WorkWhile is on a mission to help workers earn a better living and live better lives. More than 80 million Americans work hourly jobs, often with unpredictable schedules that pay close to minimum wage and offer limited benefits, leading to financial instability.
WorkWhile is evolving from a high-growth labor marketplace into a comprehensive workforce platform. As we expand our product suite to include Newday (our SaaS workforce management system) and WorkWhile Wallet (our fintech solution for worker earnings and credit), our financial landscape is becoming increasingly complex.
We are revolutionizing frontline work by creating a more flexible and efficient labor market. Powered by AI, the WorkWhile platform helps businesses quickly access high-quality talent. Workers benefit from same-day pay, free telehealth services, upskilling, and the ability to choose shifts that match their skills and schedules.
We have the audacious goal to align incentives and solve inefficiencies in the labor market, disrupting the $650 billion staffing and recruiting market. Backed by Khosla Ventures and recognized by the Inc. 5000 for 10x growth, WorkWhile is reshaping the future of work.
About the role
We are seeking a technically strong and operationally rigorous Corporate Controller to serve as the CFO's right hand in building a world-class accounting function. You will not just manage the books; you will architect the financial infrastructure that supports high-volume transaction processing, complex revenue recognition (Marketplace + SaaS), and banking-level treasury operations.
What you'll do / Key Responsibilities
1. Core Accounting Operations & Rigor
- Full Cycle Management: Oversee the entire accounting function, including General Ledger, Payroll, Procure-to-Pay (P2P), Order-to-Cash (O2C), and Record-to-Report (R2R).
- Data Integrity: Drive a high level of rigor in accounting accuracy and completeness. Partner with Data Science to ensure financial data in the ERP aligns perfectly with operational data sources (e.g., BigQuery/Metabase revenue tables).
- W2 & 1099 Payroll: Manage the complexity of high-volume weekly and daily payrolls for a dispersed workforce, ensuring distinct handling of W2 employees (taxes, benefits, withholdings) versus 1099 contractors.
2. Technical Accounting & Compliance
- Revenue Recognition (ASC 606): Own the technical memos and policy for our evolving revenue streams. Specifically, manage the "Principal vs. Agent" gross-to-net calculations for marketplace revenue and implement subscription revenue recognition for the Newday SaaS product.
- Fintech & Treasury Accounting: Establish accounting workflows for the WorkWhile Wallet and W2 Early Pay initiatives. This includes managing daily liquidity for payroll funding, reconciling high-volume card transactions (Marqeta/Stripe), and accounting for potential credit losses on worker advances.
- Stock-Based Compensation: Manage the administration and ASC 718 accounting for equity plans.
3. Audit, Tax, & External Reporting
- Audit Leadership: Lead the relationship with external auditors. Prepare schedules, manage fieldwork, and ensure the timely delivery of audited financial statements.
- Tax Compliance: oversee all federal, state, and local tax filings. Given our national footprint of W2 workers, manage nexus issues, payroll tax compliance across multiple jurisdictions, and sales tax implications for our SaaS products.
4. Systems, Automation & Operations
- Systems Architecture: Lead the evaluation and implementation of a scalable ERP upgrade (e.g., NetSuite/Intacct) to replace QuickBooks Online.
- AI & Automation: actively identify opportunities to deploy AI agents for reconciliation, invoice processing, and anomaly detection to reduce manual workload.
- Operational Efficiency: Strengthen billing and collections to optimize Days Sales Outstanding (DSO), specifically managing the invoicing nuances for Enterprise clients vs. SMBs.
- Team Leadership: Manage and mentor the internal accounting team and oversee the offshore BPO team, ensuring they operate as a seamless extension of the HQ finance function.
What we're looking for / About You / Qualifications
Technical Qualifications:
- CPA Required: Active Certified Public Accountant license is non-negotiable.
- Big 4 Experience: Minimum of 4-6 years in the audit practice of a Big 4 firm, serving public or high-growth technology clients.
- Experience: 10+ years of progressive accounting experience, with at least 3 years in a Controller or Assistant Controller role at a venture-backed technology company.
- Industry Fit: Experience in Marketplace (high transaction volume), Fintech (lending/ledgering), or SaaS business models is highly desirable.
Skills & Attributes:
- Uncompromising Attention to Detail: You treat the balance sheet with reverence. You are the type of person who investigates a variance until it is fully explained, not just immaterial.
- Systems Implementation: Proven track record of leading an ERP implementation (e.g., moving from QuickBooks to NetSuite) and integrating it with billing/payroll systems (e.g., Stripe, Marqeta).
- Business Partnership: You are not just a "scorekeeper." You have strong verbal and written skills and can explain complex accounting impacts (like Gross vs. Net revenue) to non-finance stakeholders, banks, and investors.
- Leadership: Experience managing hybrid teams (onshore/offshore) and a history of developing talent.
Benefits & Perks
- In-person company offsites
- Medical, dental, & vision coverage
- Unlimited time off
- 401(k) with employer match
- WFH stipend to support your home office needs
WorkWhile has a diverse, mission-driven, and supportive culture-we look for people who want to take ownership, are energized by ambiguity, and strive to make a lasting impact. If this resonates with you, we'd love to chat!
WorkWhile is an Equal Opportunity Employer. Women, minorities, individuals with disabilities and protected veterans are encouraged to apply.
Top Skills
What We Do
WorkWhile is an AI-powered next generation labor platform that helps businesses in light industrial, hospitality, and events achieve over 90% fill rates and reduce no-shows through AI and predictive machine learning. We ensure seamless shift execution with trained, on-demand workers supported by on-site leads, real-time performance monitoring, and a robust accountability system. Our worker-first model boosts retention through benefits like next-day pay, telehealth, and free upskilling, while our platform delivers real-time analytics and dedicated support for every client. By combining flexibility, reliability, and deep insights, WorkWhile helps businesses scale efficiently and stay competitive.
Why Work With Us
WorkWhile is a technology platform with product and engineering at its core. Founded by alumni from Google, Meta, Yahoo, and Airbnb, continuous innovation is our strategy. We are an AI-native company that doesn’t just adopt new technologies, we operationalize them at scale to solve real business challenges.
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WorkWhile Offices
Hybrid Workspace
Employees engage in a combination of remote and on-site work.