### US (Remote Friendly, Bay Area Preferred) | Full time

**About Outmarket AI**

At **Outmarket**, we’re transforming how the $1T commercial insurance industry works. Our AI-powered platform helps brokers, MGAs, and carriers unlock insights from messy data and automate complex workflows. We’re backed by top investors, already serving forward-thinking agencies, and on track for rapid growth.

We’re now hiring a **Chief of Staff** to work directly with our **Founder & CEO, Vishal** —a repeat entrepreneur and product leader from Uber, Meta, and Ethos. This is a rare opportunity to operate at the heart of a high-growth company and help scale strategy, execution, and impact from day one.**Why This Role Is Special**

- Work side-by-side with the **Founder & CEO** across product, GTM, fundraising, hiring, and ops
- Serve as the connective tissue across leadership, investors, customers, and partners
- Step into a high-trust role that gives you unmatched visibility into every part of the business
- Learn how a fast-scaling startup is built from the inside, with exposure to top-tier investors and strategic customers

**What You’ll Own**

- Drive high-priority strategic initiatives from concept to execution
- Prepare materials for investors, board meetings, and enterprise customers
- Partner with Vishal on fundraising, investor updates, and external communication
- Coordinate across product, sales, and ops to ensure the right things get done
- Build internal processes to scale a 0 to 1 to 100 company
- Be a trusted thought partner on critical decisions

**What We’re Looking For**

- 3–6 years of experience in founder’s office, strategy, consulting, venture, or startup operating roles
- Exceptional project management and communication skills
- Bias for action, clear thinking, and ruthless prioritization
- Ability to quickly learn and context-switch across domains
- Hungry to grow fast, take on new challenges, and operate without ego

**Bonus If You Have**

- Startup or SaaS operating experience
- Exposure to insurance, fintech, AI, or data platforms
- Experience supporting GTM, fundraising, or customer strategy

**What You’ll Get**

- A seat at the table on the founding team
- Daily exposure to top investors, customers, and executives
- Competitive compensation and meaningful equity
- A front-row view into how a high-growth AI startup is built
- Remote-friendly, high-trust culture focused on outcomes, not politics
- Salary: $120 - $140k

https://allupworld.notion.site/Chief-of-Staff-to-the-Founder-CEO-at-Outmarket-AI-241fd29d6cf38062b04afa89a4d5643b?source=copy_link

<div class="job-description">
 <h3 id='us_(remote_friendly,_bay_area_preferred)_|_full_time'>US (Remote Friendly, Bay Area Preferred) | Full time</h3>

About Outmarket AI

At Outmarket, we’re transforming how the $1T commercial insurance industry works. Our AI-powered platform helps brokers, MGAs, and carriers unlock insights from messy data and automate complex workflows. We’re backed by top investors, already serving forward-thinking agencies, and on track for rapid growth.

We’re now hiring a Chief of Staff to work directly with our Founder &amp; CEO, Vishal —a repeat entrepreneur and product leader from Uber, Meta, and Ethos. This is a rare opportunity to operate at the heart of a high-growth company and help scale strategy, execution, and impact from day one.Why This Role Is Special

<ul>
<li>Work side-by-side with the Founder &amp; CEO across product, GTM, fundraising, hiring, and ops</li>

<li>Serve as the connective tissue across leadership, investors, customers, and partners</li>

<li>Step into a high-trust role that gives you unmatched visibility into every part of the business</li>

<li>Learn how a fast-scaling startup is built from the inside, with exposure to top-tier investors and strategic customers</li>
</ul>

What You’ll Own

<ul>
<li>Drive high-priority strategic initiatives from concept to execution</li>

<li>Prepare materials for investors, board meetings, and enterprise customers</li>

<li>Partner with Vishal on fundraising, investor updates, and external communication</li>

<li>Coordinate across product, sales, and ops to ensure the right things get done</li>

<li>Build internal processes to scale a 0 to 1 to 100 company</li>

<li>Be a trusted thought partner on critical decisions</li>
</ul>

What We’re Looking For

<ul>
<li>3–6 years of experience in founder’s office, strategy, consulting, venture, or startup operating roles</li>

<li>Exceptional project management and communication skills</li>

<li>Bias for action, clear thinking, and ruthless prioritization</li>

<li>Ability to quickly learn and context-switch across domains</li>

<li>Hungry to grow fast, take on new challenges, and operate without ego</li>
</ul>

Bonus If You Have

<ul>
<li>Startup or SaaS operating experience</li>

<li>Exposure to insurance, fintech, AI, or data platforms</li>

<li>Experience supporting GTM, fundraising, or customer strategy</li>
</ul>

What You’ll Get

<ul>
<li>A seat at the table on the founding team</li>

<li>Daily exposure to top investors, customers, and executives</li>

<li>Competitive compensation and meaningful equity</li>

<li>A front-row view into how a high-growth AI startup is built</li>

<li>Remote-friendly, high-trust culture focused on outcomes, not politics</li>

<li>Salary: $120 - $140k</li>
</ul>

</div>

This job has been closed