Director, Revenue Strategy & Operations

Yoodli AI Roleplays; Redmond (WA); Hybrid; USD 200,000 - 240,000; Full time

Benefits offered by this job

Hybrid work model

Job summary

Yoodli is seeking a leadership role over Revenue Strategy, Planning & Operations to scale a data-driven revenue org. You will own the rhythm of the business, build analytics to guide decisions, and partner across GTM, Finance, and executives.

You report to the CRO, lead Revenue Systems and Analytics, and help shape quota, territory design, and forecast operations for a growing B2B SaaS AI platform.

Qualifications

• 8–12 years in revenue operations, GTM strategy & operations, or sales/business operations.
• Direct hands-on experience with quota and comp modeling, territory design, and forecast operations.
• Fluency with a modern GTM stack and analytics tooling.

Responsibilities

• Run the GTM rhythm of the business and keep leaders focused on core work.
• Partner with the CRO on structuring for 2027: quota distribution and channel mix.
• Frame hard questions and drive data-backed decisions into execution.
• Stand up the customer master data foundation and design fair, rampable territories.
• Model quota and comp scenarios and enable an autonomous forecast cadence.
• Oversee Revenue Systems and collaborate with Finance, FP&A, Marketing, and Sales.

Skills

Revenue operations

GTM strategy

Cross-functional leadership

Quota and comp modeling

Forecast operations

Data-driven decision making

Education

Bachelor's degree or equivalent experience

Tools

HubSpot

Salesforce

Analytics tooling

Job description

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.

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 ( www.yoodli.ai/press ). You can try the platform for free at www.yoodli.ai and learn more about us in this TED Talk .

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
• 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