Humbly Confident Head of Operations

Job Description:

Humbly Confident Head of Operations

About Us and Why We’re Hiring

We’re YNAB (“why-nab”), a financial education company with a spendfulness app that helps people all over the world spend their money (guilt-free!) on what matters most. For over 20 years, YNAB’s proven method has been changing lives—and people can’t stop telling their friends about the difference it’s made. Think: debt paid off, marriages strengthened, goals achieved, stress erased, and sleep finally restored. But don’t just take our word for it—dive into our vibrant communities on Facebook, TikTok, and Reddit (really!) or skim through our glowing app reviews. You’ll quickly see why people rave about YNAB and why we’re so passionate about creating something that truly changes lives for the better.

Big things are happening at YNAB, and we’re strengthening our executive team to help guide what’s next. We’re looking for a strategic, hands-on leader to join our executive team and own our operations function, including finance, HR, people, and legal, so these are seamlessly supporting the company’s growth. This role blends high-level strategy with deep operational execution, acting as a connector between the financial health of the business and the underlying systems that drive it.

As Head of Operations, you’ll sit at the intersection of financial strategy, operational excellence, and company culture. You’ll make decisions that strike the right balance between pragmatism, compliance, and long-term vision. We’re looking for someone with a finance-first background who’s also passionate about building thoughtful, people-centered operations. And we really can’t stress this enough: YNAB’s impact starts with its people. This role plays a key part in ensuring YNAB remains a place where great people love to do their best work.

What We’re Looking For

Hard Requirements

For this role, you must: 

• Live in the United States and be authorized to work here
• Have at least five years of total experience in operations, ideally at the director level or higher
• Have at least three years of financial operations leadership experience (think strategic finance, revenue optimization, partnerships, and monetization)
• Have experience scaling operations at a dynamic, growing company with cross-functional concerns (managing teams across finance, HR, legal, and/or people operations)
• Be willing to travel about five times per year, typically for one week at a time

Preferred Qualifications

These aren’t required, but are likely to set you up for success: 

• Experience with B2C SaaS or subscription-based business models
• Experience at a small to mid-sized company
• MBA, CPA, or similar experience/certification

Note: If you believe you’re a fit for this role, but don’t meet our preferred qualifications, we still encourage you to apply. While our hard requirements are non-negotiable, we’re otherwise open-minded, and don’t need you to be the perfect candidate on paper.