a parent
+  const position = editor.document.positionAt(startOffset - 1);
+  return getSurroundingPair(context, editor, new Range(position, position));
+}
+
+function getSurroundingPair(
+  context: ProcessedTargetsContext,
+  editor: TextEditor,
+  contentRange: Range
+) {
+  return processSurroundingPair(context, editor, contentRange, {
+    type: "surroundingPair",
+    delimiter: "collectionBoundary",
+    requireStrongContainment: true,
+  });
+}
+
+function getStringSurroundingPair(
+  context: ProcessedTargetsContext,
+  editor: TextEditor,
+  contentRange: Range
+) {
+  return processSurroundingPair(context, editor, contentRange, {
+    type: "surroundingPair",
+    delimiter: "string",
+    requireStrongContainment: true,
+  });
+}
diff --git a/src/processTargets/modifiers/ItemStage/index.ts b/src/processTargets/modifiers/ItemStage/index.ts
new file mode 100644
index 0000000000..246be4d0d7
--- /dev/null
+++ b/src/processTargets/modifiers/ItemStage/index.ts
@@ -0,0 +1,2 @@
+import ItemStage from "./ItemStage";
+export default ItemStage;
diff --git a/src/processTargets/modifiers/ItemStage/tokenizeRange.ts b/src/processTargets/modifiers/ItemStage/tokenizeRange.ts
new file mode 100644
index 0000000000..52186aa22e
--- /dev/null
+++ b/src/processTargets/modifiers/ItemStage/tokenizeRange.ts
@@ -0,0 +1,181 @@
+import { Range, TextEditor } from "vscode";
+
+/**
+ * Given the iteration scope, returns a list of "tokens" within that collection
+ * In this context, we define a "token" to be either an item in the collection,
+ * a delimiter or a separator.  For example, if {@link interior} is a range
+ * containing `foo(hello), bar, whatever`, and {@link boundary} consists of
+ * two ranges containing `(` and `)`, then we'd return the following:
+ *
+ * ```json
+ * [
+ *   { range: "(", type: "boundary" },
+ *   { range: "foo(hello)", type: "item" },
+ *   { range: ",", type: "separator" },
+ *   { range: "bar", type: "item" },
+ *   { range: ",", type: "separator" },
+ *   { range: "whatever", type: "item" },
+ *   { range: ")", type: "boundary" },
+ * ]
+ * ```
+ *
+ * Where each `range` isn't actually a string, but a range whose text is the
+ * given string.
+ * @param editor The editor containing the range
+ * @param interior The range to look for tokens within
+ * @param boundary Optional boundaries for collections. [], {}
+ * @returns List of tokens
+ */
+export function tokenizeRange(
+  editor: TextEditor,
+  interior: Range,
+  boundary?: [Range, Range]
+): Token[] {
+  const { document } = editor;
+  const text = document.getText(interior);
+  /**
+   * The interior range tokenized into delimited regions, including the delimiters themselves.  For example:
+   * `"foo(hello), bar, whatever"` =>
+   * `["foo", "(", "hello", ")", ",", " bar", ",", " whatever"]`
+   */
+  const lexemes = text
+    // NB: Both the delimiters and the text between them are included because we
+    // use a capture group in this split regex
+    .split(/([,(){}<>[\]"'`]|\\"|\\'|\\`)/g)
+    .filter((lexeme) => lexeme.length > 0);
+  const joinedLexemes = joinLexemesBySkippingMatchingPairs(lexemes);
+  const tokens: Token[] = [];
+  let offset = document.offsetAt(interior.start);
+
+  joinedLexemes.forEach((lexeme) => {
+    // Whitespace found. Just skip
+    if (lexeme.trim().length === 0) {
+      offset += lexeme.length;
+      return;
+    }
+
+    // Separator delimiter found.
+    if (lexeme === separator) {
+      tokens.push({
+        type: "separator",
+        range: new Range(
+          document.positionAt(offset),
+          document.positionAt(offset + lexeme.length)
+        ),
+      });
+    }
+
+    // Text/item content found
+    else {
+      const offsetStart = offset + (lexeme.length - lexeme.trimStart().length);
+      tokens.push({
+        type: "item",
+        range: new Range(
+          document.positionAt(offsetStart),
+          document.positionAt(offsetStart + lexeme.trim().length)
+        ),
+      });
+    }
+
+    offset += lexeme.length;
+  });
+
+  if (boundary != null) {
+    return [
+      { type: "boundary", range: boundary[0] },
+      ...tokens,
+      { type: "boundary", range: boundary[1] },
+    ];
+  }
+
+  return tokens;
+}
+
+/**
+ * Takes a list of lexemes and joins them into a list of alternating items and separators, skipping matching pairs (), {}, etc
+ * @param lexemes List of lexemes to operate on
+ * @returns List of merged lexemes.  Note that its length will be less than or equal to {@link lexemes}
+ */
+export function joinLexemesBySkippingMatchingPairs(lexemes: string[]) {
+  const result: string[] = [];
+  /**
+   * The number of left delimiters minus right delimiters we've seen.  If the
+   * balance is 0, we're at the top level of the collection, so separators are
+   * relevant.  Otherwise we ignore separators because they're nested
+   */
+  let delimiterBalance = 0;
+  /** The most recent opening delimiter we've seen */
+  let openingDelimiter: string | null = null;
+  /** The closing delimiter we're currently looking for */
+  let closingDelimiter: string | null = null;
+  /**
+   * The index in {@link lexemes} of the first lexeme in the current token we're
+   * merging.
+   */
+  let startIndex: number = -1;
+
+  lexemes.forEach((lexeme, index) => {
+    if (delimiterBalance > 0) {
+      // We are waiting for a closing delimiter
+      if (lexeme === closingDelimiter) {
+        // Closing delimiter found
+        --delimiterBalance;
+      }
+      // Additional opening delimiter found
+      else if (lexeme === openingDelimiter) {
+        ++delimiterBalance;
+      }
+    }
+
+    // Starting delimiter found
+    else if (leftToRightMap[lexeme] != null) {
+      openingDelimiter = lexeme;
+      closingDelimiter = leftToRightMap[lexeme];
+      delimiterBalance = 1;
+      if (startIndex < 0) {
+        // This is the first lexeme to be joined
+        startIndex = index;
+      }
+    }
+
+    // This is the first lexeme to be joined
+    else if (startIndex < 0) {
+      startIndex = index;
+    }
+
+    const isSeparator = lexeme === separator && delimiterBalance === 0;
+
+    if (isSeparator || index === lexemes.length - 1) {
+      // This is the last lexeme to be joined
+      const endIndex = isSeparator ? index : index + 1;
+      result.push(lexemes.slice(startIndex, endIndex).join(""));
+      startIndex = -1;
+      if (isSeparator) {
+        // Add the separator itself
+        result.push(lexeme);
+      }
+    }
+  });
+
+  return result;
+}
+
+const separator = ",";
+
+// Mapping between opening and closing delimiters
+/* eslint-disable @typescript-eslint/naming-convention */
+const leftToRightMap: { [key: string]: string } = {
+  "(": ")",
+  "{": "}",
+  "<": ">",
+  "[": "]",
+  '"': '"',
+  "'": "'",
+  "`": "`",
+};
+/* eslint-enable @typescript-eslint/naming-convention */
+
+interface Token {
+  range: Range;
+  type: "item" | "separator" | "boundary";
+}
diff --git a/src/processTargets/modifiers/surroundingPair/delimiterMaps.ts b/src/processTargets/modifiers/surroundingPair/delimiterMaps.ts
index b0d69574c9..a51e7e7723 100644
--- a/src/processTargets/modifiers/surroundingPair/delimiterMaps.ts
+++ b/src/processTargets/modifiers/surroundingPair/delimiterMaps.ts
@@ -39,4 +39,10 @@ export const complexDelimiterMap: Record<
 > = {
   any: Object.keys(delimiterToText),
   string: ["singleQuotes", "doubleQuotes", "backtickQuotes"],
+  collectionBoundary: [
+    "parentheses",
+    "squareBrackets",
+    "curlyBrackets",
+    "angleBrackets",
+  ],
 };
diff --git a/src/test/suite/fixtures/recorded/itemTextual/chuckEveryItem.yml b/src/test/suite/fixtures/recorded/itemTextual/chuckEveryItem.yml
new file mode 100644
index 0000000000..0a5d3c0fb0
--- /dev/null
+++ b/src/test/suite/fixtures/recorded/itemTextual/chuckEveryItem.yml
@@ -0,0 +1,33 @@
+languageId: plaintext
+command:
+  spokenForm: chuck every item
+  version: 2
+  targets:
+    - type: primitive
+      modifiers:
+        - type: everyScope
+          scopeType: {type: collectionItem}
+  usePrePhraseSnapshot: true
+  action: {name: remove}
+initialState:
+  documentContents: |-
+    {
+        "hello": "there",
+        "testing": "whatever",
+    }
+  selections:
+    - anchor: {line: 0, character: 1}
+      active: {line: 0, character: 1}
+  marks: {}
+finalState:
+  documentContents: |-
+    {
+        
+    }
+  selections:
+    - anchor: {line: 0, character: 1}
+      active: {line: 0, character: 1}
+  thatMark:
+    - anchor: {line: 1, character: 4}
+      active: {line: 1, character: 4}
+fullTargets: [{type: primitive, mark: {type: cursor}, modifiers: [{type: everyScope, scopeType: {type: collectionItem}}]}]
diff --git a/src/test/suite/fixtures/recorded/itemTextual/chuckItem.yml b/src/test/suite/fixtures/recorded/itemTextual/chuckItem.yml
new file mode 100644
index 0000000000..68e3fadbed
--- /dev/null
+++ b/src/test/suite/fixtures/recorded/itemTextual/chuckItem.yml
@@ -0,0 +1,32 @@
+languageId: plaintext
+command:
+  spokenForm: chuck item
+  version: 2
+  targets:
+    - type: primitive
+      modifiers:
+        - type: containingScope
+          scopeType: {type: collectionItem}
+  usePrePhraseSnapshot: true
+  action: {name: remove}
+initialState:
+  documentContents: |-
+    [
+        aaa,
+    ]
+  selections:
+    - anchor: {line: 1, character: 4}
+      active: {line: 1, character: 4}
+  marks: {}
+finalState:
+  documentContents: |-
+    [
+        
+    ]
+  selections:
+    - anchor: {line: 1, character: 4}
+      active: {line: 1, character: 4}
+  thatMark:
+    - anchor: {line: 1, character: 4}
+      active: {line: 1, character: 4}
+fullTargets: [{type: primitive, mark: {type: cursor}, modifiers: [{type: containingScope, scopeType: {type: collectionItem}}]}]
diff --git a/src/test/suite/fixtures/recorded/itemTextual/chuckItem2.yml b/src/test/suite/fixtures/recorded/itemTextual/chuckItem2.yml
new file mode 100644
index 0000000000..102aeed0a8
--- /dev/null
+++ b/src/test/suite/fixtures/recorded/itemTextual/chuckItem2.yml
@@ -0,0 +1,32 @@
+languageId: plaintext
+command:
+  spokenForm: chuck item
+  version: 2
+  targets:
+    - type: primitive
+      modifiers:
+        - type: containingScope
+          scopeType: {type: collectionItem}
+  usePrePhraseSnapshot: true
+  action: {name: remove}
+initialState:
+  documentContents: |-
+    [
+        aaa
+    ]
+  selections:
+    - anchor: {line: 1, character: 4}
+      active: {line: 1, character: 4}
+  marks: {}
+finalState:
+  documentContents: |-
+    [
+
+    ]
+  selections:
+    - anchor: {line: 1, character: 0}
+      active: {line: 1, character: 0}
+  thatMark:
+    - anchor: {line: 1, character: 0}
+      active: {line: 1, character: 0}
+fullTargets: [{type: primitive, mark: {type: cursor}, modifiers: [{type: containingScope, scopeType: {type: collectionItem}}]}]
diff --git a/src/test/suite/fixtures/recorded/itemTextual/clearEveryItem.yml b/src/test/suite/fixtures/recorded/itemTextual/clearEveryItem.yml
new file mode 100644
index 0000000000..7463059ead
--- /dev/null
+++ b/src/test/suite/fixtures/recorded/itemTextual/clearEveryItem.yml
@@ -0,0 +1,44 @@
+languageId: plaintext
+command:
+  spokenForm: clear every item
+  version: 2
+  targets:
+    - type: primitive
+      modifiers:
+        - type: everyScope
+          scopeType: {type: collectionItem}
+  usePrePhraseSnapshot: true
+  action: {name: clearAndSetSelection}
+initialState:
+  documentContents: |-
+    [
+        111,
+        "a\"b\"c",
+        222,
+    ]
+  selections:
+    - anchor: {line: 1, character: 4}
+      active: {line: 1, character: 4}
+  marks: {}
+finalState:
+  documentContents: |-
+    [
+        ,
+        ,
+        ,
+    ]
+  selections:
+    - anchor: {line: 1, character: 4}
+      active: {line: 1, character: 4}
+    - anchor: {line: 2, character: 4}
+      active: {line: 2, character: 4}
+    - anchor: {line: 3, character: 4}
+      active: {line: 3, character: 4}
+  thatMark:
+    - anchor: {line: 1, character: 4}
+      active: {line: 1, character: 4}
+    - anchor: {line: 2, character: 4}
+      active: {line: 2, character: 4}
+    - anchor: {line: 3, character: 4}
+      active: {line: 3, character: 4}
+fullTargets: [{type: primitive, mark: {type: cursor}, modifiers: [{type: everyScope, scopeType: {type: collectionItem}}]}]
diff --git a/src/test/suite/fixtures/recorded/itemTextual/clearEveryItem2.yml b/src/test/suite/fixtures/recorded/itemTextual/clearEveryItem2.yml
new file mode 100644
index 0000000000..1016795f85
--- /dev/null
+++ b/src/test/suite/fixtures/recorded/itemTextual/clearEveryItem2.yml
@@ -0,0 +1,34 @@
+languageId: plaintext
+command:
+  spokenForm: clear every item
+  version: 2
+  targets:
+    - type: primitive
+      modifiers:
+        - type: everyScope
+          scopeType: {type: collectionItem}
+  usePrePhraseSnapshot: true
+  action: {name: clearAndSetSelection}
+initialState:
+  documentContents: aaa, bbb, ccc
+  selections:
+    - anchor: {line: 0, character: 0}
+      active: {line: 0, character: 0}
+  marks: {}
+finalState:
+  documentContents: ", , "
+  selections:
+    - anchor: {line: 0, character: 0}
+      active: {line: 0, character: 0}
+    - anchor: {line: 0, character: 2}
+      active: {line: 0, character: 2}
+    - anchor: {line: 0, character: 4}
+      active: {line: 0, character: 4}
+  thatMark:
+    - anchor: {line: 0, character: 0}
+      active: {line: 0, character: 0}
+    - anchor: {line: 0, character: 2}
+      active: {line: 0, character: 2}
+    - anchor: {line: 0, character: 4}
+      active: {line: 0, character: 4}
+fullTargets: [{type: primitive, mark: {type: cursor}, modifiers: [{type: everyScope, scopeType: {type: collectionItem}}]}]
diff --git a/src/test/suite/fixtures/recorded/itemTextual/clearEveryItem3.yml b/src/test/suite/fixtures/recorded/itemTextual/clearEveryItem3.yml
new file mode 100644
index 0000000000..719b08bea2
--- /dev/null
+++ b/src/test/suite/fixtures/recorded/itemTextual/clearEveryItem3.yml
@@ -0,0 +1,30 @@
+languageId: plaintext
+command:
+  spokenForm: clear every item
+  version: 2
+  targets:
+    - type: primitive
+      modifiers:
+        - type: everyScope
+          scopeType: {type: collectionItem}
+  usePrePhraseSnapshot: true
+  action: {name: clearAndSetSelection}
+initialState:
+  documentContents: aaa, """bbb"""
+  selections:
+    - anchor: {line: 0, character: 0}
+      active: {line: 0, character: 0}
+  marks: {}
+finalState:
+  documentContents: ", "
+  selections:
+    - anchor: {line: 0, character: 0}
+      active: {line: 0, character: 0}
+    - anchor: {line: 0, character: 2}
+      active: {line: 0, character: 2}
+  thatMark:
+    - anchor: {line: 0, character: 0}
+      active: {line: 0, character: 0}
+    - anchor: {line: 0, character: 2}
+      active: {line: 0, character: 2}
+fullTargets: [{type: primitive, mark: {type: cursor}, modifiers: [{type: everyScope, scopeType: {type: collectionItem}}]}]
diff --git a/src/test/suite/fixtures/recorded/itemTextual/clearEveryItem4.yml b/src/test/suite/fixtures/recorded/itemTextual/clearEveryItem4.yml
new file mode 100644
index 0000000000..a469793ecd
--- /dev/null
+++ b/src/test/suite/fixtures/recorded/itemTextual/clearEveryItem4.yml
@@ -0,0 +1,38 @@
+languageId: plaintext
+command:
+  spokenForm: clear every item
+  version: 2
+  targets:
+    - type: primitive
+      modifiers:
+        - type: everyScope
+          scopeType: {type: collectionItem}
+  usePrePhraseSnapshot: true
+  action: {name: clearAndSetSelection}
+initialState:
+  documentContents: a, "b\",b\"b", 'c\',c\'c', `d\`,d\`d`
+  selections:
+    - anchor: {line: 0, character: 0}
+      active: {line: 0, character: 0}
+  marks: {}
+finalState:
+  documentContents: ", , , "
+  selections:
+    - anchor: {line: 0, character: 0}
+      active: {line: 0, character: 0}
+    - anchor: {line: 0, character: 2}
+      active: {line: 0, character: 2}
+    - anchor: {line: 0, character: 4}
+      active: {line: 0, character: 4}
+    - anchor: {line: 0, character: 6}
+      active: {line: 0, character: 6}
+  thatMark:
+    - anchor: {line: 0, character: 0}
+      active: {line: 0, character: 0}
+    - anchor: {line: 0, character: 2}
+      active: {line: 0, character: 2}
+    - anchor: {line: 0, character: 4}
+      active: {line: 0, character: 4}
+    - anchor: {line: 0, character: 6}
+      active: {line: 0, character: 6}
+fullTargets: [{type: primitive, mark: {type: cursor}, modifiers: [{type: everyScope, scopeType: {type: collectionItem}}]}]
diff --git a/src/test/suite/fixtures/recorded/itemTextual/clearEveryItem5.yml b/src/test/suite/fixtures/recorded/itemTextual/clearEveryItem5.yml
new file mode 100644
index 0000000000..551b9822b1
--- /dev/null
+++ b/src/test/suite/fixtures/recorded/itemTextual/clearEveryItem5.yml
@@ -0,0 +1,46 @@
+languageId: plaintext
+command:
+  spokenForm: clear every item
+  version: 2
+  targets:
+    - type: primitive
+      modifiers:
+        - type: everyScope
+          scopeType: {type: collectionItem}
+  usePrePhraseSnapshot: true
+  action: {name: clearAndSetSelection}
+initialState:
+  documentContents: |-
+    [
+        a,
+        [
+            b
+        ],
+        c
+    ]
+  selections:
+    - anchor: {line: 1, character: 4}
+      active: {line: 1, character: 4}
+  marks: {}
+finalState:
+  documentContents: |-
+    [
+        ,
+        ,
+        
+    ]
+  selections:
+    - anchor: {line: 1, character: 4}
+      active: {line: 1, character: 4}
+    - anchor: {line: 2, character: 4}
+      active: {line: 2, character: 4}
+    - anchor: {line: 3, character: 4}
+      active: {line: 3, character: 4}
+  thatMark:
+    - anchor: {line: 1, character: 4}
+      active: {line: 1, character: 4}
+    - anchor: {line: 2, character: 4}
+      active: {line: 2, character: 4}
+    - anchor: {line: 3, character: 4}
+      active: {line: 3, character: 4}
+fullTargets: [{type: primitive, mark: {type: cursor}, modifiers: [{type: everyScope, scopeType: {type: collectionItem}}]}]
diff --git a/src/test/suite/fixtures/recorded/itemTextual/clearEveryItem6.yml b/src/test/suite/fixtures/recorded/itemTextual/clearEveryItem6.yml
new file mode 100644
index 0000000000..9dd42158c4
--- /dev/null
+++ b/src/test/suite/fixtures/recorded/itemTextual/clearEveryItem6.yml
@@ -0,0 +1,34 @@
+languageId: plaintext
+command:
+  spokenForm: clear every item
+  version: 2
+  targets:
+    - type: primitive
+      modifiers:
+        - type: everyScope
+          scopeType: {type: collectionItem}
+  usePrePhraseSnapshot: true
+  action: {name: clearAndSetSelection}
+initialState:
+  documentContents: |-
+    a, b,
+    c, d
+  selections:
+    - anchor: {line: 0, character: 0}
+      active: {line: 0, character: 0}
+  marks: {}
+finalState:
+  documentContents: |-
+    , ,
+    c, d
+  selections:
+    - anchor: {line: 0, character: 0}
+      active: {line: 0, character: 0}
+    - anchor: {line: 0, character: 2}
+      active: {line: 0, character: 2}
+  thatMark:
+    - anchor: {line: 0, character: 0}
+      active: {line: 0, character: 0}
+    - anchor: {line: 0, character: 2}
+      active: {line: 0, character: 2}
+fullTargets: [{type: primitive, mark: {type: cursor}, modifiers: [{type: everyScope, scopeType: {type: collectionItem}}]}]
diff --git a/src/test/suite/fixtures/recorded/itemTextual/clearEveryItem7.yml b/src/test/suite/fixtures/recorded/itemTextual/clearEveryItem7.yml
new file mode 100644
index 0000000000..c9e2e9c255
--- /dev/null
+++ b/src/test/suite/fixtures/recorded/itemTextual/clearEveryItem7.yml
@@ -0,0 +1,38 @@
+languageId: typescript
+command:
+  spokenForm: clear every item
+  version: 2
+  targets:
+    - type: primitive
+      modifiers:
+        - type: everyScope
+          scopeType: {type: collectionItem}
+  usePrePhraseSnapshot: true
+  action: {name: clearAndSetSelection}
+initialState:
+  documentContents: seq('(', ",", $._import_list, ')')
+  selections:
+    - anchor: {line: 0, character: 6}
+      active: {line: 0, character: 6}
+  marks: {}
+finalState:
+  documentContents: seq(, , , )
+  selections:
+    - anchor: {line: 0, character: 4}
+      active: {line: 0, character: 4}
+    - anchor: {line: 0, character: 6}
+      active: {line: 0, character: 6}
+    - anchor: {line: 0, character: 8}
+      active: {line: 0, character: 8}
+    - anchor: {line: 0, character: 10}
+      active: {line: 0, character: 10}
+  thatMark:
+    - anchor: {line: 0, character: 4}
+      active: {line: 0, character: 4}
+    - anchor: {line: 0, character: 6}
+      active: {line: 0, character: 6}
+    - anchor: {line: 0, character: 8}
+      active: {line: 0, character: 8}
+    - anchor: {line: 0, character: 10}
+      active: {line: 0, character: 10}
+fullTargets: [{type: primitive, mark: {type: cursor}, modifiers: [{type: everyScope, scopeType: {type: collectionItem}}]}]
diff --git a/src/test/suite/fixtures/recorded/itemTextual/clearEveryItemBlock.yml b/src/test/suite/fixtures/recorded/itemTextual/clearEveryItemBlock.yml
new file mode 100644
index 0000000000..7751b69200
--- /dev/null
+++ b/src/test/suite/fixtures/recorded/itemTextual/clearEveryItemBlock.yml
@@ -0,0 +1,44 @@
+languageId: plaintext
+command:
+  spokenForm: clear every item block
+  version: 2
+  targets:
+    - type: primitive
+      modifiers:
+        - type: everyScope
+          scopeType: {type: collectionItem}
+        - type: containingScope
+          scopeType: {type: paragraph}
+  usePrePhraseSnapshot: true
+  action: {name: clearAndSetSelection}
+initialState:
+  documentContents: |-
+    a, b,
+    c, d
+  selections:
+    - anchor: {line: 0, character: 0}
+      active: {line: 0, character: 0}
+  marks: {}
+finalState:
+  documentContents: |-
+    , ,
+    , 
+  selections:
+    - anchor: {line: 0, character: 0}
+      active: {line: 0, character: 0}
+    - anchor: {line: 0, character: 2}
+      active: {line: 0, character: 2}
+    - anchor: {line: 1, character: 0}
+      active: {line: 1, character: 0}
+    - anchor: {line: 1, character: 2}
+      active: {line: 1, character: 2}
+  thatMark:
+    - anchor: {line: 0, character: 0}
+      active: {line: 0, character: 0}
+    - anchor: {line: 0, character: 2}
+      active: {line: 0, character: 2}
+    - anchor: {line: 1, character: 0}
+      active: {line: 1, character: 0}
+    - anchor: {line: 1, character: 2}
+      active: {line: 1, character: 2}
+fullTargets: [{type: primitive, mark: {type: cursor}, modifiers: [{type: everyScope, scopeType: {type: collectionItem}}, {type: containingScope, scopeType: {type: paragraph}}]}]
diff --git a/src/test/suite/fixtures/recorded/itemTextual/clearEveryItemToken.yml b/src/test/suite/fixtures/recorded/itemTextual/clearEveryItemToken.yml
new file mode 100644
index 0000000000..bd23dfa8cf
--- /dev/null
+++ b/src/test/suite/fixtures/recorded/itemTextual/clearEveryItemToken.yml
@@ -0,0 +1,28 @@
+languageId: plaintext
+command:
+  spokenForm: clear every item token
+  version: 2
+  targets:
+    - type: primitive
+      modifiers:
+        - type: everyScope
+          scopeType: {type: collectionItem}
+        - type: containingScope
+          scopeType: {type: token}
+  usePrePhraseSnapshot: true
+  action: {name: clearAndSetSelection}
+initialState:
+  documentContents: aaa bbb, ccc
+  selections:
+    - anchor: {line: 0, character: 0}
+      active: {line: 0, character: 0}
+  marks: {}
+finalState:
+  documentContents: ", ccc"
+  selections:
+    - anchor: {line: 0, character: 0}
+      active: {line: 0, character: 0}
+  thatMark:
+    - anchor: {line: 0, character: 0}
+      active: {line: 0, character: 0}
+fullTargets: [{type: primitive, mark: {type: cursor}, modifiers: [{type: everyScope, scopeType: {type: collectionItem}}, {type: containingScope, scopeType: {type: token}}]}]
diff --git a/src/test/suite/fixtures/recorded/itemTextual/clearItem.yml b/src/test/suite/fixtures/recorded/itemTextual/clearItem.yml
new file mode 100644
index 0000000000..b15f7288e1
--- /dev/null
+++ b/src/test/suite/fixtures/recorded/itemTextual/clearItem.yml
@@ -0,0 +1,36 @@
+languageId: plaintext
+command:
+  spokenForm: clear item
+  version: 2
+  targets:
+    - type: primitive
+      modifiers:
+        - type: containingScope
+          scopeType: {type: collectionItem}
+  usePrePhraseSnapshot: true
+  action: {name: clearAndSetSelection}
+initialState:
+  documentContents: |-
+    [
+        111,
+        "a\"b\"c",
+        222,
+    ]
+  selections:
+    - anchor: {line: 2, character: 5}
+      active: {line: 2, character: 5}
+  marks: {}
+finalState:
+  documentContents: |-
+    [
+        111,
+        ,
+        222,
+    ]
+  selections:
+    - anchor: {line: 2, character: 4}
+      active: {line: 2, character: 4}
+  thatMark:
+    - anchor: {line: 2, character: 4}
+      active: {line: 2, character: 4}
+fullTargets: [{type: primitive, mark: {type: cursor}, modifiers: [{type: containingScope, scopeType: {type: collectionItem}}]}]
diff --git a/src/test/suite/fixtures/recorded/itemTextual/clearItem10.yml b/src/test/suite/fixtures/recorded/itemTextual/clearItem10.yml
new file mode 100644
index 0000000000..1ee4b4228f
--- /dev/null
+++ b/src/test/suite/fixtures/recorded/itemTextual/clearItem10.yml
@@ -0,0 +1,26 @@
+languageId: typescript
+command:
+  spokenForm: clear item
+  version: 2
+  targets:
+    - type: primitive
+      modifiers:
+        - type: containingScope
+          scopeType: {type: collectionItem}
+  usePrePhraseSnapshot: false
+  action: {name: clearAndSetSelection}
+initialState:
+  documentContents: foo(hello, world)
+  selections:
+    - anchor: {line: 0, character: 10}
+      active: {line: 0, character: 10}
+  marks: {}
+finalState:
+  documentContents: foo(hello, )
+  selections:
+    - anchor: {line: 0, character: 11}
+      active: {line: 0, character: 11}
+  thatMark:
+    - anchor: {line: 0, character: 11}
+      active: {line: 0, character: 11}
+fullTargets: [{type: primitive, mark: {type: cursor}, modifiers: [{type: containingScope, scopeType: {type: collectionItem}}]}]
diff --git a/src/test/suite/fixtures/recorded/itemTextual/clearItem11.yml b/src/test/suite/fixtures/recorded/itemTextual/clearItem11.yml
new file mode 100644
index 0000000000..b363279425
--- /dev/null
+++ b/src/test/suite/fixtures/recorded/itemTextual/clearItem11.yml
@@ -0,0 +1,26 @@
+languageId: typescript
+command:
+  spokenForm: clear item
+  version: 2
+  targets:
+    - type: primitive
+      modifiers:
+        - type: containingScope
+          scopeType: {type: collectionItem}
+  usePrePhraseSnapshot: false
+  action: {name: clearAndSetSelection}
+initialState:
+  documentContents: foo(hello, world)
+  selections:
+    - anchor: {line: 0, character: 7}
+      active: {line: 0, character: 13}
+  marks: {}
+finalState:
+  documentContents: foo()
+  selections:
+    - anchor: {line: 0, character: 4}
+      active: {line: 0, character: 4}
+  thatMark:
+    - anchor: {line: 0, character: 4}
+      active: {line: 0, character: 4}
+fullTargets: [{type: primitive, mark: {type: cursor}, modifiers: [{type: containingScope, scopeType: {type: collectionItem}}]}]
diff --git a/src/test/suite/fixtures/recorded/itemTextual/clearItem2.yml b/src/test/suite/fixtures/recorded/itemTextual/clearItem2.yml
new file mode 100644
index 0000000000..9b3800bfec
--- /dev/null
+++ b/src/test/suite/fixtures/recorded/itemTextual/clearItem2.yml
@@ -0,0 +1,36 @@
+languageId: plaintext
+command:
+  spokenForm: clear item
+  version: 2
+  targets:
+    - type: primitive
+      modifiers:
+        - type: containingScope
+          scopeType: {type: collectionItem}
+  usePrePhraseSnapshot: true
+  action: {name: clearAndSetSelection}
+initialState:
+  documentContents: |-
+    [
+        111,
+        "a\"b\"c",
+        222,
+    ]
+  selections:
+    - anchor: {line: 2, character: 9}
+      active: {line: 2, character: 9}
+  marks: {}
+finalState:
+  documentContents: |-
+    [
+        111,
+        ,
+        222,
+    ]
+  selections:
+    - anchor: {line: 2, character: 4}
+      active: {line: 2, character: 4}
+  thatMark:
+    - anchor: {line: 2, character: 4}
+      active: {line: 2, character: 4}
+fullTargets: [{type: primitive, mark: {type: cursor}, modifiers: [{type: containingScope, scopeType: {type: collectionItem}}]}]
diff --git a/src/test/suite/fixtures/recorded/itemTextual/clearItem3.yml b/src/test/suite/fixtures/recorded/itemTextual/clearItem3.yml
new file mode 100644
index 0000000000..0114305869
--- /dev/null
+++ b/src/test/suite/fixtures/recorded/itemTextual/clearItem3.yml
@@ -0,0 +1,36 @@
+languageId: plaintext
+command:
+  spokenForm: clear item
+  version: 2
+  targets:
+    - type: primitive
+      modifiers:
+        - type: containingScope
+          scopeType: {type: collectionItem}
+  usePrePhraseSnapshot: true
+  action: {name: clearAndSetSelection}
+initialState:
+  documentContents: |-
+    [
+        111,
+        "a\"b\"c",
+        222,
+    ]
+  selections:
+    - anchor: {line: 2, character: 12}
+      active: {line: 2, character: 12}
+  marks: {}
+finalState:
+  documentContents: |-
+    [
+        111,
+        ,
+        222,
+    ]
+  selections:
+    - anchor: {line: 2, character: 4}
+      active: {line: 2, character: 4}
+  thatMark:
+    - anchor: {line: 2, character: 4}
+      active: {line: 2, character: 4}
+fullTargets: [{type: primitive, mark: {type: cursor}, modifiers: [{type: containingScope, scopeType: {type: collectionItem}}]}]
diff --git a/src/test/suite/fixtures/recorded/itemTextual/clearItem4.yml b/src/test/suite/fixtures/recorded/itemTextual/clearItem4.yml
new file mode 100644
index 0000000000..f76256abf8
--- /dev/null
+++ b/src/test/suite/fixtures/recorded/itemTextual/clearItem4.yml
@@ -0,0 +1,26 @@
+languageId: plaintext
+command:
+  spokenForm: clear item
+  version: 2
+  targets:
+    - type: primitive
+      modifiers:
+        - type: containingScope
+          scopeType: {type: collectionItem}
+  usePrePhraseSnapshot: true
+  action: {name: clearAndSetSelection}
+initialState:
+  documentContents: (aaa)
+  selections:
+    - anchor: {line: 0, character: 2}
+      active: {line: 0, character: 2}
+  marks: {}
+finalState:
+  documentContents: ()
+  selections:
+    - anchor: {line: 0, character: 1}
+      active: {line: 0, character: 1}
+  thatMark:
+    - anchor: {line: 0, character: 1}
+      active: {line: 0, character: 1}
+fullTargets: [{type: primitive, mark: {type: cursor}, modifiers: [{type: containingScope, scopeType: {type: collectionItem}}]}]
diff --git a/src/test/suite/fixtures/recorded/itemTextual/clearItem5.yml b/src/test/suite/fixtures/recorded/itemTextual/clearItem5.yml
new file mode 100644
index 0000000000..73d5d86cb3
--- /dev/null
+++ b/src/test/suite/fixtures/recorded/itemTextual/clearItem5.yml
@@ -0,0 +1,26 @@
+languageId: plaintext
+command:
+  spokenForm: clear item
+  version: 2
+  targets:
+    - type: primitive
+      modifiers:
+        - type: containingScope
+          scopeType: {type: collectionItem}
+  usePrePhraseSnapshot: true
+  action: {name: clearAndSetSelection}
+initialState:
+  documentContents: aaa aaa, bbb bbb
+  selections:
+    - anchor: {line: 0, character: 0}
+      active: {line: 0, character: 0}
+  marks: {}
+finalState:
+  documentContents: ", bbb bbb"
+  selections:
+    - anchor: {line: 0, character: 0}
+      active: {line: 0, character: 0}
+  thatMark:
+    - anchor: {line: 0, character: 0}
+      active: {line: 0, character: 0}
+fullTargets: [{type: primitive, mark: {type: cursor}, modifiers: [{type: containingScope, scopeType: {type: collectionItem}}]}]
diff --git a/src/test/suite/fixtures/recorded/itemTextual/clearItem6.yml b/src/test/suite/fixtures/recorded/itemTextual/clearItem6.yml
new file mode 100644
index 0000000000..cb400b2436
--- /dev/null
+++ b/src/test/suite/fixtures/recorded/itemTextual/clearItem6.yml
@@ -0,0 +1,26 @@
+languageId: plaintext
+command:
+  spokenForm: clear item
+  version: 2
+  targets:
+    - type: primitive
+      modifiers:
+        - type: containingScope
+          scopeType: {type: collectionItem}
+  usePrePhraseSnapshot: true
+  action: {name: clearAndSetSelection}
+initialState:
+  documentContents: aaa aaa
+  selections:
+    - anchor: {line: 0, character: 0}
+      active: {line: 0, character: 0}
+  marks: {}
+finalState:
+  documentContents: ""
+  selections:
+    - anchor: {line: 0, character: 0}
+      active: {line: 0, character: 0}
+  thatMark:
+    - anchor: {line: 0, character: 0}
+      active: {line: 0, character: 0}
+fullTargets: [{type: primitive, mark: {type: cursor}, modifiers: [{type: containingScope, scopeType: {type: collectionItem}}]}]
diff --git a/src/test/suite/fixtures/recorded/itemTextual/clearItem7.yml b/src/test/suite/fixtures/recorded/itemTextual/clearItem7.yml
new file mode 100644
index 0000000000..8ada6d822b
--- /dev/null
+++ b/src/test/suite/fixtures/recorded/itemTextual/clearItem7.yml
@@ -0,0 +1,26 @@
+languageId: plaintext
+command:
+  spokenForm: clear item
+  version: 2
+  targets:
+    - type: primitive
+      modifiers:
+        - type: containingScope
+          scopeType: {type: collectionItem}
+  usePrePhraseSnapshot: true
+  action: {name: clearAndSetSelection}
+initialState:
+  documentContents: a, "foo(bar)baz", b
+  selections:
+    - anchor: {line: 0, character: 8}
+      active: {line: 0, character: 8}
+  marks: {}
+finalState:
+  documentContents: a, "foo()baz", b
+  selections:
+    - anchor: {line: 0, character: 8}
+      active: {line: 0, character: 8}
+  thatMark:
+    - anchor: {line: 0, character: 8}
+      active: {line: 0, character: 8}
+fullTargets: [{type: primitive, mark: {type: cursor}, modifiers: [{type: containingScope, scopeType: {type: collectionItem}}]}]
diff --git a/src/test/suite/fixtures/recorded/itemTextual/clearItem8.yml b/src/test/suite/fixtures/recorded/itemTextual/clearItem8.yml
new file mode 100644
index 0000000000..7371d7c2d8
--- /dev/null
+++ b/src/test/suite/fixtures/recorded/itemTextual/clearItem8.yml
@@ -0,0 +1,26 @@
+languageId: plaintext
+command:
+  spokenForm: clear item
+  version: 2
+  targets:
+    - type: primitive
+      modifiers:
+        - type: containingScope
+          scopeType: {type: collectionItem}
+  usePrePhraseSnapshot: true
+  action: {name: clearAndSetSelection}
+initialState:
+  documentContents: a, "foo(bar)baz", b
+  selections:
+    - anchor: {line: 0, character: 4}
+      active: {line: 0, character: 4}
+  marks: {}
+finalState:
+  documentContents: a, , b
+  selections:
+    - anchor: {line: 0, character: 3}
+      active: {line: 0, character: 3}
+  thatMark:
+    - anchor: {line: 0, character: 3}
+      active: {line: 0, character: 3}
+fullTargets: [{type: primitive, mark: {type: cursor}, modifiers: [{type: containingScope, scopeType: {type: collectionItem}}]}]
diff --git a/src/test/suite/fixtures/recorded/itemTextual/clearItem9.yml b/src/test/suite/fixtures/recorded/itemTextual/clearItem9.yml
new file mode 100644
index 0000000000..c6197799f0
--- /dev/null
+++ b/src/test/suite/fixtures/recorded/itemTextual/clearItem9.yml
@@ -0,0 +1,26 @@
+languageId: typescript
+command:
+  spokenForm: clear item
+  version: 2
+  targets:
+    - type: primitive
+      modifiers:
+        - type: containingScope
+          scopeType: {type: collectionItem}
+  usePrePhraseSnapshot: true
+  action: {name: clearAndSetSelection}
+initialState:
+  documentContents: foo(hello, world)
+  selections:
+    - anchor: {line: 0, character: 9}
+      active: {line: 0, character: 9}
+  marks: {}
+finalState:
+  documentContents: foo(, world)
+  selections:
+    - anchor: {line: 0, character: 4}
+      active: {line: 0, character: 4}
+  thatMark:
+    - anchor: {line: 0, character: 4}
+      active: {line: 0, character: 4}
+fullTargets: [{type: primitive, mark: {type: cursor}, modifiers: [{type: containingScope, scopeType: {type: collectionItem}}]}]
diff --git a/src/test/suite/fixtures/recorded/itemTextual/clearItemDrip.yml b/src/test/suite/fixtures/recorded/itemTextual/clearItemDrip.yml
new file mode 100644
index 0000000000..3ae86e27a4
--- /dev/null
+++ b/src/test/suite/fixtures/recorded/itemTextual/clearItemDrip.yml
@@ -0,0 +1,30 @@
+languageId: typescript
+command:
+  spokenForm: clear item drip
+  version: 2
+  targets:
+    - type: primitive
+      modifiers:
+        - type: containingScope
+          scopeType: {type: collectionItem}
+      mark: {type: decoratedSymbol, symbolColor: default, character: ','}
+  usePrePhraseSnapshot: true
+  action: {name: clearAndSetSelection}
+initialState:
+  documentContents: foo(hello, world)
+  selections:
+    - anchor: {line: 0, character: 13}
+      active: {line: 0, character: 13}
+  marks:
+    default.,:
+      start: {line: 0, character: 9}
+      end: {line: 0, character: 10}
+finalState:
+  documentContents: foo()
+  selections:
+    - anchor: {line: 0, character: 4}
+      active: {line: 0, character: 4}
+  thatMark:
+    - anchor: {line: 0, character: 4}
+      active: {line: 0, character: 4}
+fullTargets: [{type: primitive, mark: {type: decoratedSymbol, symbolColor: default, character: ','}, modifiers: [{type: containingScope, scopeType: {type: collectionItem}}]}]
diff --git a/src/test/suite/fixtures/recorded/itemTextual/drinkItem.yml b/src/test/suite/fixtures/recorded/itemTextual/drinkItem.yml
new file mode 100644
index 0000000000..d1066592b4
--- /dev/null
+++ b/src/test/suite/fixtures/recorded/itemTextual/drinkItem.yml
@@ -0,0 +1,37 @@
+languageId: plaintext
+command:
+  spokenForm: drink item
+  version: 2
+  targets:
+    - type: primitive
+      modifiers:
+        - type: containingScope
+          scopeType: {type: collectionItem}
+  usePrePhraseSnapshot: true
+  action: {name: editNewLineBefore}
+initialState:
+  documentContents: |-
+    [
+        aaa,
+        bbb,
+        ccc
+    ]
+  selections:
+    - anchor: {line: 3, character: 7}
+      active: {line: 3, character: 7}
+  marks: {}
+finalState:
+  documentContents: |-
+    [
+        aaa,
+        bbb,
+        ,
+        ccc
+    ]
+  selections:
+    - anchor: {line: 3, character: 4}
+      active: {line: 3, character: 4}
+  thatMark:
+    - anchor: {line: 4, character: 4}
+      active: {line: 4, character: 7}
+fullTargets: [{type: primitive, mark: {type: cursor}, modifiers: [{type: containingScope, scopeType: {type: collectionItem}}]}]
diff --git a/src/test/suite/fixtures/recorded/itemTextual/drinkItem2.yml b/src/test/suite/fixtures/recorded/itemTextual/drinkItem2.yml
new file mode 100644
index 0000000000..7377d91886
--- /dev/null
+++ b/src/test/suite/fixtures/recorded/itemTextual/drinkItem2.yml
@@ -0,0 +1,37 @@
+languageId: plaintext
+command:
+  spokenForm: drink item
+  version: 2
+  targets:
+    - type: primitive
+      modifiers:
+        - type: containingScope
+          scopeType: {type: collectionItem}
+  usePrePhraseSnapshot: true
+  action: {name: editNewLineBefore}
+initialState:
+  documentContents: |-
+    [
+        aaa,
+        bbb,
+        ccc,
+    ]
+  selections:
+    - anchor: {line: 3, character: 7}
+      active: {line: 3, character: 7}
+  marks: {}
+finalState:
+  documentContents: |-
+    [
+        aaa,
+        bbb,
+        ,
+        ccc,
+    ]
+  selections:
+    - anchor: {line: 3, character: 4}
+      active: {line: 3, character: 4}
+  thatMark:
+    - anchor: {line: 4, character: 4}
+      active: {line: 4, character: 7}
+fullTargets: [{type: primitive, mark: {type: cursor}, modifiers: [{type: containingScope, scopeType: {type: collectionItem}}]}]
diff --git a/src/test/suite/fixtures/recorded/itemTextual/takeEveryItem.yml b/src/test/suite/fixtures/recorded/itemTextual/takeEveryItem.yml
new file mode 100644
index 0000000000..43559479e1
--- /dev/null
+++ b/src/test/suite/fixtures/recorded/itemTextual/takeEveryItem.yml
@@ -0,0 +1,72 @@
+languageId: plaintext
+command:
+  spokenForm: take every item
+  version: 2
+  targets:
+    - type: primitive
+      modifiers:
+        - type: everyScope
+          scopeType: {type: collectionItem}
+  usePrePhraseSnapshot: true
+  action: {name: setSelection}
+initialState:
+  documentContents: |-
+    [
+        a b, (c, d),
+        e f, {g, h},
+        i j, [k, l],
+        m n, <o, p>,
+    ]
+  selections:
+    - anchor: {line: 1, character: 10}
+      active: {line: 1, character: 10}
+    - anchor: {line: 2, character: 10}
+      active: {line: 2, character: 10}
+    - anchor: {line: 3, character: 10}
+      active: {line: 3, character: 10}
+    - anchor: {line: 4, character: 10}
+      active: {line: 4, character: 10}
+  marks: {}
+finalState:
+  documentContents: |-
+    [
+        a b, (c, d),
+        e f, {g, h},
+        i j, [k, l],
+        m n, <o, p>,
+    ]
+  selections:
+    - anchor: {line: 1, character: 10}
+      active: {line: 1, character: 11}
+    - anchor: {line: 1, character: 13}
+      active: {line: 1, character: 14}
+    - anchor: {line: 2, character: 10}
+      active: {line: 2, character: 11}
+    - anchor: {line: 2, character: 13}
+      active: {line: 2, character: 14}
+    - anchor: {line: 3, character: 10}
+      active: {line: 3, character: 11}
+    - anchor: {line: 3, character: 13}
+      active: {line: 3, character: 14}
+    - anchor: {line: 4, character: 10}
+      active: {line: 4, character: 11}
+    - anchor: {line: 4, character: 13}
+      active: {line: 4, character: 14}
+  thatMark:
+    - anchor: {line: 1, character: 10}
+      active: {line: 1, character: 11}
+    - anchor: {line: 1, character: 13}
+      active: {line: 1, character: 14}
+    - anchor: {line: 2, character: 10}
+      active: {line: 2, character: 11}
+    - anchor: {line: 2, character: 13}
+      active: {line: 2, character: 14}
+    - anchor: {line: 3, character: 10}
+      active: {line: 3, character: 11}
+    - anchor: {line: 3, character: 13}
+      active: {line: 3, character: 14}
+    - anchor: {line: 4, character: 10}
+      active: {line: 4, character: 11}
+    - anchor: {line: 4, character: 13}
+      active: {line: 4, character: 14}
+fullTargets: [{type: primitive, mark: {type: cursor}, modifiers: [{type: everyScope, scopeType: {type: collectionItem}}]}]
diff --git a/src/test/suite/fixtures/recorded/itemTextual/takeEveryItemAir.yml b/src/test/suite/fixtures/recorded/itemTextual/takeEveryItemAir.yml
new file mode 100644
index 0000000000..c55cb78c70
--- /dev/null
+++ b/src/test/suite/fixtures/recorded/itemTextual/takeEveryItemAir.yml
@@ -0,0 +1,90 @@
+languageId: plaintext
+command:
+  spokenForm: take every item air
+  version: 2
+  targets:
+    - type: primitive
+      mark: {type: decoratedSymbol, symbolColor: default, character: a}
+      modifiers:
+        - type: everyScope
+          scopeType: {type: collectionItem}
+  usePrePhraseSnapshot: true
+  action: {name: setSelection}
+initialState:
+  documentContents: |-
+    [
+        a b, (c, d),
+        e f, {g, h},
+        i j, [k, l],
+        m n, <o, p>,
+        q r, "s, t",
+        u v, "foo(bar)baz",
+    ]
+  selections:
+    - anchor: {line: 0, character: 0}
+      active: {line: 0, character: 0}
+  marks:
+    default.a:
+      start: {line: 1, character: 4}
+      end: {line: 1, character: 5}
+finalState:
+  documentContents: |-
+    [
+        a b, (c, d),
+        e f, {g, h},
+        i j, [k, l],
+        m n, <o, p>,
+        q r, "s, t",
+        u v, "foo(bar)baz",
+    ]
+  selections:
+    - anchor: {line: 1, character: 4}
+      active: {line: 1, character: 7}
+    - anchor: {line: 1, character: 9}
+      active: {line: 1, character: 15}
+    - anchor: {line: 2, character: 4}
+      active: {line: 2, character: 7}
+    - anchor: {line: 2, character: 9}
+      active: {line: 2, character: 15}
+    - anchor: {line: 3, character: 4}
+      active: {line: 3, character: 7}
+    - anchor: {line: 3, character: 9}
+      active: {line: 3, character: 15}
+    - anchor: {line: 4, character: 4}
+      active: {line: 4, character: 7}
+    - anchor: {line: 4, character: 9}
+      active: {line: 4, character: 15}
+    - anchor: {line: 5, character: 4}
+      active: {line: 5, character: 7}
+    - anchor: {line: 5, character: 9}
+      active: {line: 5, character: 15}
+    - anchor: {line: 6, character: 4}
+      active: {line: 6, character: 7}
+    - anchor: {line: 6, character: 9}
+      active: {line: 6, character: 22}
+  thatMark:
+    - anchor: {line: 1, character: 4}
+      active: {line: 1, character: 7}
+    - anchor: {line: 1, character: 9}
+      active: {line: 1, character: 15}
+    - anchor: {line: 2, character: 4}
+      active: {line: 2, character: 7}
+    - anchor: {line: 2, character: 9}
+      active: {line: 2, character: 15}
+    - anchor: {line: 3, character: 4}
+      active: {line: 3, character: 7}
+    - anchor: {line: 3, character: 9}
+      active: {line: 3, character: 15}
+    - anchor: {line: 4, character: 4}
+      active: {line: 4, character: 7}
+    - anchor: {line: 4, character: 9}
+      active: {line: 4, character: 15}
+    - anchor: {line: 5, character: 4}
+      active: {line: 5, character: 7}
+    - anchor: {line: 5, character: 9}
+      active: {line: 5, character: 15}
+    - anchor: {line: 6, character: 4}
+      active: {line: 6, character: 7}
+    - anchor: {line: 6, character: 9}
+      active: {line: 6, character: 22}
+fullTargets: [{type: primitive, mark: {type: decoratedSymbol, symbolColor: default, character: a}, modifiers: [{type: everyScope, scopeType: {type: collectionItem}}]}]
diff --git a/src/test/suite/fixtures/recorded/itemTextual/takeItemAir.yml b/src/test/suite/fixtures/recorded/itemTextual/takeItemAir.yml
new file mode 100644
index 0000000000..0af92e3b73
--- /dev/null
+++ b/src/test/suite/fixtures/recorded/itemTextual/takeItemAir.yml
@@ -0,0 +1,46 @@
+languageId: plaintext
+command:
+  spokenForm: take item air
+  version: 2
+  targets:
+    - type: primitive
+      mark: {type: decoratedSymbol, symbolColor: default, character: a}
+      modifiers:
+        - type: containingScope
+          scopeType: {type: collectionItem}
+  usePrePhraseSnapshot: true
+  action: {name: setSelection}
+initialState:
+  documentContents: |-
+    [
+        a b, (c, d),
+        e f, {g, h},
+        i j, [k, l],
+        m n, <o, p>,
+        q r, "s, t",
+        u v, "foo(bar)baz",
+    ]
+  selections:
+    - anchor: {line: 0, character: 0}
+      active: {line: 0, character: 0}
+  marks:
+    default.a:
+      start: {line: 1, character: 4}
+      end: {line: 1, character: 5}
+finalState:
+  documentContents: |-
+    [
+        a b, (c, d),
+        e f, {g, h},
+        i j, [k, l],
+        m n, <o, p>,
+        q r, "s, t",
+        u v, "foo(bar)baz",
+    ]
+  selections:
+    - anchor: {line: 1, character: 4}
+      active: {line: 1, character: 7}
+  thatMark:
+    - anchor: {line: 1, character: 4}
+      active: {line: 1, character: 7}
+fullTargets: [{type: primitive, mark: {type: decoratedSymbol, symbolColor: default, character: a}, modifiers: [{type: containingScope, scopeType: {type: collectionItem}}]}]
diff --git a/src/test/suite/fixtures/recorded/itemTextual/takeItemBlueRisk.yml b/src/test/suite/fixtures/recorded/itemTextual/takeItemBlueRisk.yml
new file mode 100644
index 0000000000..bfb208408f
--- /dev/null
+++ b/src/test/suite/fixtures/recorded/itemTextual/takeItemBlueRisk.yml
@@ -0,0 +1,46 @@
+languageId: plaintext
+command:
+  spokenForm: take item blue risk
+  version: 2
+  targets:
+    - type: primitive
+      mark: {type: decoratedSymbol, symbolColor: blue, character: r}
+      modifiers:
+        - type: containingScope
+          scopeType: {type: collectionItem}
+  usePrePhraseSnapshot: true
+  action: {name: setSelection}
+initialState:
+  documentContents: |-
+    [
+        a b, (c, d),
+        e f, {g, h},
+        i j, [k, l],
+        m n, <o, p>,
+        q r, "s, t",
+        u v, "foo(bar)baz",
+    ]
+  selections:
+    - anchor: {line: 0, character: 0}
+      active: {line: 0, character: 0}
+  marks:
+    blue.r:
+      start: {line: 6, character: 14}
+      end: {line: 6, character: 17}
+finalState:
+  documentContents: |-
+    [
+        a b, (c, d),
+        e f, {g, h},
+        i j, [k, l],
+        m n, <o, p>,
+        q r, "s, t",
+        u v, "foo(bar)baz",
+    ]
+  selections:
+    - anchor: {line: 6, character: 14}
+      active: {line: 6, character: 17}
+  thatMark:
+    - anchor: {line: 6, character: 14}
+      active: {line: 6, character: 17}
+fullTargets: [{type: primitive, mark: {type: decoratedSymbol, symbolColor: blue, character: r}, modifiers: [{type: containingScope, scopeType: {type: collectionItem}}]}]
diff --git a/src/test/suite/fixtures/recorded/languages/python/clearEveryItem.yml b/src/test/suite/fixtures/recorded/languages/python/clearEveryItem.yml
new file mode 100644
index 0000000000..15fa41ed76
--- /dev/null
+++ b/src/test/suite/fixtures/recorded/languages/python/clearEveryItem.yml
@@ -0,0 +1,34 @@
+languageId: python
+command:
+  spokenForm: clear every item
+  version: 2
+  targets:
+    - type: primitive
+      modifiers:
+        - type: everyScope
+          scopeType: {type: collectionItem}
+  usePrePhraseSnapshot: true
+  action: {name: clearAndSetSelection}
+initialState:
+  documentContents: from talon import Context, Module, actions
+  selections:
+    - anchor: {line: 0, character: 25}
+      active: {line: 0, character: 25}
+  marks: {}
+finalState:
+  documentContents: "from talon import , , "
+  selections:
+    - anchor: {line: 0, character: 18}
+      active: {line: 0, character: 18}
+    - anchor: {line: 0, character: 20}
+      active: {line: 0, character: 20}
+    - anchor: {line: 0, character: 22}
+      active: {line: 0, character: 22}
+  thatMark:
+    - anchor: {line: 0, character: 18}
+      active: {line: 0, character: 18}
+    - anchor: {line: 0, character: 20}
+      active: {line: 0, character: 20}
+    - anchor: {line: 0, character: 22}
+      active: {line: 0, character: 22}
+fullTargets: [{type: primitive, mark: {type: cursor}, modifiers: [{type: everyScope, scopeType: {type: collectionItem}}]}]
diff --git a/src/test/suite/fixtures/recorded/languages/typescript/clearItemBrace.yml b/src/test/suite/fixtures/recorded/languages/typescript/clearItemBrace.yml
new file mode 100644
index 0000000000..a13d0fc93c
--- /dev/null
+++ b/src/test/suite/fixtures/recorded/languages/typescript/clearItemBrace.yml
@@ -0,0 +1,38 @@
+languageId: typescript
+command:
+  spokenForm: clear item brace
+  version: 2
+  targets:
+    - type: primitive
+      mark: {type: decoratedSymbol, symbolColor: default, character: '{'}
+      modifiers:
+        - type: containingScope
+          scopeType: {type: collectionItem}
+  usePrePhraseSnapshot: true
+  action: {name: clearAndSetSelection}
+initialState:
+  documentContents: |-
+    [
+      {
+        foo: "bar",
+      },
+    ]
+  selections:
+    - anchor: {line: 0, character: 0}
+      active: {line: 0, character: 0}
+  marks:
+    default.{:
+      start: {line: 1, character: 2}
+      end: {line: 1, character: 3}
+finalState:
+  documentContents: |-
+    [
+      ,
+    ]
+  selections:
+    - anchor: {line: 1, character: 2}
+      active: {line: 1, character: 2}
+  thatMark:
+    - anchor: {line: 1, character: 2}
+      active: {line: 1, character: 2}
+fullTargets: [{type: primitive, mark: {type: decoratedSymbol, symbolColor: default, character: '{'}, modifiers: [{type: containingScope, scopeType: {type: collectionItem}}]}]
diff --git a/src/test/suite/fixtures/recorded/languages/typescript/takeItemBrace.yml b/src/test/suite/fixtures/recorded/languages/typescript/takeItemBrace.yml
deleted file mode 100644
index a562da0bfb..0000000000
--- a/src/test/suite/fixtures/recorded/languages/typescript/takeItemBrace.yml
+++ /dev/null
@@ -1,31 +0,0 @@
-languageId: typescript
-command:
-  version: 1
-  spokenForm: take item brace
-  action: setSelection
-  targets:
-    - type: primitive
-      modifier: {type: containingScope, scopeType: collectionItem}
-      mark: {type: decoratedSymbol, symbolColor: default, character: '{'}
-initialState:
-  documentContents: |
-
-    const value = { a: 1, b: 2, c: 3 };
-  selections:
-    - anchor: {line: 0, character: 0}
-      active: {line: 0, character: 0}
-  marks:
-    default.{:
-      start: {line: 1, character: 14}
-      end: {line: 1, character: 15}
-finalState:
-  documentContents: |
-
-    const value = { a: 1, b: 2, c: 3 };
-  selections:
-    - anchor: {line: 1, character: 16}
-      active: {line: 1, character: 20}
-  thatMark:
-    - anchor: {line: 1, character: 16}
-      active: {line: 1, character: 20}
-fullTargets: [{type: primitive, mark: {type: decoratedSymbol, symbolColor: default, character: '{'}, selectionType: token, position: contents, modifier: {type: containingScope, scopeType: collectionItem}, insideOutsideType: inside}]
diff --git a/src/test/suite/fixtures/recorded/languages/typescript/takeItemComma.yml b/src/test/suite/fixtures/recorded/languages/typescript/takeItemComma.yml
index 95ee786767..de76509599 100644
--- a/src/test/suite/fixtures/recorded/languages/typescript/takeItemComma.yml
+++ b/src/test/suite/fixtures/recorded/languages/typescript/takeItemComma.yml
@@ -23,9 +23,9 @@ finalState:
 
     const value = { a: 1, b: 2, c: 3 };
   selections:
-    - anchor: {line: 1, character: 22}
+    - anchor: {line: 1, character: 16}
       active: {line: 1, character: 26}
   thatMark:
-    - anchor: {line: 1, character: 22}
+    - anchor: {line: 1, character: 16}
       active: {line: 1, character: 26}
 fullTargets: [{type: primitive, mark: {type: decoratedSymbol, symbolColor: default, character: ','}, selectionType: token, position: contents, modifier: {type: containingScope, scopeType: collectionItem}, insideOutsideType: inside}]
diff --git a/src/typings/targetDescriptor.types.ts b/src/typings/targetDescriptor.types.ts
index cc95e9ab3f..7c6919b27a 100644
--- a/src/typings/targetDescriptor.types.ts
+++ b/src/typings/targetDescriptor.types.ts
@@ -60,7 +60,10 @@ export type SimpleSurroundingPairName =
   | "parentheses"
   | "singleQuotes"
   | "squareBrackets";
-export type ComplexSurroundingPairName = "string" | "any";
+export type ComplexSurroundingPairName =
+  | "string"
+  | "any"
+  | "collectionBoundary";
 export type SurroundingPairName =
   | SimpleSurroundingPairName
   | ComplexSurroundingPairName;
diff --git a/src/util/nodeSelectors.ts b/src/util/nodeSelectors.ts
index ccc0845f11..5088c17fb9 100644
--- a/src/util/nodeSelectors.ts
+++ b/src/util/nodeSelectors.ts
@@ -1,11 +1,11 @@
-import { SyntaxNode, Point } from "web-tree-sitter";
+import { identity, maxBy } from "lodash";
 import { Position, Range, Selection, TextEditor } from "vscode";
+import { Point, SyntaxNode } from "web-tree-sitter";
 import {
-  SelectionWithContext,
-  SelectionExtractor,
   NodeFinder,
+  SelectionExtractor,
+  SelectionWithContext,
 } from "../typings/Types";
-import { identity } from "lodash";
 
 export function makeRangeFromPositions(
   startPosition: Point,
@@ -328,47 +328,41 @@ export function delimitedSelector(
   getEndNode: (node: SyntaxNode) => SyntaxNode = identity
 ): SelectionExtractor {
   return (editor: TextEditor, node: SyntaxNode) => {
-    let containingListDelimiter: string | undefined;
     let leadingDelimiterRange: Range | undefined;
     let trailingDelimiterRange: Range | undefined;
     const startNode = getStartNode(node);
     const endNode = getEndNode(node);
 
-    const nextNonDelimiterNode = getNextNonDelimiterNode(
-      endNode,
-      isDelimiterNode
-    );
     const previousNonDelimiterNode = getPreviousNonDelimiterNode(
       startNode,
       isDelimiterNode
     );
-
-    if (nextNonDelimiterNode != null) {
-      trailingDelimiterRange = makeRangeFromPositions(
-        endNode.endPosition,
-        nextNonDelimiterNode.startPosition
-      );
-
-      containingListDelimiter = editor.document.getText(trailingDelimiterRange);
-    }
+    const nextNonDelimiterNode = getNextNonDelimiterNode(
+      endNode,
+      isDelimiterNode
+    );
 
     if (previousNonDelimiterNode != null) {
       leadingDelimiterRange = makeRangeFromPositions(
         previousNonDelimiterNode.endPosition,
         startNode.startPosition
       );
-
-      if (containingListDelimiter == null) {
-        containingListDelimiter = editor.document.getText(
-          leadingDelimiterRange
-        );
-      }
     }
 
-    if (containingListDelimiter == null) {
-      containingListDelimiter = defaultDelimiter;
+    if (nextNonDelimiterNode != null) {
+      trailingDelimiterRange = makeRangeFromPositions(
+        endNode.endPosition,
+        nextNonDelimiterNode.startPosition
+      );
     }
 
+    const containingListDelimiter = getInsertionDelimiter(
+      editor,
+      leadingDelimiterRange,
+      trailingDelimiterRange,
+      defaultDelimiter
+    );
+
     return {
       selection: new Selection(
         new Position(
@@ -385,3 +379,22 @@ export function delimitedSelector(
     };
   };
 }
+
+export function getInsertionDelimiter(
+  editor: TextEditor,
+  leadingDelimiterRange: Range | undefined,
+  trailingDelimiterRange: Range | undefined,
+  defaultDelimiterInsertion: string
+) {
+  const { getText } = editor.document;
+  const delimiters = [
+    trailingDelimiterRange != null
+      ? getText(trailingDelimiterRange)
+      : defaultDelimiterInsertion,
+    leadingDelimiterRange != null
+      ? getText(leadingDelimiterRange)
+      : defaultDelimiterInsertion,
+  ];
+
+  return maxBy(delimiters, "length");
+}