Field Sales Representative

Field Sales Representative - Kissimmee/Orlando

Booksy · Kissimmee, United States (Remote) · Full-time · Posted 2026-10-09

Salary: USD 50,000–65,000

Workplace: remote

Department: Sales

Description

At Booksy, we believe in the power of feeling fantastic, every single day. That's why we're building a global team dedicated to helping people around the world thrive. From empowering entrepreneurs to build successful businesses, to supporting their customers in arranging those essential 'me time' moments, you'll be part of a mission that makes a real difference in people's lives.

Working in a rapidly growing and evolving company like Booksy means you'll encounter a unique set of opportunities and challenges. If you thrive in a stable environment with clearly defined processes, we want to be upfront: you won't always find that here. However, if you're a driven self-starter with initiative and the motivation to grow your career in an environment that's rapidly changing as we scale globally, then you'll absolutely love what Booksy has to offer.

Your possibilities. Our team. That's the beauty of it.

As a Field Sales Representative, you won't just be a representative; you'll be the very face of Booksy in the Kissimmee region. Your impact will extend beyond sales, making you an ambassador for our values and vision. You'll forge strong connections within the broader beauty industry, championing the adoption of Booksy among businesses, and helping them realize their full potential.

Here's how you'll make an impact:

Expand Booksy's presence: You'll be instrumental in growing our footprint in South Florida, empowering small businesses with our innovative solutions.

Build relationships that matter: Your skill in face-to-face interactions will be key to building lasting connections and sharing impactful business solutions.

Drive growth and success: You'll manage a pipeline of potential clients, utilizing cold calls, walk-ins, and social media outreach to expand your book of business.

Educate and enable: Attending industry events, conducting engaging demos, and thoroughly educating clients on our app's features will be central to ensuring their long-term success.

Compensation: $50,000 – $65,000 base salary + Uncapped Variable Compensation ($36,000+)

Requirements

Essentially, to ensure you succeed in this role you’re going to need…

• We believe prior exposure to field sales will set you up for success, with 2-4 years preferred.
• Please note candidates are required to be located in the Kissimmee area and should have access to a vehicle to drive to client locations.
• Results-driven attitude with a motivation and track record of exceeding sales targets.
• Fluency in Spanish is required.

It will also help you to have…

• Experience in the Beauty industry is preferred, but not required
• Experience selling for technology/ SaaS companies is a plus; as well as working with small business clients
• Experience with utilizing Salesforce to organize your sales process and manage your pipeline

Benefits

The Booksy benefits we offer are:

• Remote work with flexible work schedules. (We're proudly distributed across the globe, with each market being remote-first. Depending on which market you're joining, you might have office access or be fully remote - either works. All we ask is that you're based in the country/region this role is advertised in).
• Remote work with $50/month home phone/internet reimbursement.
• Comprehensive health, dental, and vision coverage with UHC.
• Company paid STD and LTD, and Basic Life Insurance at 1x salary up to $250,000.
• FSA/HSA's available - Booksy contributes $1,000/$2,000 for employee/employee plus.
• Accident/Hospital/Critical Illness voluntary plans available.
• 401k - 50% match up to 8% of contributions paid annually/ 3-year vesting period.
• PTO - Exempt employees - unlimited with manager approval. Non-exempt employees - 160 hours/year (does not roll over).
• 12 Holidays observed.
• Parental Leave - 12 weeks of paid leave.
• EAP (Employee Assistance Program).
• Voluntary Pet Insurance through Fetch.
• Financial wellness tools through SoFi and Ladder.
• Discounts via Perkspot.
• Booksy benefit $50 per month to use on services in our app.
• Phone/Internet reimbursement.

A bit about Booksy:

A career at Booksy means you're part of a global team focused on helping people around the world feel great about themselves, every day. From empowering entrepreneurs to build successful businesses, to supporting their customers to arrange 'me time' moments, we're in the business of helping people thrive and feel fantastic.

Working in a rapidly growing and evolving company comes with its own set of opportunities and challenges. If you prefer a stable environment, with clear processes and structures then, we've got to be honest, you won't always find that here. However, if you're a driven self-starter, with initiative and the motivation to grow your career in an environment that's rapidly changing as we scale-up globally, then the chances are that you'll love it at Booksy.

Our Diversity and Inclusion Commitment:

We work in a highly creative and diverse industry so it goes without saying that we strive to create an inclusive environment for all. We welcome people from all backgrounds and are committed to fair consideration in our hiring process. If you have any accessibility needs or require reasonable adjustments during the interview process, please contact us at [email protected], so we can best support you.

How AI helps us find great people

Think of our AI tool as a really smart assistant for our recruitment team. Its job? To help us move faster, stay consistent, and make sure no great candidates are overlooked. Every application goes through the same AI review to help us spot skills that match the role - but don’t worry, AI never makes the decisions. Real people do. Our recruiters and hiring managers handle every final call. And we regularly review how the tool is used to keep things fair, ethical, and compliant with data protection laws. Curious about how it works? You can always ask how AI was used in your application - it won’t affect your chances in any way.

If you have questions, just drop us a note - we’re happy to explain more.

Apply

Apply at Booksy

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