Pop-up Sales Associate

Life is Good•Boston, MA

1d•Onsite

About The Position

Bring Optimism to Boston's Most Iconic Marketplace. Love meeting new people? Thrive in a fast-paced environment where every conversation can turn into a sale? Join Life is Good at our Faneuil Hall pop-up, where you'll help create custom hats and t-shirts, connect with visitors from around the world, and spread the power of optimism one interaction at a time. Whether you're a DIY enthusiast, a maker at heart, or simply love creating something unique with your own hands, you'll enjoy bringing each customer's personalized hat or t-shirt to life. If you're outgoing, motivated by results, and energized by making someone's day a little better, we'd love to meet you. Earn $20/hour plus 5% commission on sales while creating memorable customer experiences in the heart of Boston. Faneuil Hall has drawn people together since 1742. Life is Good is setting up there, and this role exists to make sure every person who walks by our cart has a chance to walk away with something that makes their day — a custom hat, a t-shirt, or just a conversation that sticks. You are the live, in-person expression of a brand built on the belief that optimism is a force for good. Your job is to make that impossible to ignore.

Requirements

Experience in a customer-facing role — retail, hospitality, events, or anywhere you had to win people over quickly.
Comfortable and confident talking to strangers and thrive in high-foot-traffic environments.
Available for weekend shifts and have flexibility across the week.
Operated or willing to learn hands-on equipment (heat press training is fully provided).

Nice To Haves

DIY enthusiast
Maker at heart
Love creating something unique with your own hands
Outgoing
Motivated by results
Energized by making someone's day a little better
Take pride in the craft — a clean press, a great recommendation, a moment that turns a passerby into a fan.
Take ownership of your space and your shift without being asked.
Stay motivated by results and take genuine satisfaction in the win.
Know and understand the impact of our mission and the Life is Good Superpowers.
Skilled and comfortable working independently and as part of a team.
Give and receive feedback thoughtfully and constructively.
Known for having a positive impact on those around you.

Responsibilities

Engage customers at the cart with warmth and genuine product knowledge — meeting them where they are, not running a script.
Operate the hat and shirt heat press to create custom, on-demand pieces on the spot.
Drive sales through authentic connection, turning curiosity into conviction and passersby into fans.
Keep the cart looking sharp, stocked, and running smoothly every shift.
Represent Life is Good’s mission to every person you meet — tourist, local, skeptic, or true believer.
Use AI tools to quickly get up to speed on product stories, brand history, and customer FAQs — so you can answer questions confidently and keep the conversation moving.