Founding Account Executive

About UsCollectWise is a fast growing and well funded Y Combinator-backed startup. We're using generative AI to automate debt collection, a $35B market in the US alone. Our AI agents are already outperforming human collectors by 2X, and we're doing so at a fraction of the cost.With a team of five, we scaled to a $2 million annualized run rate in just a few months, and we are now hiring a Founding Account Executive to help us reach $10 million within the next year.Why NowFor the past year, our founder has personally run every single sales call—hundreds of them. We've closed millions of dollars in revenue, and demand has remained overwhelming throughout.This is not a sales problem. It is a capacity problem.We are now ready to bring on a Founding Account Executive to help us catch up and scale forward to $10M ARR.What You'll DoOwn the full sales funnel from first touch through closeRun a high volume of demos and sales calls with qualified prospects while still building significant pipeline yourselfConsistently exceed quota and close large, high-ACV deals with a strong command of value-based, consultative sellingAttend conferences, trade shows, and industry events to generate leads, build relationships, and create pipelineManage the sales process end-to-end, including lead generation, follow-ups, demos, stakeholder coordination, objection handling, and closingGenerate pipeline through outbound prospecting, relationship-building, email outreach, and creative huntingLead compelling, high-conviction product demos that clearly communicate ROI and move buyers toward closeWork directly with the founder to refine messaging, positioning, pricing, and demo flow so we can build a repeatable sales process as quickly as possibleNavigate complex sales cycles across multiple stakeholders, including executives, operators, legal, compliance, and procurement, while helping drive implementations and escalations to get customers live.Who You Are3+ years of experience as a front-line seller in enterprise or complex B2B salesA proven track record of consistently exceeding quota, not just hitting itYou have closed millions of dollars in deals and ideally $5M+ in ARR at a SaaS, fintech, or AI company in an adjacent industryYou have experience selling at a startup or in a similarly high-growth environmentYou have helped scale a company from roughly $1M or less in revenue to $10M or moreYou can run 8 to 12 demos a day without losing energy or sharpnessYou can build pipelines and expand GTM strategies. You want to build the playbook, not just follow oneYou are strong at consultative, ROI-driven selling and know how to sell outcomes, not just featuresYou are in NYC or willing to relocate there for an in-person, five-day-per-week roleYou are ready to work hard because you are ambitious, hungry, and want to winBonus Points If YouHave experience selling in the ARM or debt collection industryHave experience selling into collection agencies, financial institutions, BPOs, or health systemsHave built and scaled an end-to-end enterprise sales motionHave generated meaningful pipeline through conferences, events, and relationship-driven sellingWhat You GetA chance to be a foundational sales hire at a fast-growing AI companyHigh commission upside for a top performerDirect access to leadership and real influence over the company's sales motion and growthMeaningful equity with real upside$200,000 to $300,000 OTE