Chief Of Staff to the CTO

About SpotDraft Contracts don’t have to be a headache. At SpotDraft, we’re making contracting fast, easy, and stress-free for high-growth companies like PhonePe, Chargebee, Unacademy, Meesho, and Cred. Our platform helps legal teams save 10 hours a week and close deals 25% faster—because time is money, and contracts shouldn’t slow you down. Why This Role Exists We are looking for a high-leverage partner for the CTO who can operate at the intersection of strategy and execution. The Chief of Staff will run the operating system of engineering, drive clarity and speed across the SDLC, manage cross-functional programs, and ensure accountability across initiatives — freeing the CTO to focus on architecture, talent, and long-term bets. What You’ll Do Run the engineering operating cadence: Drive QBRs/OKRs, weekly business reviews, roadmap governance, sprint/quarterly planning, and release readiness. Cross-functional program management: Partner with Product, Security, SRE, Data, and GTM teams (Sales, CS, Marketing) to deliver outcomes on time and at quality. Define and publish engineering metrics: Own the instrumentation of the system (DORA, quality, reliability, cost), create narratives, and ensure actions. Special projects: Program manage high-priority initiatives for the CTO (e.g., AI/LLM initiatives, platform modernization, performance & reliability programs, cost optimization, integrations). Improve organizational health: Build and scale hiring loops, onboarding playbooks, skills matrices, operating docs, postmortems, and decision logs. Communications hub: Draft and deliver clear communications for executives and the company; own incident comms, exec updates, and cross-functional alignment. Have strong technical fluency (comfortable in architecture discussions, reviewing Eng Specs/PRDs, understanding code, and reasoning about trade-offs). Are an elite program operator, structured, proactive, detail-oriented, and capable of bringing clarity to ambiguity. Communicate exce