CTO Strategy & Engineering Ops Lead

SpotDraft; United States; On-site; USD 200,000 - 260,000; Full time

Job summary

SpotDraft is seeking a high-leverage Chief of Staff to partner with the CTO and run the engineering operating system. You will coordinate across product, security, SRE, data and GTM teams to drive clarity, speed, and accountability across the SDLC, freeing the CTO to focus on architecture and long-term bets.

You’ll own cadence, metrics, and major programs (AI/LLM, platform modernization, cost optimization), scale hiring, onboarding, playbooks, and decision logs, and you’ll draft executive

Qualifications

• 4+ years across TPM, Engineering Management, Staff PM, Consulting, or Founder-type roles.
• Proven track record delivering multi-team programs with measurable outcomes.
• Familiarity with security & compliance standards (SOC 2, ISO 27001, GDPR), cloud/SRE concepts, and data/AI fundamentals.
• Hands-on experience with Jira/Linear, Notion/Confluence, GitHub, Airflow, Looker/Metabase, SQL, and incident tooling.

Responsibilities

• Run 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 to deliver outcomes on time and at quality.
• Define and publish engineering metrics: own 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: 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: exec memos, specs, dashboards, and concise decision logs.
• Move seamlessly between boardroom and backlog, earning trust with engineers and GTM leaders.

Skills

Cross-functional program management

Engineering metrics

Technical fluency

Jira/Linear

Notion/Confluence

GitHub

SQL

Looker/Metabase

Airflow

Incident tooling

Security & compliance

Tools

Jira

Linear

Notion

Confluence

GitHub

Airflow

Looker

Metabase

SQL

Job description

SpotDraft is seeking a high-leverage Chief of Staff to partner with the CTO and run the engineering operating system. You will coordinate across product, security, SRE, data and GTM teams to drive clarity, speed, and accountability across the SDLC, freeing the CTO to focus on architecture and long-term bets.

You’ll own cadence, metrics, and major programs (AI/LLM, platform modernization, cost optimization), scale hiring, onboarding, playbooks, and decision logs, and you’ll draft executive