diff --git a/CHANGELOG.md b/CHANGELOG.md
index 732060667..52fc4645d 100644
--- a/CHANGELOG.md
+++ b/CHANGELOG.md
@@ -4,6 +4,7 @@ Changes to Calva.
 
 ## [Unreleased]
 
+- Implement experimental support for multicursor rewrap commands. Enable `calva.paredit.multicursor` in your settings to try it out. Addressing [#2448](https://github.com/BetterThanTomorrow/calva/issues/2448) 
 - [Add Paredit Kill Left equivalent to Kill Right](https://github.com/BetterThanTomorrow/calva/issues/2426)
 - Fix: Certain `paredit.killRight` edges cases on Windows.
 
diff --git a/src/cursor-doc/paredit.ts b/src/cursor-doc/paredit.ts
index 1fca21cea..9689c85c7 100644
--- a/src/cursor-doc/paredit.ts
+++ b/src/cursor-doc/paredit.ts
@@ -670,14 +670,36 @@ export async function wrapSexpr(
   }
 }
 
-export async function rewrapSexpr(
+/**
+ * 'Rewraps' the lists containing each cursor/selection, as provided by `selections`, with
+ * the provided `open` and `close` strings.
+ *
+ * Single cursor is just the simpler special case when `selections.length` is 1
+ * High level overview:
+ * - For each cursor, find the offsets/ranges for its containing list's open/close tokens.
+ * - Make 2 ModelEdits for each token's replacement +  1 Selection; record the offset change.
+ * - Dedupe each edit (as multi cursors could be in the same list).
+ * - Then, reposition the edits and selections by the preceding edits' offset changes.
+ * - Finally, apply the edits and update the selections.
+ *
+ * @param doc
+ * @param open
+ * @param close
+ * @param selections
+ * @returns
+ */
+export function rewrapSexpr(
   doc: EditableDocument,
   open: string,
   close: string,
-  start: number = doc.selections[0].anchor,
-  end: number = doc.selections[0].active
-): Promise<Thenable<boolean>> {
-  const cursor = doc.getTokenCursor(end);
+  selections = [doc.selections[0]]
+) {
+  const edits: { type: 'open' | 'close'; change: number; edit: ModelEdit<'changeRange'> }[] = [],
+    newSelections = _.clone(selections).map((s) => ({ selection: s, change: 0 }));
+
+  selections.forEach((sel, index) => {
+    const { active } = sel;
+    const cursor = doc.getTokenCursor(active);
   if (cursor.backwardList()) {
     cursor.backwardUpList();
     const oldOpenStart = cursor.offsetStart;
@@ -686,16 +708,65 @@ export async function rewrapSexpr(
     if (cursor.forwardSexp()) {
       const oldCloseStart = cursor.offsetStart - close.length;
       const oldCloseEnd = cursor.offsetStart;
-      const d = open.length - oldOpenLength;
-      return doc.model.edit(
-        [
-          new ModelEdit('changeRange', [oldCloseStart, oldCloseEnd, close]),
-          new ModelEdit('changeRange', [oldOpenStart, oldOpenEnd, open]),
-        ],
-        { selections: [new ModelEditSelection(end + d)] }
+        const openChange = open.length - oldOpenLength;
+        edits.push(
+          {
+            edit: new ModelEdit('changeRange', [oldCloseStart, oldCloseEnd, close]),
+            change: 0,
+            type: 'close',
+          },
+          {
+            edit: new ModelEdit('changeRange', [oldOpenStart, oldOpenEnd, open]),
+            change: openChange,
+            type: 'open',
+          }
       );
+        newSelections[index] = {
+          selection: new ModelEditSelection(active),
+          change: openChange,
+        };
     }
   }
+  });
+
+  // Due to the nature of dealing with list boundaries, multiple cursors could be targeting
+  // the same lists, which will result in attempting to delete the same ranges twice. So we dedupe.
+  const uniqEdits = _.uniqWith(edits, _.isEqual);
+
+  // for both edits and new selections, get the offset by which to move each based on prior edits
+  function getOffset(cursorOffset: number) {
+    return _(uniqEdits)
+      .filter((x) => {
+        const [xStart] = x.edit.args;
+        return xStart < cursorOffset;
+      })
+      .map(({ change }) => change)
+      .sum();
+  }
+
+  const editsToApply = _(uniqEdits)
+    // First, importantly, sort by list open char offset
+    .sortBy((e) => e.edit.args[0])
+    // now, let's iterate thru each cursor and adjust their positions if earlier chars are delete/added
+    .map((e) => {
+      const [oldStart, oldEnd, text] = e.edit.args;
+      const offset = getOffset(oldStart);
+      const newStart = oldStart + offset;
+      const newEnd = oldEnd + offset;
+      return { ...e.edit, args: [newStart, newEnd, text] as const };
+    })
+    .value();
+  const selectionsToApply = newSelections.map(({ selection }) => {
+    const { active } = selection;
+    const newSel = selection.clone();
+    const offset = getOffset(active);
+    newSel.reposition(offset);
+    return newSel;
+  });
+
+  return doc.model.edit(editsToApply, {
+    selections: selectionsToApply,
+  });
 }
 
 export async function splitSexp(doc: EditableDocument, start: number = doc.selections[0].active) {
diff --git a/src/extension-test/unit/paredit/commands-test.ts b/src/extension-test/unit/paredit/commands-test.ts
index c14402819..e26ca1dff 100644
--- a/src/extension-test/unit/paredit/commands-test.ts
+++ b/src/extension-test/unit/paredit/commands-test.ts
@@ -1,7 +1,7 @@
 import * as expect from 'expect';
 import * as model from '../../../cursor-doc/model';
 import * as handlers from '../../../paredit/commands';
-import { docFromTextNotation } from '../common/text-notation';
+import { docFromTextNotation, textNotationFromDoc } from '../common/text-notation';
 import _ = require('lodash');
 
 model.initScanner(20000);
@@ -1009,7 +1009,6 @@ describe('paredit commands', () => {
       it('Single-cursor: Deals with empty lines', async () => {
         const a = docFromTextNotation('\n|');
         const b = docFromTextNotation('|');
-        // const expected = { range: textAndSelection(b)[1], editOptions: { skipFormat: false } };
         await handlers.killLeft(a, false);
         expect(_.omit(a, defaultDocOmit)).toEqual(_.omit(b, defaultDocOmit));
       });
@@ -1017,7 +1016,6 @@ describe('paredit commands', () => {
       it('Single-cursor: Deals with empty lines (Windows)', async () => {
         const a = docFromTextNotation('\r\n|');
         const b = docFromTextNotation('|');
-        // const expected = { range: textAndSelection(b)[1], editOptions: { skipFormat: false } };
         await handlers.killLeft(a, false);
         expect(_.omit(a, defaultDocOmit)).toEqual(_.omit(b, defaultDocOmit));
       });
@@ -1087,4 +1085,150 @@ describe('paredit commands', () => {
       });
     });
   });
+
+  describe('editing', () => {
+    describe('wrapping', () => {
+      describe('rewrap', () => {
+        it('Single-cursor: Rewraps () -> []', async () => {
+          const a = docFromTextNotation('a (b c|) d');
+          const b = docFromTextNotation('a [b c|] d');
+          await handlers.rewrapSquare(a, false);
+          expect(_.omit(a, defaultDocOmit)).toEqual(_.omit(b, defaultDocOmit));
+        });
+        it('Multi-cursor: Rewraps () -> []', async () => {
+          const a = docFromTextNotation('(a|2 (b c|) |1d)|3');
+          const b = docFromTextNotation('[a|2 [b c|] |1d]|3');
+          await handlers.rewrapSquare(a, true);
+          expect(_.omit(a, defaultDocOmit)).toEqual(_.omit(b, defaultDocOmit));
+        });
+
+        it('Single-cursor: Rewraps [] -> ()', async () => {
+          const a = docFromTextNotation('[a [b c|] d]');
+          const b = docFromTextNotation('[a (b c|) d]');
+          await handlers.rewrapParens(a, false);
+          expect(_.omit(a, defaultDocOmit)).toEqual(_.omit(b, defaultDocOmit));
+        });
+        it('Multi-cursor: Rewraps [] -> ()', async () => {
+          const a = docFromTextNotation('[a|2 [b c|] |1d]|3');
+          const b = docFromTextNotation('(a|2 (b c|) |1d)|3');
+          await handlers.rewrapParens(a, true);
+          expect(_.omit(a, defaultDocOmit)).toEqual(_.omit(b, defaultDocOmit));
+        });
+
+        it('Single-cursor: Rewraps [] -> {}', async () => {
+          const a = docFromTextNotation('[a [b c|] d]');
+          const b = docFromTextNotation('[a {b c|} d]');
+          await handlers.rewrapCurly(a, false);
+          expect(_.omit(a, defaultDocOmit)).toEqual(_.omit(b, defaultDocOmit));
+        });
+        it('Multi-cursor: Rewraps [] -> {}', async () => {
+          const a = docFromTextNotation('[a|2 [b c|] |1d]|3');
+          const b = docFromTextNotation('{a|2 {b c|} |1d}|3');
+          await handlers.rewrapCurly(a, true);
+          expect(_.omit(a, defaultDocOmit)).toEqual(_.omit(b, defaultDocOmit));
+        });
+
+        it('Single-cursor: Rewraps #{} -> {}', async () => {
+          const a = docFromTextNotation('#{a #{b c|} d}');
+          const b = docFromTextNotation('#{a {b c|} d}');
+          await handlers.rewrapCurly(a, false);
+          expect(textNotationFromDoc(a)).toEqual(textNotationFromDoc(b));
+          expect(_.omit(a, defaultDocOmit)).toEqual(_.omit(b, defaultDocOmit));
+        });
+        it('Multi-cursor: Rewraps #{} -> {}', async () => {
+          const a = docFromTextNotation('#{a|2 #{b c|} |1d}|3');
+          const b = docFromTextNotation('{a|2 {b c|} |1d}|3');
+          await handlers.rewrapCurly(a, true);
+          expect(textNotationFromDoc(a)).toEqual(textNotationFromDoc(b));
+          expect(_.omit(a, defaultDocOmit)).toEqual(_.omit(b, defaultDocOmit));
+        });
+
+        it('Single-cursor: Rewraps #{} -> ""', async () => {
+          const a = docFromTextNotation('#{a #{b c|} d}');
+          const b = docFromTextNotation('#{a "b c|" d}');
+          await handlers.rewrapQuote(a, false);
+          expect(textNotationFromDoc(a)).toEqual(textNotationFromDoc(b));
+          expect(_.omit(a, defaultDocOmit)).toEqual(_.omit(b, defaultDocOmit));
+        });
+        it('Multi-cursor: Rewraps #{} -> ""', async () => {
+          const a = docFromTextNotation('#{a|2 #{b c|} |1d}|3');
+          const b = docFromTextNotation('"a|2 "b c|" |1d"|3');
+          await handlers.rewrapQuote(a, true);
+          expect(textNotationFromDoc(a)).toEqual(textNotationFromDoc(b));
+          expect(_.omit(a, defaultDocOmit)).toEqual(_.omit(b, defaultDocOmit));
+        });
+        it('Multi-cursor: Rewraps #{} -> "" 2', async () => {
+          const a = docFromTextNotation('#{a|2 #{b c|} |1d}|3\n#{a|6 #{b c|4} |5d}|7');
+          const b = docFromTextNotation('"a|2 "b c|" |1d"|3\n"a|6 "b c|4" |5d"|7');
+          await handlers.rewrapQuote(a, true);
+          expect(textNotationFromDoc(a)).toEqual(textNotationFromDoc(b));
+          expect(_.omit(a, defaultDocOmit)).toEqual(_.omit(b, defaultDocOmit));
+        });
+        it('Multi-cursor: Rewraps #{} -> [] 3', async () => {
+          const a = docFromTextNotation('#{a|2 #{b c|} |1d\n#{a|6 #{b c|4} |5d}}|3');
+          const b = docFromTextNotation('[a|2 [b c|] |1d\n[a|6 [b c|4] |5d]]|3');
+          await handlers.rewrapSquare(a, true);
+          expect(textNotationFromDoc(a)).toEqual(textNotationFromDoc(b));
+          expect(_.omit(a, defaultDocOmit)).toEqual(_.omit(b, defaultDocOmit));
+        });
+
+        it('Single-cursor: Rewraps [] -> #{}', async () => {
+          const a = docFromTextNotation('[[b c|] d]');
+          const b = docFromTextNotation('[#{b c|} d]');
+          await handlers.rewrapSet(a, false);
+          expect(textNotationFromDoc(a)).toEqual(textNotationFromDoc(b));
+          expect(_.omit(a, defaultDocOmit)).toEqual(_.omit(b, defaultDocOmit));
+        });
+        it('Multi-cursor: Rewraps [] -> #{}', async () => {
+          const a = docFromTextNotation('[[b|2 c|] |1d]|3');
+          const b = docFromTextNotation('#{#{b|2 c|} |1d}|3');
+          await handlers.rewrapSet(a, true);
+          expect(textNotationFromDoc(a)).toEqual(textNotationFromDoc(b));
+          expect(_.omit(a, defaultDocOmit)).toEqual(_.omit(b, defaultDocOmit));
+        });
+        it('Multi-cursor: Rewraps [] -> #{} 2', async () => {
+          const a = docFromTextNotation('[[b|2 c|] |1d]|3\n[a|6 [b c|4] |5d]|7');
+          const b = docFromTextNotation('#{#{b|2 c|} |1d}|3\n#{a|6 #{b c|4} |5d}|7');
+          await handlers.rewrapSet(a, true);
+          expect(textNotationFromDoc(a)).toEqual(textNotationFromDoc(b));
+          expect(_.omit(a, defaultDocOmit)).toEqual(_.omit(b, defaultDocOmit));
+        });
+        it('Multi-cursor: Rewraps [] -> #{} 3', async () => {
+          const a = docFromTextNotation('[[b|2 c|] |1d\n[a|6 [b c|4] |5d]]|3');
+          const b = docFromTextNotation('#{#{b|2 c|} |1d\n#{a|6 #{b c|4} |5d}}|3');
+          await handlers.rewrapSet(a, true);
+          expect(textNotationFromDoc(a)).toEqual(textNotationFromDoc(b));
+          expect(_.omit(a, defaultDocOmit)).toEqual(_.omit(b, defaultDocOmit));
+        });
+
+        // TODO: This tests current behavior. What should happen?
+        it('Single-cursor: Rewraps ^{} -> #{}', async () => {
+          const a = docFromTextNotation('^{^{b c|} d}');
+          const b = docFromTextNotation('^{#{b c|} d}');
+          await handlers.rewrapSet(a, false);
+          expect(_.omit(a, defaultDocOmit)).toEqual(_.omit(b, defaultDocOmit));
+        });
+        it('Multi-cursor: Rewraps ^{} -> #{}', async () => {
+          const a = docFromTextNotation('^{^{b|2 c|} |1d}|3');
+          const b = docFromTextNotation('#{#{b|2 c|} |1d}|3');
+          await handlers.rewrapSet(a, true);
+          expect(_.omit(a, defaultDocOmit)).toEqual(_.omit(b, defaultDocOmit));
+        });
+
+        // TODO: This tests current behavior. What should happen?
+        it('Single-cursor: Rewraps ~{} -> #{}', async () => {
+          const a = docFromTextNotation('~{~{b c|} d}');
+          const b = docFromTextNotation('~{#{b c|} d}');
+          await handlers.rewrapSet(a, false);
+          expect(_.omit(a, defaultDocOmit)).toEqual(_.omit(b, defaultDocOmit));
+        });
+        it('Multi-cursor: Rewraps ~{} -> #{}', async () => {
+          const a = docFromTextNotation('~{~{b|2 c|} |1d}|3');
+          const b = docFromTextNotation('#{#{b|2 c|} |1d}|3');
+          await handlers.rewrapSet(a, true);
+          expect(_.omit(a, defaultDocOmit)).toEqual(_.omit(b, defaultDocOmit));
+        });
+      });
+    });
+  });
 });
diff --git a/src/paredit/commands.ts b/src/paredit/commands.ts
index 38c07cea9..9e29d28f8 100644
--- a/src/paredit/commands.ts
+++ b/src/paredit/commands.ts
@@ -122,3 +122,25 @@ export async function killLeft(
     result.editOptions
   );
 }
+
+// REWRAP
+
+export function rewrapQuote(doc: EditableDocument, isMulti: boolean) {
+  return paredit.rewrapSexpr(doc, '"', '"', isMulti ? doc.selections : [doc.selections[0]]);
+}
+
+export function rewrapSet(doc: EditableDocument, isMulti: boolean) {
+  return paredit.rewrapSexpr(doc, '#{', '}', isMulti ? doc.selections : [doc.selections[0]]);
+}
+
+export function rewrapCurly(doc: EditableDocument, isMulti: boolean) {
+  return paredit.rewrapSexpr(doc, '{', '}', isMulti ? doc.selections : [doc.selections[0]]);
+}
+
+export function rewrapSquare(doc: EditableDocument, isMulti: boolean) {
+  return paredit.rewrapSexpr(doc, '[', ']', isMulti ? doc.selections : [doc.selections[0]]);
+}
+
+export function rewrapParens(doc: EditableDocument, isMulti: boolean) {
+  return paredit.rewrapSexpr(doc, '(', ')', isMulti ? doc.selections : [doc.selections[0]]);
+}
diff --git a/src/paredit/extension.ts b/src/paredit/extension.ts
index 1708ebf77..a30c421e0 100644
--- a/src/paredit/extension.ts
+++ b/src/paredit/extension.ts
@@ -392,31 +392,36 @@ const pareditCommands: PareditCommand[] = [
   {
     command: 'paredit.rewrapParens',
     handler: (doc: EditableDocument) => {
-      return paredit.rewrapSexpr(doc, '(', ')');
+      const isMulti = multiCursorEnabled();
+      return handlers.rewrapParens(doc, isMulti);
     },
   },
   {
     command: 'paredit.rewrapSquare',
     handler: (doc: EditableDocument) => {
-      return paredit.rewrapSexpr(doc, '[', ']');
+      const isMulti = multiCursorEnabled();
+      return handlers.rewrapSquare(doc, isMulti);
     },
   },
   {
     command: 'paredit.rewrapCurly',
     handler: (doc: EditableDocument) => {
-      return paredit.rewrapSexpr(doc, '{', '}');
+      const isMulti = multiCursorEnabled();
+      return handlers.rewrapCurly(doc, isMulti);
     },
   },
   {
     command: 'paredit.rewrapSet',
     handler: (doc: EditableDocument) => {
-      return paredit.rewrapSexpr(doc, '#{', '}');
+      const isMulti = multiCursorEnabled();
+      return handlers.rewrapSet(doc, isMulti);
     },
   },
   {
     command: 'paredit.rewrapQuote',
     handler: (doc: EditableDocument) => {
-      return paredit.rewrapSexpr(doc, '"', '"');
+      const isMulti = multiCursorEnabled();
+      return handlers.rewrapQuote(doc, isMulti);
     },
   },
   {