HiringCafe
Posted 5d ago

Account Executive (Retail SaaS + Payments) Salary + Uncapped Comm

@ Pinpoint Payments
View All Jobs
Clearwater, Florida, United States
$42k-$45k/yrOnsiteFull Time
Responsibilities:Run discovery conversations, Close deals, Schedule demos
Requirements Summary:Proven ability to close deals, manage a pipeline, and handle multi-source leads in a fast-paced, multi-touch sales environment. Must be comfortable traveling for events and client meetings.
Technical Tools Mentioned:HubSpot CRM
Save
Mark Applied
Hide Job
Report & Hide
Job Description
Benefits:
  • 401(k)
  • Dental insurance
  • Health insurance
  • Paid time off
Clearwater, FL (In-Office + Travel)

Base + Uncapped Commission | Top Performers $100K+

About PeakPOS

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
  • 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.

The Account Executive Role 

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
Some deals will close quickly. Others require demos, follow-up, and multiple conversations.

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.

What You’ll Do as an Account Executive 

  • 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 HubSpot 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
What We’re Looking For in a Account Executive 

  • 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:
  • Aggression (driving the close)
  • Patience (working deals over time)
  • Clear communicator who sounds confident and credible
  • Self-managed, accountable, and consistent in execution
Who This Is NOT For

  • 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
An Account Executive Must Have

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

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

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

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.