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Account Executive -PeakPOS - Retail SaaS Uncapped Comm

Job in Clearwater, Pinellas County, Florida, 34623, USA
Listing for: PINPOINT INTELLIGENCE LLC
Full Time position
Listed on 2026-06-19
Job specializations:
  • Sales
    B2B Sales, Account Manager, Sales Development Rep/SDR, Business Development
Salary/Wage Range or Industry Benchmark: 42000 - 45000 USD Yearly USD 42000.00 45000.00 YEAR
Job Description & How to Apply Below
Position: Account Executive -PeakPOS - Retail SaaS- Salary & Uncapped Comm

Benefits

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

Clearwater, FL (In‑Office + Travel)

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

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 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
What We’re Looking For in an 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
  • Hub Spot 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
Final Word
  • Stay organized across multiple deals
  • Follow up consistently without being told
  • Know when to push—and when to be patient
  • And ultimately,
    close business
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