Humbly Confident Delight✨ Specialist
Application Deadline: 14 September 2025
Department: Marketing
Employment Type: Full Time
Location: Remote
Compensation: $60,000 - $75,000 / year
Description
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 to them. 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 for them. 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.
Now, we’re looking for a Delight✨ Specialist to join our team in making our community feel seen, appreciated, and downright delighted. This behind-the-scenes role is all about execution, handling logistics, tracking details, and helping thoughtful touches come to life. Your love languages are probably creative gifting and a well executed to-do list. If you're the kind of person who finds joy in making magic happen through the "invisible" work of shipping, tracking, organizing, and wrapping, this role is for you.
For this role, you must:
- Live in the 48 contiguous United States and be authorized to work here
- Have at least 2 years of experience working with visual/brand designers and managing external vendors, such as those in print production or merchandise
- Have at least 1 year of experience working on a marketing team
- Be available to handle physical shipping tasks (think: frequenting the post office, lifting 30-pound packages, and navigating shipping complexities)
- Live within 30 miles of a reliable postal annex/UPS/FedEx physical location
- Be a YNAB user. You get why our community is as obsessed with us as we are with them.
- Be comfortable (and energized by) handling repetitive, behind-the-scenes logistics with care and consistency
- Be creative (and not to brag, but you’re probably the best gift giver you know)
Please note that we aren’t able to consider candidates who don’t meet these requirements.
These aren’t required, but if they sound like you, you’ll probably hit the ground running:
- You’ve wrangled merch before. Maybe that means managing inventory, coordinating with vendors, or navigating a shipping platform or two.
- You’ve been in the mix with live events, PR efforts, or customer gifting programs, and know how to keep all the moving pieces moving.
That’s a quick snapshot of what we’re looking for. Before we go further, let’s make sure you’re excited about working with us. We’ll share more about YNAB, then dive into the role details and application process (be sure to read all the way to the end!).
YNAB started in 2004 and we haven’t taken any outside funding—we’re established, profitable, and in this for the long haul. We have one overarching requirement when it comes to joining our team: our
Core Value Manifesto has to really click with you. If you’re nodding emphatically while reading it, you’ll probably like it here!
We live our core values every day at YNAB, and we mean it when we say we are an equal opportunity employer. We believe a diversity of backgrounds, abilities, and experiences is critical to our success, and we are passionate about creating a welcoming and supportive environment for every employee. All are encouraged to apply as we continue growing a smart, hard-working, and diverse team that loves building something that matters.
We also work really hard, together, to make working at YNAB an amazing experience. We’re (humbly) proud to have received many of
Fortune’s “Great Place to Work” awards over the years, including #1 two years in a row! We have a team of truly exceptional people—the kind you’ll be delighted to work with. Let’s introduce you to a few of them!
Haley leads brand marketing at YNAB, where delighting our community isn’t just part of the job—it’s the strategy. From cultivating our cult-like following to fueling the magic of YNAB Fan Fest, she’s always dreaming up wild and wonderful ways to connect with fans and keep the YNAB story shining. Whether it’s a clever campaign, a standout media moment, or an influencer partnership that just clicks, Haley makes sure YNAB’s voice feels as fun, creative, and human as the people who love it. When she’s not dreaming up her next big idea, you can usually find her chasing after her two young daughters and golden retriever along the San Diego coast.
Brittany lives for the rush of a good media hit. As the PR Manager, Brittany keeps her finger on the pulse of what's trending, from breaking news to the latest viral TikTok video, to keep YNAB and its experts at the forefront of current events. When she’s not writing pitches or fielding media requests, you can find this novice foodie trying new restaurants, exploring the Rocky Mountains with her puppy, or rewatching Outlander for the hundredth time.
Andrea joined the product design team in 2018 and jumped over to the marketing team last year as our Marketing Design Manager—just in time for the brand refresh! With a career steeped in user experience, she’s found her dream job where creativity and helping others collide. When she’s not obsessing over pixels and fan fests, you’ll find this compulsive doodler soaking up live music, art shows, and ocean waves.
Kelly is a jack of all Marketing team trades and master of some. As the Marketing Operations Lead, Kelly usually knows what's going on or at least who to ask. She commonly leads kickoffs or steps in to tidy up project spaces in Asana. She's our in-house Google meeting DJ and has the elusive gift of selecting the perfect song every time. She loves living near the biggest lake in the world (Lake Superior) and can't resist a friendly pun, inside joke, or harmless prank. Bonus points if it’s all three at once!
Now that you’ve learned about some of your future teammates, let’s talk more about YNAB and what it’s like to work here.
We’ve always been a fully remote team, with people spread across the globe. For this position, however, we’re looking for someone based in the 48 contiguous United States. That’s because this role involves frequent trips to the post office (and international shipping rates are no joke!). Additionally, we need someone that lives within 30 miles of a reliable postal annex/UPS/Fedex physical location to help keep our delight deliveries running smoothly.
We’ve adopted a four-day work week and rarely work more than that. There are occasions where things get busy and people put some extra time in—but then we encourage them to take some extra time off, too. We’re a product-led organization that takes our work-life balance seriously, so we all prioritize working hard and smart, but at a measured pace. 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.
As a remote team, a lot of our work is done asynchronously—but we also love working together in real time. We try to schedule most meetings from 12-3 pm Eastern, Monday-Thursday. Outside of your meetings, we trust you to set your schedule by balancing your team’s needs with your own needs. You don’t need to ask for permission to take off early for an afternoon appointment, or be “active” on Slack if you’re working deeply on a project. We look at what you accomplish, not how long you're in front of a computer.
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 to get out and do something. We’ll look forward to seeing pictures of your adventures in our #office-wall Slack channel!
We love remote work around here, but we also love getting together in person. You’ll generally have the opportunity to meet with your YNAB teammates at least once 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. So far, we’ve gone to
Costa Rica, a
gigantic cabin in the mountains, a ranch in Montana,
Laguna Beach,
Palm Springs, and most recently, Cape Cod. We work together, play together, and strengthen the bonds we’ve made as a team and company. At the end of each retreat, we feel energized, inspired, and excited to tackle the work ahead.
We’re serious about helping you improve your craft, and will provide you with a professional development stipend each year. Think conferences, coaches, online courses and subscriptions, dedicated time away from work to learn something new. It's really up to you and your manager. We love to see our people grow!
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. Everyone is eligible for our generous paid family leave, vacation, holidays, and sick time.
Since you live in the United States, you’ll also be eligible for our health, dental, and vision insurance, 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, NBD, we’ve got you covered!)
We also have a Traditional and Roth 401(k) option, where YNAB matches your contributions up to six percent, and 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. You’re not a PF junkie? Trust us, it’s awesome.)
At YNAB, we’re committed to equitable, market-driven, data-based compensation and we aim to offer a competitive benefits package to our team members. The starting salary for this role will range from $60,000 to $75,000 USD annually (with the higher end reserved for the most experienced candidates). If we decide to make you an offer, we’ll determine the most appropriate number based on what we know about your experience and competency for the role, and then we’ll make you our best offer and hope you accept! If you join our team, you’ll also be eligible for a raise once a year and for our profit-share twice a year. (YNAB wins, you win—that kind of thing.)
- Once you start, we DEMAND (in a friendly, ALL CAPS IS YELLING way) that you fill out your “Bucket List” spreadsheet with 50 items. (That’s harder than it sounds!)
- We want you firing on all cylinders, so we’ll set you up with a shiny new computer and replace it every three years.
- 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!
If this sounds like your ideal environment, read on because now we want to talk about you, and how you’ll play a big part in changing people’s lives.
You’re the one who makes the magic happen. From surprise gifts to perfectly executed events to merch that sparks joy, you’ll bring thoughtfulness and heart to the details that make people feel cared for. Here’s what that looks like in practice:
- Own the logistics and systems that make both internal and external delight mailings, events, merch drops, and gifting moments happen
- Translate concepts like “back-to-school kits” or “renewal gifts” into fully packaged, ready-to-go experiences (with confetti, obvs.)
- Manage packaging and shipment of individualized PR mailings with heart and precision (the post office will be like your second home office)
- Maintain tools like PO boxes, shipping accounts, and gifting platforms
- Coordinate with the Ops team to execute internal delight initiatives to make sure the YNAB team feels appreciated, celebrated, and cared for (think: welcome boxes, anniversary gifts, and a little extra support during those tough moments in life)
- Coordinate (with the help of our events team) logistics for vendor communication, printing, inventory, and behind-the-scenes prep
- Provide remote or on-site support for YNAB events as needed—handling hiccups and last-minute needs (thank goodness you keep that box of matches in your bag for the birthday candles!)
- Help infuse every gathering with thoughtful touches
- Manage post-event logistics like thank-yous, inventory records, and capturing team reflection so the next event is even better
- Monitor inventory and performance, retiring or reordering items as needed
- Serve as first-line support for merch issues and handle replacements or resolutions
- Liaise with merch partners and our internal designers to oversee timelines for items and launches
- Track merch budgets and performance, and coordinate creative assets and photo needs
That’s a whole lot of bullet points, so let’s paint a picture. While no two days look exactly the same around here, here’s a peek at what a typical day might look like:
You start your morning by checking on a few new merch orders. One customer’s hoodie shipped to the wrong address, so you work your magic to get a replacement on the way (with a handwritten note, of course). Next, you package up three PR Boxes, carefully tucking in the special items so the influencer or reporter who receives it feels like they’re opening a gift from a friend.
Before lunch, you hop on a quick call with a vendor and send a follow-up message to our design team about printing for an upcoming event. Then, you confirm with the venue that yes, they do have enough extension cords and will have gluten free breakfast options (thank goodness). After lunch, you’re updating the merch store inventory, retiring a slow-moving item, and scheduling a re-order of the beloved water bottles.
In the afternoon, you swing by the post office to drop off the day’s delight gifts. Today it’s license plate keychains for the YNABers who have just paid off their cars (YNAB Win!) and something thoughtful for a team member who’s having a tough time. Back at your desk, you scroll through your Asana inbox to see the latest Delight opportunities submitted by the Support team, check the tracking status of the week’s deliveries, and spend a few minutes researching a new vendor for a top secret print project for one of our product teams.
You close your laptop feeling good—because you know you made people feel cared for today.
Apply here by Sunday, September 14th at 11:59pm Pacific. Firm. It’s a real deadline. The kind you love.
Heads up: We’re (humbly) anticipating a lot of applicants for this role. Given that, please note:
- We may adjust the application deadline to an earlier date. If we do, we’ll provide at least 24 hours’ notice—stay tuned to our social media channels for updates.
- The best way to help your application stand out is to follow all the directions below.
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. (This isn’t a requirement, but it helps.)
Cover Letter
On page 1: Introduce yourself and explain why you’re a great fit. (Please also include the word “skedaddle” somewhere in this.) 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 1-3 paragraphs:
- Besides YNAB, what are you a huge fan of and why?
- Give us an example of a time you were committed to the bit.
- Head over to our social channels (YouTube, Instagram, Facebook, or TikTok) and scroll through the comments. Pick one real YNABer whose story, tone, or situation feels like a great opportunity for delight. You have a $50 budget to surprise them—what would you send (links/photos/examples encouraged!) and what message would you include with your delivery?
- Imagine you’re our new Delight✨ Specialist. A print vendor contacts you saying there’s a bleed issue with a design that needs to be fixed by the end of the day to hit the print deadline. It’s now your job to share this with Andrea, the designer on our team. What would you say to her? Craft your response as if you’re writing to her directly (and feel free to make assumptions about this scenario to guide your response).
Tips
- 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.
- Though we know it’s customary in some areas, please do not share a headshot anywhere in your application 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.
- If we can help with an accessibility need, email us at accommodations@ynab.com and indicate in the subject line that you’re applying for the Delight Specialist role. (We can only respond to messages related to accommodations.)
- Finally, please click here for an outline of what this hiring process will look like. It’s rigorous, but truthfully, people say it’s fun!
We look forward to hearing from you!