Yoodli AI Roleplays
Enterprise SaaSDirect Greenhouse career site

Director, Revenue Strategy & Operations

Pay
$200,000 – $240,000 per year
Location
Seattle, WA · Hybrid
Job type
Full-time
Level
Director
Experience
8+ years
Education
Bachelor's degree
Listed
31 days ago

Skills & highlights for this role

  • quota and compensation modeling
  • territory design
  • forecast operations
  • HubSpot

Also useful

  • Salesforce
  • GTM analytics tooling

About the role

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.

We've always believed in the human potential. 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.

The Role

This is a leadership role over Revenue Strategy, Planning & Operations. You'll take an established function to its next level and run it as we scale.

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.

You report to the CRO and act as a thought partner on how the revenue org operates. You'll lead a small team: Revenue Systems, already in seat and owning our GTM stack and consultancy relationships, and a Revenue Analytics & Insights Lead you'll hire.

What You'll Do

  • 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. channel, and where we invest. This sets the agenda for the analytics function
  • Decisions, end to end. Frame the hard questions (segment cut lines, BDR pilot-to-program, regionalize vs. verticalize, strategic accounts, land-and-expand), drive them to a decision with data underneath, and make sure they land in execution
  • Territory and coverage. Stand up the customer master data foundation we lack today, then design territories that are fair and rampable rather than inherited
  • Planning and forecasting. Model quota and comp scenarios and recommend (CRO and CFO approve). Enable a forecast cadence where sales leaders own their numbers independently, with a SalesOps forecast as a check
  • Team and cross-functional partnership. Oversee the Revenue Systems domain leader and hire the Senior Revenue Analyst. Partner tightly with Finance, FP&A, Deal Desk (owned by Finance), Partnerships, Marketing, sales leadership, and our founders

What we're hoping you bring

  • Mission alignment: You believe in our vision and care deeply about helping people achieve more by communicating better
  • Decision-making at scale: You frame hard questions, drive them to a decision with data underneath, and make sure they land in execution - not just produce decks
  • Systems thinking: You hold a clear point of view and turn analysis into operational change across a fast-growing revenue org
  • Cross-functional leadership: You partner naturally across GTM, Finance, and executive stakeholders, and know how to direct systems and analytics work rather than execute it yourself
  • Craft and rigor: 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

You Might Be a Fit If You

  • 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

Extra credit experience

  • You've scaled a revenue org through a comparable curve (roughly $20M to $70M+ ARR)

Why Yoodli

  • 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
  • Compensation: $200-240K OTE
  • Work directly with the CRO and founding team to shape how Yoodli's revenue org scales
  • 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.

#LI-Hybrid

Who We Are

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 culture is built on failing fast, iterating constantly, and taking bold bets. We value humility, authenticity, and a can-do-attitude.

We're backed by Madrona, Neotribe the Allen Institute for AI, Cercano, and have raised over $60M to date.

Our customers include Google, RingCentral, Databricks, Snowflake, Sandler Sales, Dale Carnegie, Toastmasters, and users in over 150 countries. We've been featured in Forbes, Fortune, WSJ, Geekwire, ZDNet, and several other outlets.

Read the original posting

From Yoodli AI Roleplays's careers page, first listed on Rolev.ai on October 10, 2026. Rolev.ai is not the employer.

How Rolev.ai helps with this application

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Common questions

What is the salary for the Director, Revenue Strategy & Operations role at Yoodli AI Roleplays?

The Director, Revenue Strategy & Operations posting at Yoodli AI Roleplays states compensation of $200,000 – $240,000 per year. It is listed as a full-time position. Final pay may depend on location, experience, and interview evaluation on Yoodli AI Roleplays's official career site.

Where is the Director, Revenue Strategy & Operations job at Yoodli AI Roleplays located?

This Director, Revenue Strategy & Operations position at Yoodli AI Roleplays is located in Seattle, WA (Hybrid). Always check Yoodli AI Roleplays's application page for specific state eligibility or relocation policies.

What qualifications are required for Director, Revenue Strategy & Operations at Yoodli AI Roleplays?

For the Director, Revenue Strategy & Operations role, Yoodli AI Roleplays highlights 8+ years of relevant experience; a bachelor's degree; experience with quota and compensation modeling, territory design, forecast operations, HubSpot. Rolev.ai can score your existing resume against these requirements and show any skill gaps before you apply.

How do I apply for the Director, Revenue Strategy & Operations position at Yoodli AI Roleplays?

This listing links directly to Yoodli AI Roleplays's Greenhouse application page. You can apply directly on Yoodli AI Roleplays's site, or use Rolev.ai to check your resume fit, generate a zero-hallucination tailored resume and cover letter for this posting, and autofill the Greenhouse application form in 1 click with the Rolev.ai Chrome extension. You always review the form and press Submit yourself.