Founding Account Executive

About the Company

Hyperscale 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 with agentic AI.

Responsibilities

• Own the full sales cycle from discovery to close for enterprise and strategic mid-market accounts
• Navigate complex, multi-stakeholder sales processes involving operations, IT, procurement, and C-suite buyers
• Run compelling demos and ROI conversations that tie agentic AI to concrete business outcomes
• Negotiate commercial terms and close six- and seven-figure deals
• Help define sales methodology, qualification criteria, and deal progression frameworks
• Refine pitch, value propositions, and competitive positioning
• Work closely with product and engineering teams to communicate customer needs

Requirements

• 3-6+ years of mid-market or enterprise sales experience
• Track record of consistently meeting or exceeding quota
• Demonstrated success selling complex technical products (ideally B2B SaaS)
• Experience managing full sales cycles with deal sizes of $100K+ ARR
• Strong technical aptitude and ability to articulate sophisticated product capabilities
• Self-starter with high ownership and comfort with ambiguity

Preferred Qualifications

• Experience selling AI/ML products or emerging technologies
• Background in logistics, trucking, fleet operations, or supply chain
• Prior work at an early-stage startup or as a founding sales hire
• Network or relationships within the trucking/logistics industry
• Experience public speaking in front of executive level personas