Account Executive; Retail SaaS & Uncapped Comm

Benefits

• 401(k)
• Dental insurance
• Health insurance
• Paid time off

Location:

Clearwater, FL (In-Office + Travel)

Base + Uncapped Commission | Top Performers $100K+

PeakPOS is a modern retail platform that goes beyond traditional POS systems. We help business owners gain visibility into their business, operate more efficiently across locations, staff, and inventory, increase revenue with smarter tools and workflows, and accept payments seamlessly across in-store, mobile, and online.

This is not just a point-of-sale—it’s a core system that impacts how a business runs day to day.

We are hiring full-cycle Account Executives who know how to drive deals to a decision. This is a multi-touch sales environment. You’ll be working a mix of live transfer leads, inbound opportunities, outbound outreach, trade show and in-person opportunities.

The expectation:
You know how to do both. This is a true end-to-end role. You will generate, manage, and close your own opportunities—there is no large team of BDRs/SDRs handing off pre-qualified deals.

• Run strong discovery conversations and quickly assess fit
• Close deals on the first call when the opportunity is there
• Schedule and run demos when needed—and follow through
• Manage a multi-touch pipeline with consistent, disciplined follow-up
• Use Hub Spot CRM to track activity and move deals forward
• Handle objections and confidently guide prospects to a decision
• Attend trade shows and events to generate and close business

• Proven ability to close deals and manage a pipeline
• Experience working multiple lead sources (inbound, outbound, live transfers)
• Strong follow-up habits and organizational discipline
• Ability to balance aggressiveness (driving the close) and patience (working deals over time)
• Clear communicator who sounds confident and credible
• Self-managed, accountable, and consistent in execution

• Reps who rely on demos but struggle to close
• Anyone who needs constant micromanagement
• Poor follow-up habits or disorganized pipeline management
• People who abandon deals too early
• Order-takers who wait instead of leading

• POS, SaaS, or merchant services experience
• Experience selling to SMBs or retail businesses
• Trade show or in-person sales experience
• Hub Spot or CRM familiarity
• Bilingual (Spanish)

• Ability to travel for trade shows, events, and occasional client meetings
• Travel is part of the sales strategy in this role

• Base Salary: $42,000–$45,000
• Uncapped Commission + Bonuses
• Top Performers: $100K+
• Health, Dental, 401(k), PTO + Paid Holidays

This Account Executive role is for someone who can stay organized across multiple deals, follow up consistently without being told, know when to push—and when to be patient—and ultimately close business.

If that’s you, apply and let’s talk.