Director, Revenue Strategy & Operations

Yoodli AI Roleplays

$200K — $240K *
Enterprise Technology
8 - 10 years of experience
Job Overview by Ladders

Qualifications

  • 8-12 years in revenue operations or GTM strategy & operations, with a focus on senior or leadership roles.
  • Direct experience with quota and compensation modeling, territory design, and forecasting operations.
  • Demonstrated cross-functional leadership across GTM and Finance, including third-party resource management.
  • Fluency in using modern GTM tools, such as HubSpot or Salesforce, along with analytics platforms.
  • A proven history of translating analysis into operational change rather than just presentations.
  • Experience in B2B SaaS or AI sectors.
  • Bachelor's degree or equivalent work experience.

Responsibilities

  • Own the GTM rhythm of business, managing cadence from weekly to annual business reviews.
  • Partner with CRO on structuring and segmenting for the next planning cycle.
  • Drive key business decisions with data, ensuring execution follows.
  • Establish a customer master data foundation and design territories fairly.
  • Model quota and compensation scenarios for CRO and CFO review.
  • Lead the Revenue Systems function and hire the Analytics & Insights Lead.
  • Foster tight collaboration with Finance, Marketing, Partnerships, and sales leadership.

Benefits

  • Opportunity to create the first dedicated operations function in a growing startup.
  • Competitive compensation package with significant equity opportunities.
  • Direct collaboration with the CRO and executive team to shape revenue scaling.
  • Participation in an inclusive and dynamic team culture that you can help define.
Full Job Description
The Role

This is the first dedicated operations leadership role in the company's history. You'll build the Revenue Strategy & Operations function and run it as we scale, sitting close to the CRO as a thought partner and chief of staff for GTM. This is 0-to-1 on professionalizing how a fast-growing revenue org decides, operates, and plans - not on systems, which we already run well. You'll lead a small team: Revenue Systems, already in seat with Matt Wepner owning our GTM stack and consultancies, and a Revenue Analytics & Insights Lead you'll hire.

This is a Hybrid role: 3 days in-office at our Seattle HQ (lunch included) + 2 days remote.
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. Own the Revenue Systems domain (Matt Wepner) and hire and direct the Analytics & Insights Lead. 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 built or substantially rebuilt a StratOps function 0-to-1
  • 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!)

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