Head of Strategy & Operations (Remote)

Yoodli helps people get measurably better in their careers. We help individuals achieve this by helping them land their job, onboard at their companies, learn new skills, practice a speech, sales pitch or difficult conversation, and then take your Yoodli coach with you from one role to the next. For organizations, this means helping you upskill your entire workforce for the AI Future.

In 2021, Esha and Varun started Yoodli as an AI communication coach - to help people communicate with confidence. Since then, our users have used Yoodli for so much more: to learn new concepts through AI Roleplays, practice different kinds of conversations (sales pitches, job interviews, manager conversations), and even use Yoodli as their personal coach to help them learn to use Gemini, Claude or other AI Tools. It’s why we expanded our technology to be the AI Platform for Human Skills.

Our team includes former employees from Google, Apple, Microsoft, Tableau, and beyond, united by a passion for empowering people using AI. We're headquartered in the heart of Seattle, and we're having a lot of fun along the way. Our customers include Google, RingCentral, Databricks, Snowflake, Sandler Sales, Dale Carnegie, Toastmasters, and users in over 150 countries. You can try the platform for free at and learn more about us in this TED Talk . This is a leadership role over Revenue Strategy, Planning & Operations. Our Revenue Operations team has built a strong systems foundation: HubSpot, Common Room, Intercom, and a modern GTM stack that runs well. What we're adding is the strategy, planning, and insights layer on top of it. The capability to see the business clearly, decide well, and operationalize the decisions we make.

Your mission is an operationally excellent revenue organization that runs on data. You'll own the rhythm of the business, meaning the planning cycles, the forums, and the cadences that let a fast-growing GTM org decide and follow through. You'll build an analytics and insights operation that turns systems data into direction. And you'll put AI and those insights to work so every minute of GTM time goes toward customer impact and outcomes.

Run the business. Own the GTM rhythm of business (weekly through annual cadence, monthly and quarterly business reviews), take decisions off the table, and keep every GTM leader focused on their core work with minimal administrative load

Change the business. Partner with the CRO on how we structure and segment for 2027: quota distribution, direct vs. verticalize, strategic accounts, land-and-expand), drive them to a decision with data underneath, and make sure they land in execution

Stand up the customer master data foundation we lack today, then design territories that are fair and rampable rather than inherited

Enable a forecast cadence where sales leaders own their numbers independently, with a SalesOps forecast as a check

Team and cross-functional partnership. Partner tightly with Finance, FP&A, Deal Desk (owned by Finance), Partnerships, Marketing, sales leadership, and our founders

You believe in our vision and care deeply about helping people achieve more by communicating better

You frame hard questions, drive them to a decision with data underneath, and make sure they land in execution — not just produce decks

You bring hands-on fluency with quota and comp modeling, territory design, and forecast operations, and you hold a high bar for how decisions get made and operationalized

8-12 years in revenue operations, GTM strategy & operations, or sales/business operations, with progressive scope and time in a senior or leadership seat

• Direct, hands-on experience with quota and comp modeling, territory design, and forecast operations
• Demonstrated cross-functional leadership across GTM, Finance, and executive stakeholders, including managing third-party resources
• Fluency with a modern GTM stack (HubSpot or Salesforce) and analytics tooling
• A track record of turning analysis into operational change, not just producing decks
• B2B SaaS or B2B AI experience
• Bachelor's degree or equivalent experience

Huge impact opportunity: build the first dedicated operations function at a fast-growing startup, reporting directly to the CRO

Competitive compensation: significant equity opportunities at a venture-backed company

Join a fun, inclusive, and highly motivated team culture (and help define it!)

This is a Hybrid role: 3 days in-office at our Seattle HQ (lunch included) + 2 days remote. #