Head of Finance

Head Of Finance

AirGarage is on a mission to bring real estate online, starting with parking. We replace broken parking machines, fragmented software, and manual, labor-intensive operations with a unified, data-rich operating system for parking real estate. We handle everything it takes to run and optimize a parking asset: payments, dynamic pricing, enforcement, license plate recognition, analytics, and more.

By building all of our technology in-house, we are able to deliver a magical experience for drivers while providing real-time visibility and revenue increases of 20-50% or more for real estate owners. That's why national real?estate leaders like Hines and Greystar, as well as technology companies like Meta, partner with AirGarage to optimize their parking facilities.

The Role

As our first Head of Finance, you'll be the hands-on builder who turns a solid foundation into a high-leverage finance function. You'll partner closely with our founders and leadership team across product, operations, sales, and engineering to sharpen how we plan, decide, and execute as we scale.

This is not a "present the dashboard once a month" role. You'll own our forward-looking model, obsess every day over unit economics across hundreds of real-world locations, and work with our in-house accounting team to upgrade our systems from scrappy to scalable (think: QuickBooks ? ERP). You'll also take the wheel on cap table management, vendor negotiations, investor readiness, and the legal/G&A odds-and-ends that keep a growing company running and enable the rest of the leadership team to focus on building and selling our product to customers.

This job is for someone who's done it before ("it" meaning: meaningfully owned finance at a rapidly scaling venture-backed company). You'll be the cornerstone of our finance org and will shape the processes, systems, and culture that help AirGarage compound, turning messy reality into crisp signal so the rest of the company can move faster with confidence.

What You Will Do

• Own the model, not just the math: Maintain and continuously improve a driver-based, forward-looking model that maps to reality. Build scenarios (base/low/high), pressure-test assumptions, and translate "levers" into clear tradeoffs for leadership.

• Live in our unit economics: Track and improve margins and P&Ls by location; cohort and segment intelligently (region, seasonality, property type, etc.); surface insights and partner with the Operations team to increase contribution margin and reduce complexity as we scale.

• Turn data into decisions: Build lightweight, reliable budget vs. actuals and KPI dashboards (cash, runway, sales productivity, marketing efficiency, portfolio performance) that leaders can use every day, not just once per quarter.

• Upgrade our finance stack: Lead our transition from QuickBooks to a scalable ERP, partner with the in-house Accounting team to rationalize the chart of accounts, tighten close processes, and ensure clean books that roll up cleanly to corporate.

• Cap table & equity operations: Own Carta hygiene, option grants, refreshes, and board approvals in an accurate, timely, buttoned-up, and market-informed manner.

• Investor & board readiness: Keep us "always ready" with consistent metrics definitions, a clean data room, and crisp monthly/quarterly reporting. Make sure the story and the numbers match.

• Vendor spend & commercial rigor: Identify large cost buckets, renegotiate where we have leverage, and standardize commercial terms to reduce one-off complexity. Partner with Sales & Operations to hold the line on templates that scale.

• Compensation & leveling: Partner with leadership on comp philosophy, leveling frameworks, annual reviews, and headcount planning that align with goals and runway.

• Legal/G&A stewardship: Coordinate commercial contract review, insurance matters, and office operations as needed; bring in external counsel efficiently and build toward pragmatic in-house coverage over time.

• Capital strategy & banking: Maintain cash forecasts, evaluate debt options, cultivate banking relationships, and plan for audits as we grow.

• Create leverage for everyone: Build simple ROI templates and decision frameworks so teams can stack-rank projects, weigh paybacks, and move quickly without sacrificing financial discipline.

What You Need

• Built-from-scratch experience: You've been the first or very early finance hire at a high-growth company and have personally implemented systems, closed the books, owned the model, and taken a company through its first audits.

• Hands-on operator: You're comfortable toggling between 10,000-ft strategy and ground-level detail. You'll roll up your sleeves to fix a mapping in the ERP at 10am and present a board-ready scenario at 2pm.

• Modeling + judgment: Strong command of driver-based modeling, scenario analysis, and cohort economics paired with the judgment to simplify and focus on what moves the business.

• Systems & process builder: Experience moving from QuickBooks to ERP. You know how to design a chart of accounts, shorten close cycles, and make data trustworthy.

• Story + numbers: Clear communicator who can translate complexity into crisp narratives for executives, the board, banks, and investors while keeping the story aligned with the data.

• Commercial and vendor acumen: Comfortable reviewing terms, standardizing templates, and leading vendor renegotiations that materially improve unit economics.

• People partnership: Experience supporting comp design, leveling, and workforce planning with a pragmatic, operator-friendly approach.

• Bias for action: You move fast, measure results, and improve the system every cycle. You know when "80/20 and shipping" beats "perfect and late." Your mindset is that Finance should never slow the company down and does not exist to make the final decision but rather serves as a supporting function for other leaders in the business to quickly make more informed decisions.

• Strongly preferred: Multi-location and / or revenue-share / transactional business exposure, hardware / inventory familiarity, prior ownership of legal / G&A functions beyond "pure" finance, and experience preparing for / leading the company's first audits.

Why This Role May Not Be For You

Please review this section before applying. We are sharing this information up front because we don't expect this job to be appealing to everybody and we do not want to waste your time if you are not on board with all of the following.

Being the Head of Finance at a high growth startup means many different things, but there is one thing above all that it certainly means: critical business metrics and their level of legibility to the rest of the leadership team are ultimately your responsibility to own.

This will be a hard job. We work long hours at AirGarage, including nights and weekends, because we love what we do. We are growing fast but our Finance & Accounting team is lean, so every day you will have new challenges and too much on your plate, but you'll be expected to find a way to deliver anyways.

Below are some of the reasons you might not want this job:

• You want a big team on day one. This is an 80% IC role at the start. If you prefer directing a large org to doing the work yourself, this won't feel right.

• You expect a perfect playbook. We're upgrading systems, standardizing terms, and tightening processes. You'll be writing the playbook while running the plays.

• You don't love complexity. We're a technology company that interacts with the physical world. Hundreds of locations, seasonality, and revenue-share dynamics mean there's nuance. And that's where the "potential energy" in the business is locked up waiting for you release it.

• You only want to "analyze." We need a builder who can implement an ERP, clean up data, stand up dashboards, and close gaps, not just point at them.

• You're uncomfortable owning adjacent G&A. Until we split functions, you'll help steward legal/insurance/facilities and effectively own the "other" bucket of what goes in to building a business so everyone else on the leadership team can focus on building product and selling to customers.

The Upside