Hey! You've taken a break from the regular (making things work better for everyone around you) to find something better for you. Pro move. This might be your lucky day.
If your idea of a beautiful moment is a perfectly executed launch, a spotless QA checklist, a color-coded project tracker, and a website that quietly works exactly the way it’s supposed to… keep reading.
We’re looking for the kind of operational leader who notices the missing pixel, catches the broken link before anyone clicks it, and somehow enjoys turning chaos into clean, scalable systems. The kind of person who gets genuine satisfaction from organized workflows, reliable processes, clear ownership, and vendors that actually meet their deadlines.
At Life is Good, our website is one of the most important ways we connect with customers every day. Behind every product launch, promotion, campaign, and smooth customer experience is an operational engine that keeps everything moving. This role leads that engine.
You’ll thrive here if you love creating order without creating bureaucracy, solving problems before they become emergencies, and building systems that help people do their best work. Bonus points if project plans, operational dashboards, and automation opportunities spark the same joy other people reserve for beach vacations.
And yes… once in a great while that means solving a website issue at 8:47 PM while drinking cold coffee and staring heroically into the glowing abyss of browser tabs like a digital air traffic controller for t-shirts.
Got the vibe? Read on...
Why this job exists
The Director of Web Operations ensures the Life is Good eCommerce platform is always on, always accurate, and always delivering for the customer. This role is the operational backbone of our digital business — owning platform reliability, vendor management, QA, and the day-to-day systems and processes that keep the site running at every layer.
You will manage the ecosystem of third-party platforms, tools, and service providers that power our digital experience, holding partners accountable to SLAs and driving continuous improvement across integrations and operational standards. Working cross-functionally with Engineering, Marketing, Merchandising, IT, Customer Care, and Fulfillment, you ensure that every promotion, product launch, and site update is executed with precision.
Requirements
REQUIRED EXPERIENCE
What you’ll contribute
IMPORTANT DETAILS
Pay Transparency:
We post our jobs on a collection of sites. Not all of them portray accurate information about our compensation ranges. For years, we've used a market-based approach to determine starting pay for all roles at Life is Good. We encourage you to explore reputable salary calculators like Salary.com or PayScale and, using accurate data for the apparel industry, this job (from the job description), our company size (under 300 people), location (Boston), and the required experience for this role (at least 10 years), you will see the pay range for this role.
What you’ll do
How you show up
When you’ll know you’re successful
Benefits
We’re a community of optimists who believe optimism is a powerful way to live and work. We care deeply about creativity, collaboration, authenticity, and making a meaningful impact through the work we do together.
We’re not interested in building a culture where people simply “fit in.” We want people who elevate the work, challenge stale thinking, improve the experience for others, and help move the business forward.
We are located in the innovative and thriving Fort Point neighborhood. Our community is full of green space, outstanding food, and entertainment options. We offer top quality Medical, Dental, Vision, Flexible Spending Accounts, Transit or Parking Reimbursement Accounts, Life, AD&D, Short and Long-Term Disability, 401(k) with a match, Paid Time off, 10 paid holidays, Good Vibes Time (we pay you to volunteer for the non-profit cause of your choice) and Family Time. And we have dogs. You’ll be involved in growing our social mission through the Playmaker Project.
Life is Good is an equal opportunity employer and does not discriminate against otherwise qualified applicants on the basis of race, color, religion, national origin, ancestry, sex, age, mental or physical disability, pregnancy, sexual orientation, gender orientation or expression, marital status or veteran status, or any other legally protected characteristic under applicable federal or state law.
For five years, Bert and John Jacobs drove up and down the East Coast, selling their t-shirt designs on the streets and in college dorms. They slept in their van, lived on PB&J, and showered when they could. The adventure was great, but sales were, uh, lacking.
In 1994, with just $78 to their names, Bert and John designed their first “Life is Good” t-shirt to counter the negative news – and discovered how those three simple words could inspire people to focus on the good.
It should have come as no surprise that the power of that one idea was just too strong to get wrong. After all, Bert and John’s mom, Joan Jacobs, had raised them to believe in the power of positivity.
As a parent of six kids, raising the family on their dad’s slim salary, Joan still managed to make little moments magical. She didn't just tell bedtime stories. She unlocked her kids’ imaginations. In her tales, she became a wolf on a bicycle, or a princess in a flying submarine, or a dragon who breathes love instead of fire. In fact, our logo was inspired by Joan’s creative bedtime stories. It’s a symbol of her fierce love and a tribute to her playful imagination.
We like to think of Joan Jacobs as the original “Playmaker,” a term we coined that describes those who help kids heal and thrive through the power of play. In Joan’s honor, more than 10% of Life is Good’s annual net profits are donated to the Life is Good Playmaker Project to help raise the next generation of optimists.
