Sales Lead at Garage

Matcha; Northern (KY); Hybrid; USD 150,000 - 210,000; Full time

Benefits offered by this job

Competitive salary and stock options

Health, dental and vision insurance

Unlimited paid time off

Lunch & dinner provided (NYC)

$100 wellness stipend

401(k) with employer match

Pre-tax commuter benefits

Annual team offsite

Relocation assistance

Job summary

Garage is a fast-growing marketplace that powers the sale of critical assets for essential industries. We’re backed by leading investors and moving quickly, with a founding team that builds scalable, data-driven sales engines.

As Head of Sales, you’ll partner with the CEO and leadership to identify gaps, coach the Account Executive team, and design processes that expand our seller base on Garage’s marketplace. You’ll hire, onboard, and ramp new hires while driving ambitious revenue goals.

Qualifications

• 3+ years in sales or business development with a proven track record.
• Experience coaching, mentoring, or managing salespeople with strong pipeline management.
• Excellent organizational and communication abilities for managing multiple priorities.
• Self-starter who thrives in fast-moving, ambiguous environments.

Responsibilities

• Partner with the CEO and leadership to identify gaps and opportunities using data.
• Lead, coach, and develop the Account Executive team to meet goals.
• Build processes, pipeline discipline, and operating rhythms to grow the sales org.

Skills

Sales leadership

Coaching/mentoring

Pipeline management

Organizational skills

Communication skills

Self-starter

Job description

About us

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

• Partner closely with the CEO and broader leadership team, using data to identify gaps across the funnel, uncover strategic opportunities, and improve how Garage sells as the company grows.

• Lead, coach, and develop Garage’s Account Executive team, driving performance against ambitious supply and sales goals while helping recruit, onboard, and ramp new hires.

• Build and continuously improve the processes, pipeline discipline, and operating rhythms needed to grow the sales organization and consistently expand the seller base on Garage’s marketplace.

What we’re looking for

• Loves the energy of a high‑growth environment where every day looks a little different

• Leads from the front and knows how to motivate and hold a team accountable

• Has good judgment, high integrity, and a no‑task‑too‑small mindset

What you need

• 3+ years of experience in sales or business development, with a proven track record of consistently meeting or exceeding goals

• Experience coaching, mentoring, or managing salespeople, with strong pipeline management and sales fundamentals

• Exceptional organizational and communication skills, with the ability to manage multiple priorities and deadlines

• Self‑starter who thrives in ambiguous, fast‑moving environments and takes initiative without waiting for direction

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 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 40 employees, operating as a foundational member of the team, partnering alongside the company’s founders.

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 (for employees based in NYC)

• $100 / month wellness stipend

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

• Pre‑tax commuter benefits (for employees based in NYC)

• 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.

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.