Head of Business Operations Program Management

Summary

Join Thumbtack's Business Operations Program Management (BOPM) team as the Head of BOPM, where you will define and manage the company's operating model, ensuring efficient planning, budgeting, and communication. You will lead cross-company programs, improve operating systems, and orchestrate executive meetings. This role requires strategic thinking, executive presence, and strong communication skills. You will lead a small team, fostering a culture of operational rigor and innovation. The ideal candidate has experience in leading company-wide planning and operating rhythms in fast-moving tech companies and is passionate about using AI to improve productivity.

Requirements

• You’ve led company wide planning and operating rhythms inside fast-moving, mid-size tech companies and are obsessed with winning through the simplest, scrappiest systems. And when those systems outlived their usefulness (even if you built them) you didn’t cling -- you are hungry for feedback and rebuild without ego
• You’ve lived at the intersection of operational strategy and executive decision making, bringing a POV that doesn’t just mirror leadership’s thinking but constructively challenges and improves it. You’re respected not only for your ability to align leadership to a strategic perspective, but also your ability to challenge and disagree with leadership
• You’ve written the doc that got everyone aligned or the memo that turned strategy into action. Whether crafting board updates, Slack threads, or planning decks, you’re known for taking complexity and turning it into something people actually read and use
• You’ve led cross-functional initiatives without relying on title or reporting lines. By staying close to the business and building trust, you’ve connected dots across teams and created the forums, rituals, and relationships that break silos and keep everyone rowing together
• You play with new tools personally, track the AI ecosystem, and spot practical ways automation can unlock speed, insight, and better decisions for the business. You are deeply passionate about unlocking new levels of productivity and impact for the company through technology
• You’ve successfully toggled between 30,000-ft strategic thinking and on-the-ground execution and know when to zoom out and dive in. You are comfortable with chaos and ambiguity and know how to confidently bring order to chaos
• You’ve built and led small, nimble teams where excellence and experimentation coexist. Your people thrive because you’ve created space for feedback, growth, and trying new things while still delivering high-impact work

Responsibilities

• Own and continuously improve Thumbtack’s operating model. You’ll favor simple, scrappy frameworks over heavyweight processes, rebuilding anything that slows the business down
• Run annual and quarterly planning, budgeting, road-mapping, and business reviews that keep teams aligned and accountable, without drowning them in process and deliverables
• Orchestrate Executive Team and Senior Director+ meetings, offsites, and decision forums; drive crisp calls-to-action and ensure context flows seamlessly across the org
• Lead cross-company programs (AI adoption is first up), stitching together product, finance, people, and comms so big bets land smoothly and stick
• Turn complex strategy into punchy memos and decks that align everyone forward, then cascade the “why/what/how” so teams can execute with confidence
• Lead a small, high-impact BOPM crew that supports Central Ops, Finance, and EPAD partners; creating a culture that pairs operational rigor with experiment-friendly innovation
• Partner with the Internal Comms to translate executive-level decisions and strategy into impactful messaging that inspires and mobilizes employees