Vend Park is building the AI-powered digital infrastructure of the built world. Our team is rewriting how commercial real estate owners manage and monetize parking, using automation, data, and agentic AI to simplify operations and unlock new revenue. This transforms a historically analog system into a modern, software-driven platform.
In under two years, we’ve scaled to 23 cities and partnered with leading owners like Nuveen, Jamestown, and Federal Realty. We operate as a small, high-ownership team where decisions move fast and solutions ship quickly and reliably.
We're hiring a Head of Finance to help scale some of the most critical infrastructure we're building. Until now, our finance function has been founder-led. It has been gritty, hands-on, and successful. Now, we are looking for a partner to take the baton and turn that grit into a scalable, high-velocity machine.
This is not a role for someone who wants to hide behind a spreadsheet. This is a role for a builder who will be the guardian of our unit economics, the voice of reason in the boardroom, and the architect of the infrastructure that allows us to scale from Series A onwards.
You are not just "keeping the books." You are building the nervous system of the company.
You are the Guardian of Trust: Our real estate partners rely on us. You will own the "Payment to Owners" process, ensuring that every dollar is accounted for, every deposit is tested, and every partner is paid with precision. You understand that a late payment isn't an administrative error; it’s a breach of trust.
You are a Builder of Infrastructure: We are maturing our capital structure. You will lead the critical transition of our banking relationships, managing loan covenants, and establishing a treasury management strategy that optimizes our capital.
You are a Strategic Storyteller: Data is useless without a narrative. You will own Board preparation, translating raw financials into clear, strategic insights that help our investors and leadership team make bold decisions.
The Financial Engine (Operations & Treasury)
Maturing the Stack: You will project-manage the migration of our banking infrastructure to Stripe, ensuring a seamless transition for all capital flows.
Cash Discipline: You will implement rigorous approval workflows for AP/AR, ensuring we burn cash efficiently. You will own the relationship with our lenders, managing debt facilities and covenants.
The Trust Engine (Billing & Reporting)
Partner Settlements: You will personally oversee and verify payments to owners. You will treat this with zero-defect mentality—testing deposits first and verifying accuracy (even using AI tools to triple-check) before funds leave the door.
Client Transparency: You will manage the team responsible for delivering reports to our clients. You ensure that when a client has a question about their statement, they get a fast, accurate, and human answer.
The Growth Engine (Strategy & Team)
Product Collaboration: You won't just report on the past; you will shape the future. You will work directly with Engineering to push forward product requirements, automating financial flows and building "finance" directly into our software.
Team Leadership: You will manage, mentor, and grow the Billing and Reporting teams. You are a player-coach who sets high standards and helps your team reach them.
You have "High-Slope" Curiosity: You might not know the answer immediately, but you know how to find it. You are generally inquisitive about how things work—from the granular details of a loan agreement to the high-level strategy of a merger.
You crave "The Truth": You understand that financials are the only place where the "truth" of the business lives. You are obsessive about accuracy, whether you are chatting with our external accountants to close the month or double-checking a wire transfer.
You are Tech-Forward: You don't just rely on legacy methods. You are excited about using tools (like GPT/AI) to audit work, confirm data, and speed up workflows.
You are Emotional about Excellence: You take it personally when a bill is wrong or a report is late. You care deeply about the craft of finance and the reputation of Vend.
Direct Impact: You are working directly with the COO and Founders. There are no layers of bureaucracy. Your analysis will change our strategy the same day you present it.
The "Passing of the Torch": You are taking over these responsibilities from the COO. This means you have a supportive leadership team that knows exactly how hard the job is and values it deeply.
Permission to Build: We don't want you to maintain the status quo. We want you to tear down the manual processes we built in the early days and replace them with systems that can support 10x growth.
A Culture Built on Growth and Ownership
We hire self-starters who care deeply about their craft and give them the trust, tools, and autonomy to do their best work. Your ideas matter here, and they can shape the future of a company that’s scaling fast.
Flexible Work Environment
Work from home, from our Boston HQ, or wherever you’re most productive. We support flexible schedules and hybrid setups that fit your life.
Comprehensive Health Plans
We offer competitive medical, dental, and vision coverage to keep you and your family healthy.
Unlimited PTO
We trust you to manage your time and take the breaks you need to recharge.
Learning & Development
Your growth is part of our mission. Vend supports continued learning through conferences, certifications, and professional development resources.
Team Building & Connection
From quarterly retreats to team outings and virtual hangouts, we make time to connect and celebrate our wins together.
Parental Leave
We’re proud to support new parents with generous paid leave.
401(k) with Company Match
Plan for your future with our 401(k) program and matching contributions.
Bold: Dream big, take smart risks, and learn from every step.
Empathetic: Be transparent, honest, and human — always.
Accountable: Deliver on your word and take ownership of outcomes.
Self-Starters: Act with initiative and bias toward action.
Team First: We win together, not alone.
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