Controller

Overview

The organization is seeking a Controller to architect and own the accounting function and ensure the integrity of financial reporting in a fast-scaling, capital-intensive business. This is a builder-focused role: you will lead the monthly close, modernize systems and processes, convert the company to true accrual accounting, oversee a migration from QuickBooks to a modern ERP, rebuild the chart of accounts, strengthen controls, and prepare for financial statement audits.

Responsibilities

• Own the books end to end: Lead the monthly close and continuously shorten it; own revenue recognition, reconciliations, AP/AR, and payroll coordination.
• Ensure accuracy across financial statements: Maintain the integrity of all numbers that roll up to the P&L, balance sheet, and cash flow statement.
• Convert to true accrual accounting: Design and implement proper GAAP revenue recognition for a transactional, multi-location, revenue-share business so accounting reflects economic reality.
• Lead the ERP migration: Own the transition from QuickBooks to a modern ERP, including selection, implementation, data migration, integrations with payments and data infrastructure, and change management.
• Rebuild the chart of accounts: Rationalize account structure so location-level, team-level, and corporate reporting roll up cleanly.
• Connect accounting to operational data systems: Align accounting systems with rich real-time transaction data so there is one source of truth, automated wherever possible.
• Own indirect tax and compliance: Manage parking taxes, regulatory fees, and multi-jurisdiction sales/use tax compliance across a national footprint; build processes to keep operations clean as new markets launch.
• Get the organization audit-ready: Establish controls, documentation, and processes to support the first financial statement audit and subsequent audits.
• Level up the accounting team: Manage, mentor, and develop in-house accountants; set standards and build processes for a lean team.
• Partner across the business: Work with Operations, Sales, and Product to ensure billing, collections, revenue splits, and reporting are accurate at the source.
• Support reliable financial reporting: Deliver timely, accurate monthly financials and supporting schedules leadership, the board, and investors can rely on.

Requirements

• Deep technical accounting expertise: CPA (or equivalent rigor) with strong command of GAAP, especially revenue recognition for transactional or marketplace-style businesses.
• Senior accounting ownership in rapid growth: Experience as the senior-most accounting owner (e.g., Controller, Assistant Controller, Director of Accounting) at a venture-backed company during rapid scaling, with hands-on execution.
• ERP migration experience: Led a move off QuickBooks onto a modern ERP (not just observed); understands common pitfalls and how to deliver on timelines.
• Cash-to-accrual conversion experience: Took books from cash-basis or hybrid to full accrual and successfully operated through the transition.
• Audit experience: Prepared for and taken a company through financial statement audits, ideally including the first audit.
• Systems and data mindset: Comfortable partnering with data teams; design processes where the system of record performs the work rather than spreadsheets.
• Hands-on operating style: Comfortable building close checklists and directly resolving complex reconciliations in a lean team environment.
• Comfort with complexity: Experience with multi-location, multi-jurisdiction, revenue-share, or payments-heavy businesses.
• Pride in accounting craft: Motivation to build an exceptional Controller function and accounting organization.
• Bias for action: Moves quickly, addresses root causes, and focuses on practical delivery.

Preferred Qualifications

• Big Four or top regional firm foundation plus startup operating experience (either alone is viewed as a yellow flag)
• Indirect tax / sales tax / regulatory fee experience across many jurisdictions
• Experience with payment processors and marketplace money movement
• Familiarity with modern accounting tools and automation

Compensation & Benefits

• Compensation range: $200K - $250K
• Equity: Equity stake in the business
• Health insurance: Health insurance with the organization currently covering 85% of the cost for medical, dental, and vision plans for the primary employee and 50% for dependents
• Parental leave: 12 weeks of fully paid parental leave; can be taken continuously or intermittently over the first 18 months of the child’s life
• Home office setup: Laptop and additional equipment provided
• Time off: Unlimited PTO with a minimum requirement of 10 days per year
• 401(k): 401k retirement savings program
• Team off-sites: ~2 times per year for a full week (e.g., Tahoe, Charleston, San Diego, Park City, Austin)
• Additional learning: Optional recurring book club

Location

• Remote-first with availability for travel.
• Team members should expect ~6 weeks of travel per year for:
  • 2–3 full company offsites (“Remote Weeks”)
  • Supporting one new location launch
  • In-person onboarding and support for other onboarding sessions for new team members
• Rest of the year: remote work from wherever (US time zones) is most comfortable, as long as performance expectations are met.
• Attendance at in-person events throughout the year is expected.

Employment Conditions

Employment is contingent upon successful completion of a background check and employment verification conducted in compliance with applicable laws. Background checks are completed only after a conditional offer of employment has been made.

Equal Opportunity

The organization is an Equal Opportunity Employer and evaluates candidates based on merit, qualifications, and performance.