Head of Operations, YNAB
Humbly Confident
$175-250k
+ Eligible for an annual raise and profit-sharing twice a year
Senior and Expert level
Remote from US
More information about location
Financial education company with a money management app
Be an early applicant
Financial education company with a money management app
101-200 employees
FintechB2CPersonal financeFinancial ServicesSaaSDevOpsSocial Impact
Be an early applicant
$175-250k
+ Eligible for an annual raise and profit-sharing twice a year
Senior and Expert level
Remote from US
More information about location
101-200 employees
FintechB2CPersonal financeFinancial ServicesSaaSDevOpsSocial Impact
Company mission
To teach everyone to love how they spend their money.
Role
Who you are
- 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
- 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
Desirable
- 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
What the job involves
- 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
Application process
- Please be yourself! ChatGPT can sit this one out
- If you meet our hard requirements and follow the application instructions, we promise a real human will review your materials
- You’ll only be able to apply once, so make sure your answers are final before you click submit. (You can start your application and come back to it later.)
- Keep an eye out for an email from @pinpoint.email titled Thank you for applying to YNAB! This confirms your application has been received. If you don’t receive it, please apply again
- Apply here by Sunday, July 13, 2025 at 11:59pm PT
- Heads up! We'll be reviewing applications as they come in rather than waiting until the deadline. While July 13 is our official cutoff date, there's a chance we might fill the position sooner if we find the right fit!
- What to include in your application:
- A resume
- Want to make sure we don't miss anything important? If possible, please highlight or point out on your resume where your experience aligns with our hard requirements and preferred qualifications (listed above)
- A cover letter, including:
- On page 1: Please introduce yourself and explain why you’re a great fit. This isn’t your typical cover letter—skip the fluff and formalities, and just help us get to know you
- Starting on page 2: Please answer each of these questions in 2-3 paragraphs or less
- 1. What excites you most about this role, and why?
- 2. If you had to pick the top qualities that separate good executives from great ones, what would they be, and why
- 3. Imagine you’re our Head of Operations. You’ve just come back from the annual executive meetup, where budget and hiring decisions for 2026 were finalized
- Before the meetup, Avery—a respected senior leader—made a compelling case for hiring a project manager to support her team
- The executive team rigorously discussed her proposal, but ultimately couldn’t approve the hire
- Now it’s your job to share the decision with Avery
- What would you say to her
- Craft your response as if you’re writing to her directly. (Feel free to make assumptions about this scenario to guide your response.)
Our take
The average American worker has been feeling the strain over recent years. Rising household debt, poor financial literacy, and a complex labor market has helped contribute to a taxing period for finances. Now, we’re seeing more Americans than ever start budgeting and engaging with personal finance apps. You Need a Budget (YNAB) is one of them.
The YNAB budgeting platform has been up and running for nearly two decades now, and consistently wins a place in ‘budgeting app’ shortlists. It helps users create a budget and spending plan, as well as offering digital resources like live classes.
Whilst YNAB was early in developing this spread of features, other competitors were quick to follow suit, including the likes of Mint or Honeydue. YNAB has, however, secured a strong reputation in the growing sector. Whilst the company may need to expand to survive, YNAB is for now one of the leading players.
Kirsty
Company Specialist at Welcome to the Jungle
Insights
Company
Company benefits
- 4-Day Work Week: We’ve adopted a four-day work week (still 100% paid). For us, this means four regular days of work followed by a three-day weekend…every week!
- Take Vacation (Seriously): We want you to take vacation. In fact, we have a minimum vacation policy of three weeks per year. Five weeks feels about right (plus two extra weeks for our company-wide December break). It’s important to get plenty of downtime and get out and do something. We’ll look forward to seeing pictures of your adventures in our #office-wall Slack channel.
- No Outrageous Hours: We want everyone to have a full life outside of YNAB, and we rarely work more than four days per week. There have been a few occasions where things got busy and people had to put some extra time in—but then they took some extra time off, so it all balanced out. We work hard and smart and we care deeply about what we do, but we also love our families and about 2,000 other things. We have perspective and, ultimately, we think it makes us—and our work—even better.
- Up Your Game: We’re serious about helping you improve your craft. It’s one of our favorite savings categories, and it’s the most important work of our managers. Think conferences, online courses and subscriptions, dedicated time away from work to learn something new… It's really up to you and your manager. But we love to see our people growing.
- 100% Remote, Worldwide: Our team is spread all over the world—mostly in the United States, but also in the UK, Canada, Germany, Brazil, Mexico, and several other countries. Team members who live in the US or UK are set up as employees, and those who live in other countries set themselves up as independent contractors.
- Family leave: We offer generous paid parental leave for all full-time team members. (Here's to increasing the world's budgeters, one child at a time!)
- Equipment: We want you firing on all cylinders so we’ll set you up with a shiny new computer and replace it every three years.
- Meet Your Team: Some of our best work (and bonding!) is done in person. You’ll generally have the opportunity to meet with your team once or twice a year, at a small-team work-focused meetup or at our company retreat. At the YNAB retreat, we love to catch up on spreadsheets and powerpoints in a Best Western conference room. Just kidding. (It’s actually hard to write that sentence, even knowing it’s such a good joke.) So far, we’ve gone to Costa Rica, a gigantic cabin in the mountains, a beach house in the Outer Banks, a ranch in Montana, Laguna Beach, and most recently, Palm Springs. We work together, play together, and reinforce the bonds we’ve made as a team and company. Every time we meet up, we leave refreshed, motivated, and excited for the year ahead together.
- Flex Your Work Schedule: We’re fully remote, so a lot of our work is done asynchronously, but we love working together in real-time when it makes sense. We try to schedule most meetings between 12-3pm Eastern time (16:00-19:00 UTC) Monday-Thursday. Outside of your meetings, we trust you to set your own schedule by balancing your team’s needs with your own needs. You don’t need to ask for permission to take off early one afternoon to see the doctor, or be “active” on Slack if you’re working deeply on a project. We look at what you accomplish—not when or how long you're in front of a computer.
- Purpose: Did we mention that YNAB makes a huge, positive difference in people’s lives? You may not think that matters much, but then a few months down the road you’ll realize it’s made your job really, really enjoyable. Don’t underestimate this one!
- Health Insurance: We offer excellent medical, dental, and vision insurance for our US employees, where we cover 100% of the premium for you and your family. No need to check your vision, you read that right—100%. (Although if you did need to check your vision, we’ve got you covered!)
- Retirement: We have a Traditional and Roth 401k option. YNAB matches your contributions, up to six percent of your paycheck. Matches vest immediately. (Are you a personal finance junkie like our founder Jesse? He set up YNAB’s 401k to have the lowest fee structure possible, where all plan costs are paid by YNAB, not your retirement nest egg. The investment funds available are fantastic, passively-managed, ultra-low-cost index funds. Not a PF junkie? Trust us, it’s awesome.)
Company HQ
Lehi, UT
Leadership
Jesse Mecham
(Founder)https://www.crunchbase.com/person/jesse-mecham
Taylor Brown
(Technical Fellow)Share this job