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B2B Outside Sales Executive

simpayDayton, OHMay 10th, 2026
About SimpayDo 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 OverviewWe 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 DoProspect and generate new business through cold calling, networking, referrals, digital outreach, and in-person meetingsSchedule and conduct sales appointments with business owners and decision-makersDeliver compelling, value-driven presentations of our servicesClose new agreements and exceed sales goalsDevelop referral partnerships and centers of influenceStay current on product updates and competitive positioning Compensation StructureW-2 employee statusLarge per deal bonusesLifetime Residual IncomeUncapped earning potentialPerformance bonuses and incentivesSales training and ongoing support This role is ideal for professionals who prefer performance-based income with unlimited upside.Qualifications2+ years of B2B sales experience preferredExperience selling to small or mid-sized businesses strongly preferredBackground in merchant services/payment processingStrong prospecting and closing abilitiesExcellent communication and presentation skillsSelf-motivated with a hunter mentalityComfortable operating independentlyValid driver’s license (if conducting in-person sales) Ideal Candidate ProfileYou are:Competitive and highly drivenComfortable initiating conversations with business ownersDisciplined in managing your own activity and pipelineResilient and consistentMotivated by unlimited earning potentialEntrepreneurial but value the stability and structure of W-2 employment Why Join Simpay?Sell differentiated payment processing servicesMultiple products and services for cross sell opportunitiesBuild recurring revenue through SMB salesOperate without geographic limitationsLeverage 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.

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