Account Executive -PeakPOS - Retail SaaS- Salary & Uncapped Comm

Job Description

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.