Executive Assistant to the CEO at Garage (YC W24)

About us

Garage is building the platform that powers commerce across America's essential industries. We started by serving fire departments, where buying mission-critical vehicles and equipment used to take months of paperwork, phone calls, and waiting. We automate the entire transaction: payments, freight, paperwork, warranty, and financing. Months become minutes.

In under a year, we now serve local governments across all 50 states and have grown revenue >10x. We recently closed a $13.5M Series A ($18M total raised) from Infinity Ventures, Y Combinator, Initialized Capital, FJ Labs, and other top investors. We're early, we're moving fast, and we're 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.

In this role, you will:

• 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.

We're looking for someone who:

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

• Is extremely organized with exceptional attention to detail, ensuring nothing falls through the cracks while managing multiple priorities simultaneously.

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

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

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

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

Qualifications

• 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.

You could work anywhere, so why Garage?

• We’ve grown revenue over 10x in the last year and are well capitalized after a recent $13.5M Series A ($18M in funding raised total).

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

• We have a talent-dense, high-performance team where everyone joining now has an outsized impact.

• What we’ve built works. We’re backed by world-class vendors: Y Combinator, Infinity Ventures, Initialized Capital, FJ Labs, 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.

The values that fuel us at Garage:

• 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.

What we offer:

• Competitive salary and stock options

• 100% covered health, dental and vision insurance (with additional buy-up options)

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

• Daily lunch & dinner

• $100 / month wellness stipend

• 401(k) w/ employer match to help save for your future

• Pre-tax commuter benefits

• Bi-annual team offsite

• Relocation assistance

We realize applying for jobs can feel daunting at times. We don’t expect you to check all the qualification boxes and encourage you to apply if you have experience in some of the areas.

The base salary for this role is $70,000 to $110,000 USD. This is the lowest to highest salary we in good faith believe we would pay for this role at the time of this posting. We may ultimately pay more or less than the posted range. An employee’s pay position within the wage range will be based on several factors including, but limited to, relevant education, qualifications, certifications, experience, skills, seniority, geographic location, performance, and business or organizational needs. This compensation range may also be modified in the future.

Equal Opportunity

As an equal-opportunity employer, we are committed to building an inclusive environment where you can be you. We work hard to evaluate all employees and job applicants consistently, without regard to race, color, religion, gender, natural origin, age, disability, pregnancy, gender expression or identity, sexual orientation, or any other legally protected class.