Head of Engineering

About Doss   DOSS is building an Operations Cloud for the real world. A modern, AI-native platform for physical product businesses to manage the flow of goods, dollars, and data in real time, across: Procurement Inventory Orders Fulfillment Finance Built to replace spreadsheet chaos and rigid, consultant-heavy ERPs. Fast time-to-value, adaptable as the business evolves. Through our Adaptive Resource Platform (ARP) and unified operational data model, teams deploy quickly, automate workflows, and make changes without months of re-implementation. We recently raised a $55M Series B , co-led by Madrona and Premji Invest. Participation from Intuit Ventures, Theory Ventures, General Catalyst, Contrary Capital, and Pathlight VC. DOSS is trusted by fast-growing operators to run critical operations with speed, control, and confidence. About the Role Doss is entering a critical scale-up phase. What began as a tightly-knit, founder-led engineering effort now needs a senior engineering leader to formalize execution, raise the technical bar, and build systems that support long-term growth. As Head of Engineering, you'll own the end-to-end engineering function and serve as the senior-most engineering leader responsible for both near-term execution and long-term technical direction. You'll report directly to our Co-founder & CTO and work in close partnership with him to shape the org, culture, and systems that define Doss as we scale. This is a rare opportunity to step into a high-ownership role at a company with strong product-market fit, exceptional technical DNA, and serious momentum. What You'll Do Own the end-to-end engineering organization, with direct accountability for delivery speed, predictability, and quality Build and operationalize a hypergrowth hiring engine to scale the team from 10 → 50 engineers without lowering the talent bar Establish performance management systems that promote excellence, develop internal leaders, and address underperformance quickly Free the CTO from day-to-day project management and non-critical hiring loops so he can focus on architecture and long-term technical vision Implement execution discipline so teams can ship in parallel — without chaos or heroics Maintain delivery visibility and accountability across the org to enable strong cross-functional collaboration Partner closely with Arnav on architectural decisions, bringing strong technical judgment to how our systems evolve Embed production stability, ownership, and engineering integrity into the organization's DNA Stay technically credible through code review, architectural input, and participation in key technical decisions What We're Looking For Proven experience leading and scaling engineering teams at a high-growth startup — ideally from early stage through Series B/C and beyond Strong technical foundation with the ability to earn the respect of a high-caliber engineering team Track record of building hiring and performance systems that raise the bar rather than dilute it Experience developing engineering managers and technical leads from within Ability to bring structure and process to a fast-moving environment without slowing it down Excellent communicator and cross-functional partner — comfortable working closely with founders, product, and go-to-market teams Deep ownership mentality — you thrive when given real accountability and latitude What You'll Get Competitive salary + meaningful equity 100% Coverage for individuals Premium medical, dental & vision coverage 401(k), immediate eligibility Lunch in-office 5 days/week (and dinner when needed) Flexible/unlimited PTO Commuter (BART/MUNI/CalTrain) and equipment stipends Wellness & Fitness stipend Generous parental leave Relocation assistance available In-office culture in San Francisco

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