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
Revenue Recognition
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
Cash Flow & Debt Facility
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
Tax & Compliance
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
Operations & Infrastructure
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
8+ years of progressive accounting experience, with meaningful ownership of the close, revenue recognition, and financial reporting
CPA required
Deep, working knowledge of ASC 606 applied to SaaS including subscription billing, usage-based models, and multi-element arrangements
Strong understanding of the full order-to-cash lifecycle in a Stripe-based billing environment
Experience managing or coordinating a debt facility, including covenant compliance and lender reporting
Multi-state tax compliance experience, including SaaS taxability and indirect tax; comfortable building out international tax capabilities as the business grows
Comfortable utilizing AI to automate workflows and create leverage and can speak to tangible process improvements
Have navigated ERP transitions (QBO, Rillet, Campfire, NetSuite, or similar)
High attention to detail paired with the ability to communicate clearly to non-finance stakeholders
Comfortable operating in a fast-moving environment where priorities shift and ambiguity is the norm
Nice to Have
Big 4 or public accounting background
Experience at a B2B SaaS startup, ideally with SMB customers
Exposure to payments, fintech, platform economics, or consumption/usage-based billing models
Experience with multi-currency reporting, FX management, or international entity structures
Prior experience building an accounting function from scratch or significantly restructuring one
Familiarity with AI-driven revenue models and the recognition complexity they introduce
Comfort with modern data stacks (Snowflake, dbt, Metabase) and financial data pipeline concepts
Experience with Ramp, Bill.com, or similar modern finance infrastructure
