Chief of Staff

New York, NY
Oct 24, 2023
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Who We Are

We are building an AI Coach for field sales. Most sales professionals in the U.S. work in field sales, but get ZERO on-the-job coaching because they are alone in the field. Top sales reps out-earn surgeons, but most do not. We believe that with the right tooling, Field Sales can become the most accessible path to financial freedom (see top secret master plan).

Our founders, Joe and Jake, were top-performing sales reps before becoming software engineers and met while building a previous sales tool that has helped over 100,000 sales reps.

✔️ World-class team (McKinsey, Amazon, Facebook, Grammarly, UPenn, Stanford, Chan Zuckerberg Initiative)

✔️ Revenue up 12x year-to-date

✔️ Real traction with over 2,000,000 sales conversations recorded through our mobile app.

✔️ Users love us (400+ reviews, 4.9 stars on App Store)

✔️ Awesome tech stack (All typescript, serverless backend)

✔️ Beautiful office in NYC next to Grand Central (hybrid)

Most importantly, you'd be directly improving the lives of tens of thousands of people -- soon, millions.

A Warning** Nobody has accomplished what we have set out to do. The journey won't be easy, but we're well on our way, and we have a plan. If this is exciting to you, let's talk.

The Role

As Chief of Staff, you will be a force multiplier for our executive team. Your daily responsibilities will be varied across functions from finance, to HR, to BizOps. This is a fast-paced, high-impact role with a seat at the table for the most important company decisions.

You Will

Prepare investor and board materials. Advise on operational efficiency, including improving onboarding, HR practices, and knowledge management. Support strategic planning, market and competitive analysis. Run our finance function, including creating and maintaining models for financial planning, budgeting, and forecasting as well as doing vendor management and procurement.


4+ years of professional experience. Exceptional communication skills. Ambitious and excited to work in a fast-paced environment. Proficiency in PowerPoint and Excel.

Nice to Haves

2+ years in consulting or investment banking. Previous experience at a Series A-C startup.

Our Culture

We work three days per week out of our office at 22 Vanderbilt (next to Grand Central).

As a small team, you play a big role in shaping our culture. We are looking for teammates who match our values:

Be humble. "In cultures of arrogance, people get rewarded for expressing certainty and conviction. The most confident speaker claims the most status. In cultures of humility, people are applauded for admitting ignorance and asking questions. The most complex thinker earns the most respect." - Adam GrantBelieve in growth. Focus on the arc not the point. You can be better tomorrow. Other people can be better tomorrow. Act daringly. Dare to dream, think, and execute at a level that scares you. Serve individuals. Siro exists to help sales reps. Don't be elitist. - Respect should not be dictated by social, economic, or educational status.

At Siro, we are committed to creating a diverse and inclusive environment where all people feel that they are equally respected and valued, whether they are applying for an open position or working at the company. We provide equal employment opportunities to all applicants without regard to race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status, or disability status.

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