Founding Sales Development Representative

About HyperscaleFounding Sales Development Representative (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 Sales Development Representative who will own the top of funnel for Hyperscale's enterprise sales motion. You'll identify and engage with trucking carriers, generate qualified pipeline, and work closely with our founders and Head of BD to build repeatable outbound motions.You'll be selling at the cutting edge of AI adoption in operations: engaging decision-makers about autonomous agentic systems that are transforming how carriers run their business. This means understanding both the technology and the operational challenges carriers face, then articulating value in a way that resonates and drives urgency.This is a high-impact, hands-on role where you'll help define our outbound playbook and have direct exposure to deals closing. If you like being scrappy, learning fast, and working closely with leadership in a startup environment, this role is for you.What You'll DoOutbound prospecting and pipeline generationBuild targeted lists of enterprise and mid-market trucking carriers that fit our ideal customer profileExecute multi-channel outbound campaigns (email, LinkedIn, phone) to engage with operations leaders and decision-makersQualify inbound leads and book meetings for the sales teamOwn pipeline targets and consistently generate high-quality opportunitiesResearch and messagingDevelop deep understanding of the trucking industry, carrier pain points, and competitive landscapeCraft personalized, compelling outreach that resonates with different personas (ops managers, CTOs, owners)Test and iterate on messaging, value props, and outreach sequences based on response rates and feedbackStay current on how agentic AI is being adopted across logistics and operationsSales collaboration and enablementWork closely with founders and Sales team on target accounts, hand-offs, and deal progressionParticipate in discovery calls and customer meetings to learn the sales process and gather insightsProvide feedback on what's working (and what's not) in outbound motionsHelp build and maintain CRM hygiene, call scripts, email templates, and other sales collateralProcess building and optimizationHelp establish repeatable outbound processes as we scale the sales teamTrack key metrics (activities, meetings booked, conversion rates) and identify areas for improvementExperiment with new channels, tools, and tactics to improve top-of-funnel efficiencyContribute ideas on how to position Hyperscale in a rapidly evolving marketWho You Are1-3 years of SDR, BDR, or related sales experience, ideally in B2B SaaS or technical productsTrack record of hitting or exceeding pipeline targets and booking meetings with enterprise buyersStrong written and verbal communication skills - you can craft compelling messages and hold engaging conversationsSelf-starter with high energy and resilience; comfortable with rejection and learning from itCurious and quick learner - excited to understand both the technology and the industry deeplyHighly organized and disciplined about process, follow-up, and pipeline managementTeam player who thrives in a collaborative, fast-paced startup environmentNice to HaveExperience selling AI/ML products or other emerging technical solutionsBackground or interest in logistics, trucking, fleet operations, or supply chainPrior work at an early-stage startup or in a high-growth sales organizationFamiliarity with enterprise sales cycles and working complex, multi-stakeholder dealsExperience using modern sales tools (Salesforce, Outreach, Apollo, etc.)LocationSan Francisco preferred (in-person). We move quickly and value tight feedback loops across sales, product, and go-to-market.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 measurable impact for customersDirect exposure to enterprise deals, customer conversations, and foundersBuild the SDR function and outbound playbook from the ground up, with a clear path to closing roles or sales leadershipBacked by top VCs and growing quickly - doubling the team in the first half of the yearTo apply: Send a note with your LinkedIn and a brief explanation of why you're interested in Hyperscale and what you'd bring to the role.