Territory Sales Manager

Willow is seeking a high-impact Territory Sales Manager to lead our expansion across South Florida. Based anywhere from Boca Raton to Miami, you will help build our physical presence from the ground up, managing a network of kiosks operating from 10 AM to 9 PM, Monday through Sunday. After establishing a strong digital brand, we are now bringing our mission into the real world, and we need a leader to scale this territory from day one.

About the Company

Willow is a telehealth company focused on personalized, responsible cosmetic weight loss care. We combine medical expertise with a supportive, patient-centered approach to help people feel more confident and comfortable in their bodies. Our goal is to make high-quality care accessible, thoughtful, and designed to fit real lives.

What you'll do

• Carry an individual sales target while managing performance across up to ~10 kiosk locations

• Hire, train, and develop Health Sales Consultants across assigned locations

• Drive enrollment and sales goals through hands-on coaching, regular kiosk check-ins, and holding your team to clear performance standards

• Develop your people intentionally, identifying growth opportunities and creating a culture where high performers want to stay and improve

• Model the sales behaviors you expect from your team; you lead from the floor, not from behind a desk

• Track location-level performance and implement improvements in real time

• Plan, promote, and execute field events across your territory with minimal corporate support

• Ensure consultants are using slow-traffic periods productively through digital outreach and engagement activities

• Report to national leadership on territory health, staffing, and results

What we're looking for

• 3–5 years in field sales or retail sales leadership with a demonstrated record of hitting numbers while developing others.

• 2–3 years building and managing small teams of sales consultants, with a track record of retention and performance.

• Experience in direct sales, kiosk, pop-up, or field-based environments: you understand how to sell without an inbound lead.

• Comfortable being on the floor at all times; this is not a desk job.

• Proven ability to organize and execute events independently.

• Valid driver's license and reliable transportation to move between locations.

• Familiarity with CRM or sales tracking tools.

Nice to have

• Background in healthcare, telehealth, or wellness sales
  
  

What’s in it for you?

• Competitive base salary + commission on territory enrollment and sales performance

• Uncapped commission — the harder you and your team work, the more you earn

• A front-row seat at one of the fastest-growing companies in women's health—this is ground floor, and it moves fast

• A fun, high-energy team culture where performance is celebrated and no two days look the same

• Real career growth as Willow scales nationally—the people building this from the ground up are the ones who grow with it