---
title: 'Principal Data Scientist at Yoodli AI Roleplays'
canonical: 'https://feeny.ai/job/principal-data-scientist-yoodli-ai-roleplays-seattle-7051pc9tcrzy'
type: 'job'
last_seen: '2026-10-20'
---

# Principal Data Scientist at Yoodli AI Roleplays

- **Company:** Yoodli AI Roleplays
- **Location:** Seattle, WA
- **Posted:** 2026-10-15
- **Last confirmed live:** 2026-10-20
- **Apply:** https://job-boards.greenhouse.io/yoodliinc/jobs/4450079009

## Job description

## Who we are

Yoodli is a venture-backed company building an AI Platform for Human Skills, helping people get measurably better in their careers by supporting them in the flow of work.

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, a bias for action, and the belief that we win together.

We've raised $60M, including a $40M Series B led by WestBridge Capital, backed by Madrona, Neotribe, Cercano, and incubated at the Allen Institute for AI. We're valued at $300M and grew revenue 900% year over year.

Our customers include Google Cloud, Snowflake, Databricks, RingCentral, SAP, FranklinCovey, Korn Ferry, Sandler Training, Toastmasters, and many more, with learners in over 150 countries. Google Cloud certified 15,000+ reps without scaling headcount. Snowflake recovered 1,200+ manager hours per quarter. Harness cut training review time by 75%.

We've been featured in TechCrunch, Axios, The Information, Forbes, Fast Company, and more. Try the platform free at [yoodli.ai](http://yoodli.ai/).

## What we are hoping you will bring

You believe in the mission and care deeply about helping people achieve more by communicating better. As our most senior data scientist, you will own the data function end to end: the infrastructure, the standards, and the judgment calls that decide what we build next.

This is a principal-level, high-autonomy role. You'll set the measurement strategy for a product whose core output is generated by LLMs, which means defining what “measurable skills development” means in numbers and then proving we move it. You'll be the person leadership turns to when a decision needs evidence, and the person the product team turns to when a metric looks wrong. You'll also help our customers quantify their own impact with Yoodli, which makes this work directly commercial.

You won't have a team to start, though you may build one over time as the role evolves. Either way, you'll raise the data bar for everyone here by example.

This role is hybrid with an expectation of 3 days a week in the office — you'll need to be based in the Greater Seattle Area.

## What you'll do

- Own the measurement strategy for the platform: define the metrics that say whether learners are actually improving, and hold the company to them
- Design and run the experimentation program — A/B tests, holdouts, and rigorous LLM evaluation — and set the standards other teams build on
- Build the data foundation: pipelines, semantic layer, dashboards, and models that serve both internal decisions and customer-facing analytics
- Partner with product, design, and engineering to turn ambiguous questions into analyses that change what we ship
- Work directly with customers' BI and enablement teams so they can tell the story of impact with Yoodli inside their own organizations
- Build models that turn communication signal into product value — scoring, skill progression, benchmarking, and churn or expansion prediction
- Translate analysis into a clear recommendation for executives and the board, and defend it
- Set the technical bar for data at Yoodli: review others' analyses, mentor engineers and PMs on experiment design, and lay the groundwork for a team

## What you'll bring

- 8+ years in data science, product analytics, or a closely related field, including time as the most senior data person on a product or business line
- Deep expertise in SQL and Python,  and comfort shipping production-grade analytical code
- A track record of running an experimentation program, not just individual tests — power analysis, sequential testing, guardrail metrics, and the discipline to call a result null
- Experience evaluating LLM or other generative systems: building eval sets, designing rubrics, measuring quality when there is no clean ground truth
- Fluency with modern data stacks (dbt, Snowflake, BigQuery) and BI tooling (Looker, Mode, Hex, or similar), and the judgment to choose what a company this size actually needs
- Demonstrated influence on product strategy at the exec level — you can show a decision that went a different way because of your analysis
- Excellent communication skills, and the ability to be the clearest thinker in a room full of opinions
- Nice to have: speech analytics, NLP, or conversational AI; embedded or customer-facing analytics; early-stage startup experience
- Ability to be on-site at our Seattle,WA office M, T, and TH

## Why Yoodli

- Mission-driven company helping millions improve how they communicate
- The data function is yours to define, with executive visibility from day one
- Collaborative, inclusive team with room to grow
- Competitive compensation and meaningful equity
- Base Salary: $200k – $220k
- Flexible work environment
- Startup culture

## About Yoodli AI Roleplays

## Company Overview

- **One-liner**: Yoodli provides an AI-powered roleplay platform that helps individuals and enterprises practice and improve communication skills through realistic, judgment-free simulations.
- **Entity Type**: Private (Series B)
- **Headquarters**: Seattle, Washington, USA
- **Founded**: 2021
- **Founders**: Varun Puri (CEO) and Jamie Rapperport (Chief Customer Officer)

## Core Business

- **Primary industry/industries**: AI-powered communication coaching, sales enablement, enterprise learning & development
- **Target customers**: B2B (enterprise sales organizations, HR/L&D teams) and B2C (job seekers, public speakers, managers)
- **Mission or purpose statement**: "To help everyone communicate with confidence."

## Products & Services

- **AI Roleplays**: A SaaS platform where learners practice high-stakes conversations with realistic AI personas. Provides instant feedback on delivery, clarity, and pacing. Supports multi-persona and multi-participant roleplays.
- **AI Tutor**: On-demand guidance that reinforces best practices between live coaching sessions, helping learners improve without relying on manager availability.
- **Admin Analytics & Readiness**: Dashboards for tracking individual and team progress, scalable certification workflows, and objective skill development metrics.
- **Free App**: A standalone version for individual users (public speaking, interview prep) available at app.yoodli.ai.

## Market Standing

- **Valuation/Market Cap**: Not disclosed
- **Key Metric**: Total funding – $53M (including a $40M Series B round)
- **Notable Investors/Partners**: Madrona, Neotribe, Allen Institute for AI, Cercano, Emergence Capital, GGV Capital, and individual angels such as Brian Jacobs, Jeff Richards, and Kirby Winfield.
- **Growth Signals**: Customers include Google, RingCentral, Databricks, Snowflake, Sandler Sales, Dale Carnegie, and Toastmasters. Used in 150+ countries. Featured in Forbes, Fortune, WSJ, GeekWire, and a TED Talk. SOC 2 Type 2 certified and GDPR compliant. Supports 40+ languages for global deployment.

## Competitive Advantages

- **Experiential learning**: Replaces passive content (videos, slide decks) with spoken, interactive practice that leads to measurable behavior change.
- **Realistic AI personas**: Roleplays reflect real objections, buyer personas, and pressure, offering consistent and objective feedback every time.
- **Enterprise-ready**: SOC 2 Type 2 security, seamless integration with LMS/CRM tools, and scalable administration for global teams.
- **Privacy-first**: Feedback is private and user-controlled; complements live coaching rather than replacing it.

## Strategic Focus

- Scale the “AI Roleplays” category across enterprise sales, enablement, and leadership development.
- Expand adoption in healthcare, financial services, higher education, and professional services.
- Continue innovating on multi-persona, multi-language, and multi-modal roleplay experiences.
- Grow the self-serve B2C free tier to drive brand awareness and bottom-up enterprise adoption.

## Why Work Here

- **Culture**: Values include humility, authenticity, bias for action, “win together,” and bringing your whole self to work. The team is described as hardworking, creative, and inclusive.
- **Impact**: Opportunity to build and scale a company from the ground up, working directly with the founding team.
- **Work Model**: Hybrid (Seattle office) and remote options available depending on role (e.g., Solutions Engineer West Coast remote, Mid-Market AE Seattle hybrid).
- **Perks**: Competitive compensation (cash + commission), strong backing from top-tier investors, and a clear mission-driven focus.
- **Engineering Culture**: Emphasis on failing fast, iterating constantly, and taking bold bets. Team includes alumni from Google, Apple, Microsoft, and Tableau.

## Sources

1. [yoodli.ai - About Us](https://yoodli.ai/about)
2. [yoodli.ai - Homepage](https://yoodli.ai/)
3. [yoodli.ai - Official Information](https://yoodli.ai/info-for-ai)
4. [yoodli.ai - AI Roleplays Platform](https://yoodli.ai/platform/ai-roleplays)
5. [Greenhouse - Yoodli Jobs](https://job-boards.greenhouse.io/yoodliinc)

## Other roles at Yoodli AI Roleplays

- [Strategic Customer Success Manager](https://feeny.ai/job/strategic-customer-success-manager-yoodli-ai-roleplays-seattle-0d6x5n0pgcsb) — Seattle, WA
- [Growth Customer Success Manager](https://feeny.ai/job/growth-customer-success-manager-yoodli-ai-roleplays-seattle-2dmhw9s6mny9) — Seattle, WA
- [Senior Product Marketing Manager](https://feeny.ai/job/senior-product-marketing-manager-yoodli-ai-roleplays-seattle-hnt2kzdz2er6) — Seattle, WA
- [VP of Marketing](https://feeny.ai/job/vp-of-marketing-yoodli-ai-roleplays-seattle-2wc665ev2zz6) — Seattle, WA
- [Senior Product Manager- Growth](https://feeny.ai/job/senior-product-manager-growth-yoodli-ai-roleplays-seattle-kkyf12rg6v97) — Seattle, WA
- [Technical Account Manager](https://feeny.ai/job/technical-account-manager-yoodli-ai-roleplays-united-states-58t0gqykq9k3) — United States
- [Senior Software Engineer- Backend (Product & Cloud Security)](https://feeny.ai/job/senior-software-engineer-backend-product-cloud-security-yoodli-ai-roleplays-6t442ac5sy4n) — Seattle, WA
- [Director of Customer Education](https://feeny.ai/job/director-of-customer-education-yoodli-ai-roleplays-seattle-wa-or-san-francisco-rrrtkhd3xkcw) — Seattle WA OR San Francisco, CA
- [Director, Revenue Strategy & Operations](https://feeny.ai/job/director-revenue-strategy-operations-yoodli-ai-roleplays-seattle-3c589db1wye7) — Seattle, WA
- [Corporate Counsel](https://feeny.ai/job/corporate-counsel-yoodli-ai-roleplays-united-states-e55t18hgnq0b) — United States