Account Executive (Outside Sales) - Mid-Market & Enterprise

Account Executive (Outside Sales)Company OverviewSimpliPay, founded in 2018, is a payments consulting firm built on decades of combined experience in merchant processing and banking. We partner with businesses to simplify payment operations, reduce costs, and implement efficient, scalable solutions. Our consultative approach and commitment to transparency allow our clients to make informed financial decisions with confidence.Position OverviewWe are seeking a results-oriented Account Executive with a strong background in outside sales to drive new business and develop strategic client relationships. This role is ideal for a disciplined, self-motivated professional who is comfortable operating in the field, engaging decision-makers, and managing complex sales cycles from initial outreach through close.Key ResponsibilitiesBusiness Development & Territory ManagementDevelop and execute a strategic plan to identify and engage prospective mid-market and enterprise clientsGenerate new business through proactive outreach, networking, referrals, and industry eventsBuild and maintain a consistent, high-quality sales pipelineSales ExecutionLead the full sales cycle, including discovery, solution development, presentations, proposal delivery, negotiation, and closingAssess client payment environments to identify inefficiencies and recommend tailored solutionsPresent value-driven recommendations to business owners and executive stakeholdersEffectively manage multi-stakeholder sales processesRelationship ManagementEstablish and maintain long-term client relationships focused on trust and ongoing valueIdentify opportunities for account growth and client referralsSales Operations & DisciplineMaintain accurate pipeline management, forecasting, and CRM (HubSpot) recordsApply a consultative, value-based sales approach in all client interactionsQualificationsExperienceMinimum of 5 years of outside sales experience, preferably in payments, fintech, or a related industryDemonstrated success in new business development and quota attainmentExperience selling to mid-market and/or enterprise clientsProven ability to manage complex, consultative sales cyclesSkills & CompetenciesStrong interpersonal, communication, and presentation skillsAbility to analyze business challenges and translate them into effective solutionsEffective negotiation and closing capabilitiesHighly organized with strong time and territory management skillsSelf-motivated with the ability to work independently in a field-based environment