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 https://www.doss.com/news/doss-raises-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