DOSS is building an Operations Cloud for the real world. We deliver a modern, AI-native platform that helps physical product businesses manage the flow of goods, dollars, and data across procurement, inventory, orders, fulfillment, and finance in real time. Purpose-built to replace spreadsheet chaos and rigid, consultant-heavy ERP implementations, DOSS delivers fast time-to-value and stays adaptable as a business evolves. Through our Adaptive Resource Platform (ARP) and unified operational data model, teams can 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, with 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.
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.
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
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
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