Outside Sales Representative

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 OverviewWe are seeking a highly motivated, entrepreneurial Outside Sales Representative to drive new business for Simpay by selling our Exectras Membership product.As an Outside Sales Representative at Simpay, you will also be able to generate income through our entire suite of services: Payment Processing, HR, Business Insurance.Exectras Membership is a subscription-based benefits platform that helps small and mid-sized businesses offer meaningful healthcare, wellness, insurance, and business support services to their employees — without the high cost and complexity of traditional benefits.Our mission is simple: empower business owners to better support their employees while strengthening their ability to recruit, retain, and grow.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. And best of all, you don’t need to be licensed to sell Exectras Membership!You will prospect, present, and close new membership 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 Exectras MembershipIdentify employer pain points related to healthcare access, employee retention, and benefits gapsClose new membership agreements and exceed sales goalsBuild and manage a consistent pipeline in CRMDevelop referral partnerships and centers of influenceStay current on product updates and competitive positioningCompensation StructureW-2 employee statusLarge per deal bonusesLifetime Residual Income on sustained membershipUncapped earning potentialPerformance bonuses and incentivesSales training and ongoing supportThis 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 payroll, benefits, insurance, HR services, merchant services, or related industries is a plusStrong 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 employmentWhy Join Simpay?Sell a differentiated, high-value membership productBuild recurring revenue through subscription-based salesOperate without geographic limitationsLeverage a growing platform designed to support small businesses nationwideIf you are ready to create your own opportunity, control your income, and build long-term recurring revenue, we want to hear from you.