Founding Forward Deployed Engineer Founding Forward Deployed Engineer (SF In-Person Preferred)About HyperscaleHyperscale is building the AI-native intelligence layer for physical operations, starting with trucking carriers. We are a team of ex-Samsara engineers and fleet operators automating the highest-volume back-office workflows (driver support, load coordination, scheduling) with agentic AI. Our product is deployed with some of the largest fleets in the US, autonomously handling ~70% of inbound calls with strong customer satisfaction. We are small, moving fast, and backed by top investors.The RoleWe are looking for a Founding Forward Deployed Engineer to own the technical side of our enterprise sales process. You will work directly with the founders, Head of BD, and engineering team: running technical discovery, designing POCs, traveling on-site to customer locations, and supporting implementation through go-live. This role blends pre-sales and post-sales, and the ideal person can flex across product, engineering, and sales depending on what the moment requires.If you like solving complex integration challenges, translating technical capabilities into business value, and shaping product direction from the field, this role is for you.You'll be working on the frontier of applied AI deployment: taking sophisticated agentic systems from demo to production in complex operational environments. This means understanding customer workflows deeply, configuring AI agents to handle their specific use cases, and solving technical integration challenges in real-time - all while the technology itself is rapidly evolving.This is a highly technical, customer-facing role where you'll split time between customer sites and working with our product team. If you like being in the field, solving hard problems on the fly, and seeing immediate impact from your work, this role is for you.What You'll DoTechnical Discovery and Solution DesignLead technical discovery calls with carrier IT, operations, and executive teamsUnderstand customer workflows, systems (TMS, ELD, dispatch software), and integration requirementsDesign proof-of-concept configurations that map our AI agents to specific customer use casesDocument edge cases and requirements to inform the product roadmapDemos, Pilots, and Proof of ValueRun tailored product demos tied to each prospect's workflows and pain pointsScope and execute pilot programs with clear success metrics (call resolution rate, time savings, CSAT)Build ROI models showing cost savings and efficiency gainsTroubleshoot issues during pilots and coordinate with engineering to resolve them quicklyOn-Site Customer EngagementTravel to customer sites roughly once a month for one to two days at a time (up to 25% travel in steady state)Embed with customer operations teams to conduct workflow discovery and scope integrationsWrite code or prototype solutions on-site when needed to unblock deals or accelerate implementationTechnical Sales SupportAnswer RFPs, security questionnaires, and compliance documentation (SOC 2, data handling, etc.)Lead technical deep-dives with buyer IT and security teams on architecture, data flows, and integrationsBuild proposals, integration plans, and implementation timelinesAddress technical objections early and build internal championsOnboarding and Post-SalesScope integrations (APIs, webhooks, data pipelines) with engineering for new customersSupport initial deployment: data mapping, workflow configuration, testing, and go-liveTrain customer teams on configuration, agent tuning, and performance monitoringWhat Success Looks Like (First 90 Days)3+ pilots launched with clear metrics showing product valueTechnical close plan established for every active enterprise opportunityCore sales collateral built: demo script, ROI calculator, integration overview, security FAQStrong working relationship with engineering and a clear process for escalating customer needsAt least 2 deals closed where your technical work was critical to winningWho You Are2 to 5 years of experience as a software engineer or full stack engineer, ideally at a high-growth B2B companyYou have built and shipped real products end to end, not just scripts or one-off integrationsStrong foundation in full stack development, APIs, webhooks, and system architectureYou are an engineer who actually wants to talk to customers and are curious about sales and product, excited to flex into those areas over timeHigh agency, you proactively identify problems and figure out solutions without being told howComfortable with ambiguity and moving fast in an environment where the playbook does not exist yetWilling to experiment with new ways of working as AI rapidly changes how companies operate, you do not cling to a fixed processExcited about traveling on-site to customer locations and being embedded in their worldScrappy and gritty, you have had to figure things out from scratch before and thrived doing itNice to HaveExperience deploying AI/ML products or other complex technical systems in productionBackground in logistics, trucking, fleet operations, or adjacent industriesPrior work as a solutions engineer, implementation engineer, or forward deployed engineerExperience with enterprise integrations, ETL pipelines, or middleware platformsStartup experience or comfort operating in fast-moving, high-autonomy environmentsScripting and automation skills (Python, SQL, etc.)LocationSan Francisco preferred (in-person when not traveling). We move quickly and value tight feedback loops across deployment, product, engineering, and customers.Why HyperscaleReal product in production with major US fleetsClear ROI and strong metrics already working in the wildWork hands-on with cutting-edge agentic AI technology in high-stakes production environmentsDirect customer exposure and immediate feedback loops - see your work drive real operational outcomesBuild the deployment playbook and forward deployed function from day one, with a path t