Chief of Staff to Chief Business Officer, Handshake

• 5+ years in consulting, strategy & operations, product management, business operations, or a similarly analytical role at a tech or AI-focused company
• A track record of driving cross-functional projects from idea to impact—especially in fast-paced, ambiguous environments
• Strong analytical skills; comfortable working with data and financial models, and using them to inform decisions and tradeoffs
• Exceptional written and verbal communication; you can distill complexity into clear narratives tailored for executives and cross-functional partners
• High bias to action and “own the outcome” mindset—you anticipate needs, move quickly, and follow through without heavy oversight
• Comfort operating at olympic pace, with frequent context switching and evolving priorities
• Low ego, high trust—you build credibility through judgment, clarity, reliability, and discretion rather than formal authority

Desirable

• We’re looking for a Chief of Staff, Handshake AI to be a senior operational and strategic partner to Handshake AI’s Chief Business Officer, with a primary focus on building and scaling the Handshake AI business
• You’ll sit close to decision-making across product, GTM, and operations, turning strategy into execution, keeping priorities sharp, and making sure AI is used to its full potential across the platform
• Drive the operating cadence for Handshake AI – owning staff meetings, planning cycles, and operating reviews to keep priorities clear and execution on track
• Translate ambiguous questions into structured projects, turning open-ended problems (e.g., adoption, positioning, or churn drivers) into clear workstreams with owners, milestones, and measurable outcomes
• Synthesize data across product, GTM, and finance to surface insights on Handshake AI performance and recommend actions that improve growth, efficiency, and customer impact
• Create executive-ready narratives (decks, memos, briefings) that align leaders, customers, and partners around Handshake AI’s strategy, roadmap, and results
• Champion AI-powered ways of working inside the business, piloting and scaling tools and workflows that materially increase speed, quality, and leverage for the broader team