About Simpay
Do you want to earn lifetime residual income AND work for a company you can trust? Welcome to Simpay. Our goal is to simplify the lives of business owners by providing our customers with solutions that save them time and money.
Position Overview
We are seeking a highly motivated, entrepreneurial Outside Sales Representative to drive new business for Simpay by selling our Payment Processing services to local merchants.
As an Outside Sales Representative at Simpay, you don’t have to just sell payment processing. You will also be able to generate income through our entire suite of services: Employee Benefits Memberships (Exectras Membership), Business Insurance.
This is a
W-2, commission-only role
designed for self-starters who want unlimited earning potential without geographic restrictions. There are no protected or assigned territories — your success is driven by your initiative, activity, and ability to close.
You will prospect, present, and close new payment processing agreements with small and mid-sized employers across any market you choose to pursue.
What You’ll Do
Prospect and generate new business through cold calling, networking, referrals, digital outreach, and in-person meetings
Schedule and conduct sales appointments with business owners and decision-makers
Deliver compelling, value-driven presentations of our services
Close new agreements and exceed sales goals
Develop referral partnerships and centers of influence
Stay current on product updates and competitive positioning
Compensation Structure
W-2 employee status
Large per deal bonuses
Lifetime Residual Income
Uncapped earning potential
Performance bonuses and incentives
Sales training and ongoing support
This role is ideal for professionals who prefer performance-based income with unlimited upside.
Qualifications
2+ years of B2B sales experience preferred
Experience selling to small or mid-sized businesses strongly preferred
Background in merchant services/payment processing
Strong prospecting and closing abilities
Excellent communication and presentation skills
Self-motivated with a hunter mentality
Comfortable operating independently
Valid driver’s license (if conducting in-person sales)
Ideal Candidate Profile
You are
Competitive and highly driven
Comfortable initiating conversations with business owners
Disciplined in managing your own activity and pipeline
Resilient and consistent
Motivated by unlimited earning potential
Entrepreneurial but value the stability and structure of W-2 employment
Why Join Simpay?
Sell differentiated payment processing services
Multiple products and services for cross sell opportunities
Build recurring revenue through SMB sales
Operate without geographic limitations
Leverage a growing platform designed to support small businesses nationwide
If you are ready to create your own opportunity, control your income, and build long-term recurring revenue, we want to hear from you.