Enterprise Account Executive

Company DescriptionFlexFactor is the first AI-powered platform that identifies and intercepts false payment declines in real time, preventing checkout from ever failing for cardholders. Backed by Bessemer Venture Partners, FlexFactor is reengineering how merchants reverse the negative economic impacts of false declines – including lost revenue, reduced LTV, and wasted CAC.As a Series A startup, FlexFactor's fast-pace enviroment is best suited for those looking to join a rocket ship early. We work hard, work fast, and have fun! Role Description and ResponsibilitiesFlexFactor prevents false payment declines in real time, helping businesses protect revenue, improve authorization rates, and deliver better customer experiences at checkout.We are hiring an Enterprise Account Executive to lead complex sales cycles within strategic organizations. This role focuses on understanding operational and financial impact, building consensus across stakeholders, and driving deals from discovery through close.You will work opportunities generated by Enterprise BDRs and also originate your own pipeline within target accounts. Success in this role comes from strong discovery, business acumen, and the ability to translate payment performance challenges into measurable ROI for executive buyers.You will partner with solutions, product, and leadership teams to guide prospects through evaluation, align technical and business stakeholders, and create buying momentum across finance, payments, and risk organizations.Key ResponsibilitiesRun full enterprise sales cycles from discovery through closeLead multi-stakeholder conversations across finance, payments, risk, and executive leadershipQuantify business impact and build ROI-driven business casesNavigate procurement, security, and technical validation processesDevelop and execute account strategies with BDRs and leadershipExpand opportunities through multi-threading and internal championsMaintain accurate pipeline forecasting and deal strategy in CRMCollaborate with product and implementation teams to ensure successful handoffGenerate additional pipeline within target accounts when neededRequired Qualifications5+ years of closing experience in B2B SaaS, fintech, or payments environmentsProven track record closing complex mid-market or enterprise dealsExperience selling into finance, payments, fraud, or operational stakeholdersStrong discovery and business case development skillsComfortable navigating long sales cycles and multiple decision-makersAbility to manage pipeline, forecast accurately, and prioritize effectivelyHigh ownership mindset and strong communication skillsPreferred QualificationsPayments ecosystem experience (processor, gateway, orchestration, fraud, risk, or issuing)Experience selling ROI-driven solutions to CFO or finance leadershipFamiliarity with Hubspot and modern sales engagement toolsKey Performance Indicators (KPIs)Closed-Won Revenue – Achievement of quarterly and annual quotaPipeline Conversion Rate – Progression of qualified opportunities to closeForecast Accuracy – Reliable deal management and predictabilityBenefits & Competitive CompensationCompetitive base salary plus commissionCompetitive base salary plus uncapped commissionEquity participation in a high-growth fintech companyStrategic deal exposure and executive visibilityHealth, dental, and vision insuranceFlexible paid time off and company holidaysRemote-friendly work environment and home office supportAccess to modern sales and data toolsOngoing training and career development opportunities