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Careers

Simple Management Group

Why Work for the Simple Group?

At Simple Management Group, we're more than just a collection of retail brands-we're a team that believes in opportunity, growth, and meaningful community impact. With over 120 locations in the U.S., Puerto Rico, the Caribbean, Panama, Costa Rica, and the Dominican Republic, our stores are helping thousands of customers every day with access to affordable products and flexible financial services.

Whether you're looking for your first job or your next step up, this is a place where you'll be supported, respected, and set on a clear path to succeed.

Here's what our team members love about working with us:

  • Competitive pay and local benefit packages
  • Clear training programs and advancement tracks
  • Over 80 structured onboarding and skills-building courses
  • Monthly store bonuses, awards, and recognition events
  • Paid time off and wellness support
  • Tuition assistance and leadership academies
  • A work culture rooted in trust, teamwork, and service


What Makes Us Unique

Our stores are not just places to shop or work-they're bright, modern community spaces run by caring, ambitious team members. We lead with values that you can feel the moment you walk in:

  • Great Teams: 75% of our store leaders were promoted internally. We invest in talent with mentorship, support, and growth opportunities across roles and borders.
  • Excellence Everywhere: From clean, modern storefronts to fast and courteous service, we set high expectations and deliver on them every day.
  • Green & Clean: Our stores are polished-painted walls, clean restrooms, organized shelves, fresh uniforms, and spotless floors are the standard.
  • Celebrate Wins: From small wins to major milestones, we cheer on our team with employee-of-the-month awards, team dinners, bonuses, and more.
  • Community Focus: Each store gives back locally-whether it's school supply drives, job training sessions, or sponsorships. We don't just operate in communities-we contribute.


Work Across Borders - Grow with Us Internationally

Simple Group of Stores is one of the fastest-growing retail and financial services employers in the Americas. We actively support cross-border growth and transfer opportunities. Employees in Puerto Rico have moved up to leadership in Panama. Sales associates in Florida have joined corporate teams supporting the Caribbean. From regional leadership academies to multilingual training programs, our infrastructure is built to help ambitious employees rise globally.


Real People. Real Growth

Carlos - Store Manager, Florida

"I started as a sales associate in 2020. Now I'm managing my own store. They saw my potential and gave me every tool I needed to succeed."

Maria - Regional Trainer, Puerto Rico

"Training new hires is one of the most rewarding parts of my job. I've seen so many coworkers grow, just like I did."

Trevon - Sales Associate, Jamaica

"This was my first full-time job. I've stayed because the people here truly care about your development-and they celebrate your progress."


Open Roles - Hiring in Every Region

Common Roles Available:

  • Retail Sales Associate
  • Customer Service Representative
  • Store Supervisor
  • Assistant Store Manager
  • Operations Support / Back Office
  • Training & Regional Support Roles

Each region may have specific titles or benefits based on local labor laws and cultural norms.


Ready to Make Your Move?

You're one step away from joining a company that sees you, supports you, and grows with you. Visit your local job platform below and apply today!