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.