• Own the End-to-End AR Process: Manage the complete AR cycle for our partnerships, including reviewing contracts and billing terms, setting up automated recurring billing, ensuring revenue recognition schedules are accurate, applying payments as they're received, and maintaining clean, audit-ready AR records.
• Billing Automation & Systems Integrity: Make sure our invoices are accurate, automated, and scalable. You’ll help build and manage recurring billing workflows in our payment processing, general ledger, CRM, and tax compliance systems, ensuring data flows cleanly and consistently across tools. You’ll monitor system accuracy through regular reconciliations, validate data, flag discrepancies, and work to automate as much manual work as possible.
• Accounts Receivable Health & Revenue Support: Actively manage invoice follow-ups, resolve payment issues (in partnership with our growth teams), and help prevent aged balances from accumulating. You’ll prepare AR aging analyses and rollforwards, review monthly revenue recognition schedules based on contract terms, and assist with AR-related reconciliations and journal entries.
• Communicate Cross-Functionally & Externally: Serve as the key accounting partner to our partnerships and growth teams, collecting billing information and tax exemption certificates from new partners, maintaining relationships with billing contacts at partner organizations, and ensuring smooth handoffs from closed deals to revenue recognition. You'll translate contract terms into billing schedules, answer partner questions about invoices and payments, and keep all stakeholders informed on collection status.

• Mission: This work is incredibly humbling. Every day we hear amazing stories and we get the pleasure of working on something that’s impacting lives. One of our favorite user quotes: “I hate quoting an old, overused cliche, but I’ve been very lost. And I think for the first time in a while I may be found.”
• Ownership: You'll be a massive part of our growth. There's nothing more exciting than seeing your work touch thousands of lives around the world and truly build a world-class experience with every email, push notification, blog, and more. You'll be doing that every day. You'll have ownership of our AR function and will be the go-to expert on everything related to partnership billing and collections.
• Growth: You'll build and maintain scalable processes as our partnerships grow. Every employee is a core team member who is expected to help build the company as a whole as we settle into a culture and continue to expand the team.
• Impact: Your success will be clearly measurable - automated billing adoption, reduced aging, faster collections - and will directly support our mission by ensuring our financial stability to keep serving our users.
• Team: You'll work with thoughtful, mission-driven teammates who care deeply about the work, the mission, and supporting one another well.
• Flexibility: HQ is in Chicago and we would love to have as many team members there as possible, but we are completely flexible on location within the United States.
• Comp: We will pay competitive market rates in terms of equity, cash, & benefits.

• Passion: First and foremost, we’re looking for someone excited and passionate about our mission. It makes it a lot more fun to actually care about what you’re working on!
• Ownership Mindset: Takes responsibility for AR outcomes, proactively identifies and solves problems, and doesn't wait to be told what to do. Brings a bias toward automation and efficiency, with a drive to minimize manual work and build processes that scale. Thrives in an environment with high standards, limited hand-holding, and constant change.
• Detail-Oriented, Organized, and Accurate: Brings a sharp eye for detail and takes pride in maintaining clean, accurate records. You’re systematic in how you manage tasks, follow-ups, and workflows, ensuring invoices, payments, and reconciliations don’t slip through the cracks while juggling multiple billing cycles and deadlines.
• Relationship Builder: Comfortable partnering internally with our partnerships team and maintaining professional relationships with external partners. You can artfully balance collections while keeping strong relationships, and can communicate complex billing topics in simple terms.
• Flexibility and Adaptability: While the day-to-day work schedule is flexible, you'll need to manage multiple billing cycles, prioritize competing deadlines during month-end close, and adapt quickly as our partnership models evolve. The ability to learn new tools and systems quickly is essential.
• Experience: 3-5 years of experience in accounts receivable, billing operations, or revenue cycle management is a must, preferably in a B2B, SaaS, or subscription business environment. Experience with contract review, revenue recognition, automated billing systems, and collections processes strongly preferred. Solid understanding of basic accounting principles and Excel / Google Sheets skills required.
• Grit: A start-up is tough and we really care about what we're doing. You'll be jumping into a role in a fast moving organization - perseverance and the ability to make progress independently will be critical.

Compensation Range