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Booksy

SaaS platform for beauty appointments

Field Sales Representative

Full-TimePosted on 10/20/2026
$50k - $65k
Mid
Tampa, FL, USA
RemoteMust be based in the Tampa (Carrollwood) region and have access to a vehicle for client visits.
Sales & Account ManagementField Sales

About the job

Requirements
  • Candidates must be located in the Tampa, Florida (Carrollwood) region and have access to a vehicle to drive to client locations.
  • Candidates need a results-driven attitude, motivation, and a track record of exceeding sales targets.
Responsibilities
  • Grow Booksy's presence in Tampa by helping small businesses adopt its solutions.
  • Build lasting business relationships through face-to-face interactions and sharing business solutions.
  • Manage a pipeline of potential clients and expand a book of business through cold calls, walk-ins, and social media outreach.
  • Attend industry events, conduct demos, and educate clients on the app's features.
Desired Qualifications
  • Two to four years of door-to-door field sales experience is preferred.
  • Beauty industry experience is preferred but not required.
  • Experience selling for technology or SaaS companies and working with small business clients is a plus.
  • Experience using Salesforce to organize the sales process and manage a pipeline is helpful.

About the company

Booksy provides a SaaS platform for appointment-based beauty and wellness businesses, with professional tools (Booksy Biz Lite and Booksy Biz Pro) for calendar, scheduling, payments, and marketing, plus a consumer marketplace app for clients to discover and book local providers. Professionals subscribe to tiered plans to manage operations, while clients use the free app to find, book, and pay for services. It stands out by concentrating on beauty and wellness with an all-in-one solution and a large two-sided marketplace that connects millions of clients with providers. The goal is to help beauty and wellness businesses grow by offering integrated tools and expanding internationally through acquisitions to strengthen its market position.

Company Size

1,001-5,000

Company Stage

Series C

Total Funding

$162.5M

Headquarters

Chicago, Illinois

Founded

2014

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Simplify's Take

What believers are saying

  • Booksy relaunched its web app in January 2026, improving provider usability.
  • Booksy Business app updated August 27, 2026, signaling active product investment.
  • CIBC Innovation Banking backed Booksy’s growth capital push, supporting expansion and platform work.

What critics are saying

  • Fresha and Square Appointments undercut Booksy on price, pressuring 2026 customer acquisition.
  • Booksy’s marketplace advantage depends on local liquidity; thin cities weaken bookings fast.
  • The 2020 ADA complaint against Booksy Inc. exposes ongoing accessibility and reputation risk.

What makes Booksy unique

  • Booksy combines marketplace discovery and salon SaaS across bookings, payments, and marketing.
  • Booksy Biz Lite and Pro target solo pros through multi-staff salons with one workflow.
  • Booksy’s 2026 relaunch unified web, tablet, and mobile around the same provider stack.

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Benefits

  • Health Insurance
  • Life Insurance
  • Wellness Program
  • Mental Health Support

Growth & Insights and Company News

Headcount

6 month growth

19%

1 year growth

19%

2 year growth

19%
Business Wire
Oct 4th, 2024
CIBC Innovation Banking Provides Growth Capital to Booksy

CIBC Innovation Banking announced today that it has provided growth capital to Booksy, a mobile-first booking platform that connects beauty, wellness

TradingView
Feb 19th, 2024
VNV Global exits its investments in Booksy, Tise, James Edition and Carla for a total consideration of up to USD 58 mln, of which USD 52 mln is paid at closing

VNV Global AB (publ) (“VNV Global” or the “Company”) today announces it has entered into an agreement to exit its investments in Booksy, Tise, James Edition and Carla (jointly the “Divested Companies”) to Verdane. The total consideration for the Divested Companies is an amount of up to USD 58 mln…

AI Capital
Dec 1st, 2023
Inovia Capital Acquires A Stake In Polish Booksy

Inovia Capital acquires a stake in Polish Booksy . . Canadian Inovia Capital has acquired a stake in Booksy, a Polish beauty services marketplace powered by a category-specific mobile SaaS platform for beauty providers. The amount of the deal is undisclosed

Trending Topics
Aug 10th, 2023
Innovation Map: Exploring Poland’S Dynamic Startup Ecosystem

With a rising number of startups, robust infrastructure, and substantial funding, Poland is becoming a prominent hub for innovation and entrepreneurship in the Central and Eastern European (CEE) region and beyond.  Poland has experienced major growth over the past 25+ years with its economy ranking as the 6th largest in the EU. 10 Southeast European startups and scaleups that have conquered EuropeMapping the Polish Startup Ecosystem. The Polish startup ecosystem is one of the most active in the CEE region, boasting an impressive lineup of 3000+ startups, 300+ co-working spaces, 130+ venture capital (VC) firms, as well as various acceleration programs and tech conferences

PR Newswire
Aug 2nd, 2023
Booksy Acquires Genbook to Empower Salon Owners With Booking Tools and Arm Consumers with Easy Access to Beauty and Self-Care Appointments

/PRNewswire-PRWeb/ -- Today, Booksy, the world-leading appointment booking platform and marketplace for service providers with tools such as calendar &...