Founding Account Executive

Founding Account Executive We're building agentic recruiting software that rewrites how drivers get hired—and gives fleets a faster, smarter way to build their teams.Trucking moves over 70% of the nation's freight—but recruiting systems haven't kept up. Fleets operate in a world of high-volume hiring, strict compliance requirements, high turnover, and urgency to fill roles fast—yet they're still stuck with manual processes, disconnected tools, and slow qualification workflows.Drivers fall through the cracks. Recruiters are buried in manual follow-ups. Hiring goals slip.We're here to change that. Our AI platform automates the most painful parts of recruiting—engaging applicants, gathering qualifications, and accelerating time-to-hire without cutting corners.Double Nickel was founded by Francisco Lopez Roualdes (CEO) and Elif Kinli (CTO)—two builders with deep conviction that recruiting for essential industries should be faster, smarter, and radically more automated.Francisco spent nearly a decade at BCG, helping companies scale their operations. He later led lending at Clip, one of LatAm's largest fintechs. Elif built machine learning and AI infrastructure at Amazon, scaling internal tools for some of their most complex operations.We're product-minded, customer-obsessed, and move with urgency. We don't come from trucking—we come from systems thinking, automation, and environments where speed matters. We're impatient with problems, allergic to passiveness, and expect people to take ownership, not wait for it to be handed over.About the Role We're looking for a high-power Founding Account Executive to help us scale our sales motion. You'll own the full sales cycle—from prospecting to closing—and help us land the next wave of customers fueling our growth.In this role you'll get the chance to work directly with our CEO to evolve and optimize our sales process: test new messaging, refine outbound strategies, and help shape how Double Nickel goes to market. You'll build pipeline, close deals, and help us lay the foundation to continue scaling.If you love being part of the earliest stages, aren't afraid to roll up your sleeves, and want to help build a category-defining company—we want to meet you.What You'll Do Own the full sales cycle: outbound prospecting, discovery, demo, negotiation, and closeBuild relationships with decision-makers and influencers across recruiting, safety, and operationsRun consultative sales conversations that uncover pain and map our solution to their goalsCollaborate with the CEO to refine messaging, outbound plays, and overall sales strategyTrack and manage your pipeline in our CRM with discipline and accuracyRepresent Double Nickel at industry events and conferencesPartner with Customer Success to ensure smooth handoffs and long-term customer successQualifications 2–4 years of full-cycle B2B SaaS sales experience, ideally in a fast-moving startupProven track record of exceeding quota and closing SMB and mid-market dealsExperience selling to executive-level buyers with multiple stakeholders involvedStrong outbound prospecting skills - you do not shy away from the phonesExceptional discovery, demo, and closing skills using consultative sales techniquesSelf-motivated, resourceful, and comfortable working independently in a fast-paced environmentBonus: Experience selling into trucking, logistics, or other foundational industriesYou Might Be a Fit If You Are... Owner-first – You don't wait for leads to come in. You build pipeline, run plays, and close deals.Scrappy & resourceful – You figure out what works, run experiments, and adjust quickly.Tenacious – You thrive on rejection and know how to keep going when deals stall.Customer-obsessed – You listen deeply, understand customer pain, and sell to solve problems.Clear communicator – You make complex ideas simple, whether in email, on a call, or in a demo.What to Expect Competitive Compensation – $120,000–160,000 OTE + early-stage equityComprehensive benefits – Health insurance + 401(k)Work from anywhere – We are open to remote candidates based in the U.S.Optional in-person collaboration – Our office is in Brooklyn, NY if you prefer in-office timeUnlimited PTO – Because trust and outcomes matter more than hours logged