Founding Account Executive

About HyperscaleFounding Account Executive (SF In-Person Preferred)Hyperscale is building the AI-native intelligence layer for physical operations - starting with trucking carriers. We're a team of ex-Samsara engineers and fleet operators automating the highest-volume office workflows (driver support, load coordination, scheduling) with agentic AI that actually moves the needle. Our products are deployed with some of the largest fleets in the US, autonomously handling ~70% of inbound calls with strong customer satisfaction. We're a small team, moving fast, backed by top investors and advisors.The RoleWe're hiring a Founding Account Executive who will own and close enterprise deals with trucking carriers. You'll work directly with the founders and our Head of BD to build Hyperscale's sales motion from the ground up - defining our sales process, refining our value proposition, and establishing us as the category leader in AI for carrier operations.You'll be selling at the frontier of AI adoption in operations: engaging C-suite and operations leaders about autonomous agentic systems that fundamentally transform how carriers run their business. This means understanding both the cutting-edge technology and the operational realities carriers face, then navigating complex enterprise sales cycles to close transformative deals.This is a high-impact, hands-on role where you'll shape the sales playbook and have direct influence on product, pricing, and go-to-market strategy. If you like building from zero, owning the full sales cycle, and working closely with founders in a startup environment, this role is for you.What You'll DoEnterprise sales and deal executionOwn the full sales cycle from discovery to close for enterprise and strategic mid-market accountsNavigate complex, multi-stakeholder sales processes involving operations, IT, procurement, and C-suite buyersRun compelling demos and ROI conversations that tie our agentic AI platform to concrete business outcomesNegotiate commercial terms, manage procurement processes, and close six- and seven-figure dealsBuild and manage a healthy pipeline to consistently hit and exceed quotaSales strategy and process buildingHelp define our sales methodology, qualification criteria, and deal progression frameworkRefine our pitch, value propositions, and competitive positioning based on frontline conversationsExperiment with pricing models, packaging, and contract structures to optimize for win rate and expansionBuild sales collateral including decks, ROI calculators, case studies, and security/compliance materialsEstablish repeatable motions that will scale as we grow the sales teamMarket development and partnershipsIdentify and pursue strategic accounts that represent high-value opportunities or reference potentialBuild relationships with key industry players, partners, and influencers in the trucking ecosystemRepresent Hyperscale at industry conferences, customer events, and trade showsProvide market intelligence and competitive insights to inform product roadmap and positioningCross-functional collaborationWork closely with product and engineering teams to communicate customer needs and influence roadmapPartner with forward deployed engineers and customer success on seamless hand-offs and deployment planningCollaborate with marketing on demand generation, content, and field programsContribute to hiring and mentoring future AEs as the sales team scalesWho You Are5-7+ years of enterprise sales experience, with a track record of consistently meeting or exceeding quotaDemonstrated success selling complex technical products (ideally B2B SaaS) into enterprise accountsExperience managing full sales cycles with deal sizes of $100K+ ARRStrong technical aptitude and ability to understand and articulate sophisticated product capabilitiesExcellent storyteller who can translate technical features into business value and ROISkilled at navigating complex organizations and building relationships with diverse stakeholdersSelf-starter with high ownership - you build process, don't just follow itComfortable with ambiguity and rapid iteration in a fast-moving startupNice to HaveExperience selling AI/ML products or other emerging, category-defining technologiesBackground in logistics, trucking, fleet operations, supply chain, or adjacent industriesPrior work at an early-stage startup or as a founding sales hireExperience selling into operations-heavy or field service organizationsNetwork or relationships within the trucking/logistics industryTrack record of building sales processes and playbooks from scratchLocationSan Francisco preferred (in-person). We move quickly and value tight feedback loops across sales, product, engineering, and customers.Why HyperscaleReal product in production with major US fleetsClear ROI and strong metrics already working in the wildSell cutting-edge agentic AI technology that's delivering transformative impact for customersDefine the sales motion and playbook for a category-defining productBuild the sales team and culture from day one, with a clear path to sales leadership as we scaleDirect access to founders, product, and customers with immediate impact on strategyBacked by top VCs and growing quickly - doubling the team in the first half of the yearTo apply: Send a note with your LinkedIn and 1-2 examples of work you're proud of (a deal you closed, a sales process you built, a market you opened, or anything that shows how you think and sell).