diff --git a/src/jest/index.ts b/src/jest/index.ts
index abad5e11..1e9f4569 100644
--- a/src/jest/index.ts
+++ b/src/jest/index.ts
@@ -8,7 +8,7 @@ import { toHaveRecord } from './kinesis';
 import { toHaveObject } from './s3';
 import { toHaveMessage } from './sqs';
 import { toBeAtState, toHaveState } from './stepFunctions';
-import { wrapWithRetries } from './utils';
+import { wrapWithRetries, wrapWithRetryUntilPass } from './utils';
 
 declare global {
   namespace jest {
@@ -32,7 +32,7 @@ declare global {
 expect.extend({
   toBeAtState: wrapWithRetries(toBeAtState) as typeof toBeAtState,
   toHaveItem: wrapWithRetries(toHaveItem) as typeof toHaveItem,
-  toHaveLog: wrapWithRetries(toHaveLog) as typeof toHaveLog,
+  toHaveLog: wrapWithRetryUntilPass(toHaveLog) as typeof toHaveLog,
   toHaveMessage: wrapWithRetries(toHaveMessage) as typeof toHaveMessage,
   toHaveObject: wrapWithRetries(toHaveObject) as typeof toHaveObject,
   toHaveRecord, // has built in timeout mechanism due to how kinesis consumer works
diff --git a/src/jest/utils.test.ts b/src/jest/utils.test.ts
index c49ba5d3..99405a52 100644
--- a/src/jest/utils.test.ts
+++ b/src/jest/utils.test.ts
@@ -1,6 +1,6 @@
 /* eslint-disable @typescript-eslint/no-var-requires */
 import { ICommonProps } from '../common';
-import { wrapWithRetries } from './utils';
+import { wrapWithRetries, wrapWithRetryUntilPass } from './utils';
 
 jest.mock('../common');
 
@@ -111,4 +111,95 @@ describe('utils', () => {
       expect(sleep).toHaveBeenCalledWith(500); // default pollEvery
     });
   });
+
+  describe('wrapWithRetryUntilPass', () => {
+    beforeEach(() => {
+      jest.clearAllMocks();
+    });
+
+    test('should retry once on pass === true', async () => {
+      const toWrap = jest.fn();
+      const expectedResult = { pass: true, message: () => '' };
+      toWrap.mockReturnValue(Promise.resolve(expectedResult));
+
+      const matcherUtils = {} as jest.MatcherUtils;
+
+      const props = { region: 'region' } as ICommonProps;
+      const key = 'key';
+
+      const wrapped = wrapWithRetryUntilPass(toWrap);
+      const result = await wrapped.bind(matcherUtils)(props, key);
+
+      expect(toWrap).toHaveBeenCalledTimes(1);
+      expect(toWrap).toHaveBeenCalledWith(props, key);
+      expect(result).toBe(expectedResult);
+    });
+
+    test('should exhaust timeout on pass === false', async () => {
+      const { sleep } = require('../common');
+
+      const mockedNow = jest.fn();
+      Date.now = mockedNow;
+      mockedNow.mockReturnValueOnce(0);
+      mockedNow.mockReturnValueOnce(250);
+      mockedNow.mockReturnValueOnce(500);
+      mockedNow.mockReturnValueOnce(750);
+      mockedNow.mockReturnValueOnce(1000);
+      mockedNow.mockReturnValueOnce(1250);
+
+      const toWrap = jest.fn();
+      const expectedResult = { pass: false, message: () => '' };
+      toWrap.mockReturnValue(Promise.resolve(expectedResult));
+
+      const matcherUtils = {} as jest.MatcherUtils;
+
+      const props = { timeout: 1001, pollEvery: 250 } as ICommonProps;
+      const key = 'key';
+
+      const wrapped = wrapWithRetryUntilPass(toWrap);
+      const result = await wrapped.bind(matcherUtils)(props, key);
+
+      expect(toWrap).toHaveBeenCalledTimes(5);
+      expect(toWrap).toHaveBeenCalledWith(props, key);
+      expect(result).toBe(expectedResult);
+      expect(sleep).toHaveBeenCalledTimes(4);
+      expect(sleep).toHaveBeenCalledWith(props.pollEvery);
+    });
+
+    test('should retry twice, { pass: false, isNot: false } => { pass: true, isNot: false }', async () => {
+      const { sleep } = require('../common');
+
+      const mockedNow = jest.fn();
+      Date.now = mockedNow;
+      mockedNow.mockReturnValueOnce(0);
+      mockedNow.mockReturnValueOnce(250);
+      mockedNow.mockReturnValueOnce(500);
+
+      const toWrap = jest.fn();
+      // first attempt returns pass === false
+      toWrap.mockReturnValueOnce(
+        Promise.resolve({ pass: false, message: () => '' }),
+      );
+
+      // second attempt returns pass === true
+      const expectedResult = { pass: true, message: () => '' };
+      toWrap.mockReturnValueOnce(Promise.resolve(expectedResult));
+
+      const matcherUtils = {
+        isNot: false,
+      } as jest.MatcherUtils;
+
+      const props = {} as ICommonProps;
+      const key = 'key';
+
+      const wrapped = wrapWithRetryUntilPass(toWrap);
+      const result = await wrapped.bind(matcherUtils)(props, key);
+
+      expect(toWrap).toHaveBeenCalledTimes(2);
+      expect(toWrap).toHaveBeenCalledWith(props, key);
+      expect(result).toBe(expectedResult);
+      expect(sleep).toHaveBeenCalledTimes(1);
+      expect(sleep).toHaveBeenCalledWith(500); // default pollEvery
+    });
+  });
 });
diff --git a/src/jest/utils.ts b/src/jest/utils.ts
index 0b41d28f..969689d2 100644
--- a/src/jest/utils.ts
+++ b/src/jest/utils.ts
@@ -42,3 +42,37 @@ export const wrapWithRetries = (
   }
   return wrapped;
 };
+
+export const wrapWithRetryUntilPass = (
+  matcher: (this: jest.MatcherUtils, ...args: any[]) => Promise<IMatchResult>,
+) => {
+  async function wrapped(
+    this: jest.MatcherUtils,
+    props: ICommonProps,
+    ...args: any[]
+  ) {
+    const { timeout = 2500, pollEvery = 500 } = props;
+
+    const start = Date.now();
+    let result = await (matcher.apply(this, [
+      props,
+      ...args,
+    ]) as Promise<IMatchResult>);
+    while (Date.now() - start < timeout) {
+      // return since result is found
+      if (result.pass) {
+        return result;
+      }
+
+      // retry until result is found or timeout
+      await sleep(pollEvery);
+
+      result = await (matcher.apply(this, [
+        props,
+        ...args,
+      ]) as Promise<IMatchResult>);
+    }
+    return result;
+  }
+  return wrapped;
+};