diff --git a/packages/shell-api/src/index.ts b/packages/shell-api/src/index.ts
index e7636e59d7..e5f0fb4066 100644
--- a/packages/shell-api/src/index.ts
+++ b/packages/shell-api/src/index.ts
@@ -33,6 +33,7 @@ import {
   TypeSignature,
 } from './decorators';
 import { Topologies, ServerVersions } from './enums';
+import { InterruptFlag } from './interruptor';
 
 export {
   AggregationCursor,
@@ -68,4 +69,5 @@ export {
   TypeSignature,
   OnLoadResult,
   ShellPlugin,
+  InterruptFlag,
 };
diff --git a/packages/shell-api/src/interruptor.ts b/packages/shell-api/src/interruptor.ts
index 8aeacfd4b4..4445a23919 100644
--- a/packages/shell-api/src/interruptor.ts
+++ b/packages/shell-api/src/interruptor.ts
@@ -15,13 +15,20 @@ export class MongoshInterruptedError extends MongoshBaseError {
   }
 }
 
+export interface InterruptWatcher {
+  destroy: () => void;
+  promise: Promise<never>;
+}
+
 /**
  * Contains the interruption state for a given shell instance and
  * exposes ways to listen to changes of that state.
  */
 export class InterruptFlag {
   private interrupted = false;
-  private onInterruptListeners: ((err: Error) => void)[] = [];
+  private onInterruptListeners = new Set<
+    (err: Error) => void | Promise<void>
+  >();
 
   /**
    * Returns whether an interrupt is currently in progress, i.e.
@@ -48,24 +55,28 @@ export class InterruptFlag {
    * instance of `MongoshInterruptedError`.
    * @returns Promise that is rejected when the interrupt is set
    */
-  public asPromise(): { destroy: () => void; promise: Promise<never> } {
+  public asPromise(): InterruptWatcher {
     if (this.interrupted) {
+      const promise = Promise.reject(new MongoshInterruptedError());
+      promise.catch(() => {
+        /* suppress potential unhandled rejection */
+      });
       return {
         destroy: () => {},
-        promise: Promise.reject(new MongoshInterruptedError()),
+        promise,
       };
     }
 
     let destroy: (() => void) | undefined;
     const promise = new Promise<never>((_, reject) => {
       destroy = () => {
-        const index = this.onInterruptListeners.indexOf(reject);
-        if (index !== -1) {
-          this.onInterruptListeners.splice(index, 1);
-        }
+        this.onInterruptListeners.delete(reject);
         reject(null);
       };
-      this.onInterruptListeners.push(reject);
+      this.onInterruptListeners.add(reject);
+    });
+    promise.catch(() => {
+      /* suppress potential unhandled rejection */
     });
     return {
       destroy: destroy as unknown as () => void,
@@ -75,12 +86,22 @@ export class InterruptFlag {
 
   /**
    * Mark an interrupt as having occurred.
+   *
+   * This should almost always be instantenous, although an additional listener
+   * installed through withOverrideInterruptBehavior() may perform additional
+   * cleanup work before the current connection is ready to be severed.
    */
-  public set(): void {
+  public async set(): Promise<void> {
     this.interrupted = true;
     const err = new MongoshInterruptedError();
     for (const listener of [...this.onInterruptListeners]) {
-      listener(err);
+      try {
+        await listener(err);
+      } catch {
+        // Not a lot we can do about an error in an interrupt listener.
+        // If the listener was added via `withOverrideInterruptBehavior()`,
+        // then that function also propagates the error back to the caller.
+      }
     }
   }
 
@@ -90,4 +111,43 @@ export class InterruptFlag {
   public reset(): void {
     this.interrupted = false;
   }
+
+  /**
+   * Run a function while providing a way to run specific cleanup code
+   * before an interrupt inside it fires. This is different from a
+   * try/finally in that a finally block may not run before mongosh's own
+   * interruption handling code, including closing MongoClients to abort
+   * connections.
+   */
+  public async withOverrideInterruptBehavior<
+    Action extends (watcher: InterruptWatcher) => any,
+    OnInterrupt extends () => Promise<void> | void
+  >(fn: Action, onInterrupt: OnInterrupt): Promise<ReturnType<Action>> {
+    const watcher = this.asPromise();
+    let listener!: () => Promise<void>;
+    const onInterruptFinishPromise = new Promise<void>((resolve) => {
+      listener = async () => {
+        const interruptHandlerResult = onInterrupt();
+        resolve(interruptHandlerResult);
+        return interruptHandlerResult;
+      };
+    });
+    this.onInterruptListeners.add(listener);
+    try {
+      this.checkpoint();
+      const resultPromise = fn(watcher);
+      resultPromise.catch(() => {
+        /* suppress potential unhandled rejection */
+      });
+      return await Promise.race([resultPromise, watcher.promise]);
+    } catch (err) {
+      if (this.interrupted) {
+        await onInterruptFinishPromise;
+      }
+      throw err;
+    } finally {
+      watcher.destroy();
+      this.onInterruptListeners.delete(listener);
+    }
+  }
 }
diff --git a/packages/shell-api/src/shell-instance-state.ts b/packages/shell-api/src/shell-instance-state.ts
index 4f022cd55d..4afbfe6b03 100644
--- a/packages/shell-api/src/shell-instance-state.ts
+++ b/packages/shell-api/src/shell-instance-state.ts
@@ -437,7 +437,7 @@ export default class ShellInstanceState {
   }
 
   async onInterruptExecution(): Promise<boolean> {
-    this.interrupted.set();
+    await this.interrupted.set();
     this.currentCursor = null;
 
     this.resumeMongosAfterInterrupt = await Promise.all(
diff --git a/packages/shell-api/src/streams.ts b/packages/shell-api/src/streams.ts
index 99491297e6..64ff5738e7 100644
--- a/packages/shell-api/src/streams.ts
+++ b/packages/shell-api/src/streams.ts
@@ -72,29 +72,22 @@ export class Streams extends ShellApiWithMongoClass {
     };
     const sp = this.getProcessor(name);
 
-    const stopAndDrop = () => {
-      sp.stop()
-        .then(() => sp.drop())
-        .catch(() => {
-          /* ignore */
-        });
-    };
-
-    try {
-      await sp._sampleFrom(cursorId);
-    } catch (err) {
-      // try to stop and drop the temp processor on error
-      // wait until execution resumed if its interrupted
-      const isInterrupted = err instanceof MongoshInterruptedError;
-      Promise.resolve(
-        isInterrupted ? this._instanceState.onResumeExecution() : 0
-      )
-        .then(stopAndDrop)
-        .catch(() => void 0);
-
-      throw err;
+    async function stopAndDrop() {
+      try {
+        await sp.stop();
+        await sp.drop();
+      } catch {
+        /* ignore */
+      }
     }
 
+    await this._instanceState.interrupted.withOverrideInterruptBehavior(
+      async () => {
+        await sp._sampleFrom(cursorId);
+      },
+      stopAndDrop
+    );
+
     // stop and drop the temp processor if reached the end of sample
     return stopAndDrop();
   }