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 exceptionally well, with the ability to write sharp exec memos, specs, dashboards, and concise decision logs. Can move seamlessly between boardroom and backlog, earning trust with engineers and GTM leaders alike. What we’re looking for 4+ years across TPM, Engineering Management, Staff PM, Consulting, or Founder-type roles; startup/scale-up experience strongly preferred. Proven track record of delivering multi-team programs (e.g., security, reliability, AI, or platform initiatives) with measurable outcomes. Familiarity with security & compliance standards (SOC 2, ISO 27001, GDPR), cloud/SRE concepts, and data/AI fundamentals. Hands-on experience with tools such as Jira/Linear, Notion/Confluence, GitHub, Airflow, Looker/Metabase, SQL, and incident tooling. Why SpotDraft? Brilliant teammates—Work with some of the sharpest minds in legal tech. Expand your network—Interact with top founders, investors, and industry leaders. Real impact—Take ownership of projects and see your work in action. Big goals, bold moves—We trust you to deliver, innovate, and push boundaries. Our Core Values Our business is to delight Customers Be Transparent. Be Direct Be Audacious Outcomes over everything else Elevate each other Be Passionate. Take Ownership. Be 1% better every day All candidates’ personal data shared during the recruitment process will be handled with utmost confidentiality and used solely for hiring purposes, in line with applicable data protection regulations. *SpotDraft is an equal-opportunity employer. Candidates will not be discriminated against based on race, ethnicity, color, religion, caste, sex, gender identity, sexual orientation, national origin, veteran, or disability status