Executive Assistant, CEO

Garage powers the exchange of critical assets across America’s essential industries. We started with fire departments, where purchasing mission-critical vehicles and equipment used to take months of paperwork, phone calls, and delays. Our agentic platform automates the entire transaction: discovery, payments, freight, paperwork, warranty, and financing. What once took months now takes minutes.

In under a year, we’ve expanded to cities and towns in all 50 states and grown revenue more than 10x. Based in New York, we’ve raised $18M from Y Combinator, Initialized Capital, Infinity Ventures, FJ Labs, and other leading investors. We’re moving fast, growing quickly, and just getting started.

About the role

Our CEO and Co-Founder, Martin, needs a right hand. As Executive Assistant to the CEO, you’ll be the person who keeps his world running smoothly. You’ll own his calendar, inbox, travel, and play a critical role in the most critical tasks to keep the executive function running flawlessly.

This is a high-trust, high-impact seat at the center of a fast-growing startup. You’ll see how the business runs from the inside and work directly with the leadership team. It’s a fit for someone who loves ambiguity, takes pride in flawless execution, and thrives when no two days look the same.

This is an exceptional opportunity for an operator to grow into a future Chief of Staff or Business Operations role. Because this position sits cross-functionally across the company and works closely with the CEO and leadership team, you’ll gain direct exposure to how a high-growth startup is built and scaled from the inside.

About the role

• Be a reliable partner to the leadership team, anticipating needs, spotting gaps, and keeping high-priority work moving

• Manage the CEO’s calendar, inbox, scheduling, and support his day to day to ensure priorities and communications are handled efficiently

• Coordinate all travel and event logistics for the CEO, including air, lodging, itineraries, transportation bookings and all expenses

• Maintain an understanding of the business and how it operates while navigating through continuous changes

• Manage the CEO’s expense reporting, reconciliation, and document coordination

• Grow with the role. As the company scales, so do you, with room to take on bigger scope over time

What we're looking for

• You thrive in a fast-paced, high-growth startup environment where priorities shift quickly and no two days look exactly the same

• You are extremely organized with exceptional attention to detail, able to ensure nothing falls through the cracks while managing multiple priorities simultaneously

• You have a proactive, ownership-driven mindset with a no-task-too-small attitude and a willingness to jump in wherever needed

• You bring a warm, positive, and highly professional demeanor when interacting with executives, candidates, customers, and external partners

• You are highly reliable, resourceful, and an excellent communicator with strong judgement and the ability to operate independently

• You have fluency working with Google Workspace (Drive, Gmail, etc.) and Slack

Required

• 1-5+ years of experience in a high-impact, high-ownership role supporting or reporting directly to C-level leaders, ideally within a fast-paced startup or high-growth environment. Relevant prior experience may include roles such as Executive Assistant, Business Operations, Strategy & Operations, or Project Coordinator.

• Exceptional organizational and project management skills with meticulous attention to detail

• Strong written and verbal communication skills with the ability to interact professionally across all levels of an organization

• Proven ability to manage sensitive information with discretion, professionalism, and sound judgement

• Experience coordinating calendars, travel logistics, managing expenses and reporting

• Comfortable juggling multiple work-streams simultaneously while maintaining a high level of responsiveness and accuracy

Our values

• Growth oriented. We invest in people who grow as the company grows. We all should be constantly learning.

• Humility. Everyone has a lot to give and a lot to learn. We believe in creating an environment where the best ideas win and acknowledging when we are wrong.

• Customer focused. We have a genuine love for our customers. Customer success is our success.

• Hack to success. We move fast and take big swings. We always aim for a solution that addresses 80% of the problem in 20% of the time. We make informed bets, launch quickly, and iterate.

Why Garage?

• Our product is something people use everyday to buy the equipment local communities everywhere depend on.

• We’ve grown revenue over 10x in the last year and are well capitalized with $18M in funding raised total.

• We have a talent-dense, high-performing team from Ramp, Twitter, Goldman Sachs, Bilt, Wise, Unify, Honey, PayPal, and more.

• You’ll be one of our first 35 employees, operating as a foundational member of the team, partnering alongside the company’s founders.

What we offer

• Competitive salary and stock options

• Health, dental and vision insurance (100% covered)

• Unlimited paid time off every year (in addition to company observed holidays)

• Daily lunch and dinner

• $100 monthly wellness stipend

• 401(k) with employer match

• Pre-tax commuter benefits

• Bi-annual team offsite

• Relocation assistance