Controller

About PushPress PushPress is the AI-powered gym management platform built for boutique fitness. We are transforming how boutique fitness owners operate and how the entire $100B global fitness industry connects, transacts, and grows. Trusted by more than 5,000 gyms and 500,000 members, PushPress processes ~$1B annually. We're a Series B company backed by Altos Ventures, StepStone, and Mucker Capital, and we're going all-in on AI. Our AI Assistant, AI Member Intel, and AI-powered reporting tools are already changing how gym owners and coaches operate. We believe AI should make the human side of fitness better, not replace it. By embedding intelligence directly into the product, we enable boutique fitness owners to make faster decisions, unlock new revenue streams, and collaborate across a connected network. As more gyms join the platform, data compounds, intelligence strengthens, and the value of the ecosystem increases for every owner. We are a global team of builders, operators, and fitness fanatics on a mission to level the playing field for independent fitness entrepreneurs. If you are ready to help reshape an industry, let's talk! The Role We’re looking for a hands-on Controller to own the financial backbone of PushPress. We’re a Series B SaaS company navigating increasing financial complexity: traditional SaaS subscriptions, AI-driven usage-based revenue, a multi-layered payments business processing nearly $1B annually, and expansion into new geographies. Our revenue model spans subscription billing, platform payment economics, and emerging AI monetization, each with distinct recognition and compliance considerations. As our first Controller, you’ll build on the foundational work the team has already laid out. You’ll have direct insight into company strategy to ensure you have the full context that goes into setting up our accounting infrastructure for the next phase of growth. While you’ll set the direction and own the process, you’ll also be in the details: closing the books, working through nuanced recognition questions, managing the order-to-cash flow, advising on product economics from a financial lens, owning cash flow forecasting, and rolling up your sleeves to get the job done. What You'll Own

Financial Close & Reporting

Own the monthly, quarterly, and annual close process end-to-end with speed, accuracy, and clear documentation

Prepare and review financial statements, reconciliations, and supporting schedules

Build and maintain internal controls that scale with the business and hold up under audit scrutiny

Establish the reporting infrastructure that gives leadership and the board clear, reliable visibility into company financials

Own vendor COGS tracking and margin analysis across product lines, ensuring cost structures are well-understood as the business scales

Lead the application of ASC 606 across subscription SaaS, AI usage-based revenue, and platform payment revenue streams

Ensure the accounting treatment for payments economics is clean and defensible 

Partner with GTM, Product, and Engineering to ensure billing architecture and revenue data support clean recognition

Own the full order-to-cash flow end-to-end, including how subscriptions and payments are created in Stripe, how invoices map to revenue, how settlements land, how refunds and disputes flow back, and how it all reconciles to the GL

Stay ahead of how our revenue model evolves (new AI features, new pricing structures, new markets) and flag accounting implications early

Own cash flow forecasting and management, giving leadership real, actionable visibility into liquidity

Manage compliance with our debt facility, including covenant tracking, lender reporting, and maintaining a healthy lender relationship

Partner with the leadership team on capital deployment decisions and ensure strategic use of the debt facility

Own multi-state income tax compliance and stay current across all jurisdictions

Lead SaaS taxability analysis and indirect tax obligations (sales/use tax) across states with nexus exposure, ensuring the company is correctly collecting and remitting where required

Build the accounting and systems foundation to support international expansion, including GST, HST, VAT, and other indirect tax regimes as we enter new markets

Own FX exposure tracking and multi-currency considerations as international revenue grows

Stay ahead of new tax and compliance obligations as the business scales and new products launch

Coordinate payroll, equity/options processing, billing, AR, AP, and cash management operations, ensuring accuracy and compliance

Evaluate and improve the accounting tech stack to support the complexity and scale ahead

Partner with data and engineering to ensure financial data flows are reliable, reconciled, and audit-ready; comfort working with or directing modern data infrastructure (Snowflake, dbt, Stripe) is a plus

Drive automation where it creates real leverage and accuracy; identify where manual processes are creating risk

What We're Looking For Nice to Have