---
title: 'Principal Product Manager at Yoodli AI Roleplays'
canonical: 'https://feeny.ai/job/principal-product-manager-yoodli-ai-roleplays-seattle-tfvkqm353n21'
type: 'job'
last_seen: '2026-09-08'
---

# Principal Product Manager at Yoodli AI Roleplays

- **Company:** Yoodli AI Roleplays
- **Location:** Seattle, WA
- **Posted:** 2026-05-26
- **Last confirmed live:** 2026-09-08
- **Apply:** https://job-boards.greenhouse.io/yoodliinc/jobs/4258971009

## Job description

## Who we are

Each of us at Yoodli has faced our own communication challenges — overcoming a lisp, freezing during a job interview, feeling anxious about speaking up. That shared empathy shapes a culture that's uplifting, inclusive, and deeply authentic. We value humility, a bias for action, and the belief that we win together.

Our team includes former employees from Google, Apple, Microsoft, Tableau, and beyond, united by a problem we've personally lived. 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'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, KornFerry, Sandler Training, Toastmasters, and many more — with learners in over 150 countries. Results speak for themselves: 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 athttps://www.yoodli.ai/[yoodli.ai](http://yoodli.ai/).

## About the role

We’re hiring a PM who can operate with high ownership in a startup environment: identify the right problems, make decisions with imperfect information, and ship improvements that increase engagement and sustained usage (because everything downstream depends on it).

This is a hands-on role. You’ll work closely with engineering, design, and GTM to build product that enterprise teams actually adopt and that leaders can measure.

## What you’ll do

- Drive engagement and sustained usage by diagnosing friction, clarifying value, and shipping iterative improvements (fast).
- Own problem discovery → solution definition → delivery → iteration for core enterprise workflows (admins, enablement, managers, learners).
- Build a product that keeps practice aligned with what’s currently true for a customer’s GTM team (messaging, positioning, materials), not last quarter’s content.
- Write specs that engineers can execute without ambiguity: crisp scope, edge cases, success metrics, and clear tradeoffs.
- Partner with GTM/CS to translate enterprise implementation pain into product bets that reduce operational burden at scale.
- Help make experiential learning legible and credible as a category through measurable improvement, analytics, and customer proof.

## What we’re looking for

- Startup-grade PM who ships: high agency, low drama, strong follow-through.
- Strong product judgment: you can simplify, prioritize, and say “no” with reasons.
- Technical enough to work directly with engineers and understand constraints/tradeoffs.
- Business-minded: you naturally tie product choices to adoption, retention, readiness, and GTM outcomes.
- Clear writer and communicator (your docs reduce churn, not create it).
- Comfortable wearing multiple hats (including QA, customer calls, and unblocking).
- Ability to be on-site 3 days a week (M,T, Th) in our Seattle, WA office.

Bonus points

- Experience building B2B products sold into enablement/revops/sales leadership.
- Experience with products where “quality” involves managing variability and systematically reducing the unwanted parts (vs deterministic software).
- Experience with enterprise integrations and “source of truth” workflows (e.g., keeping systems aligned as content changes).

What’s in it for you?

High ownership and speed: small team, real responsibility, minimal bureaucracy.

A clear strategic direction: build the experiential learning category, starting with GTM, then expand once the category foundation is credible.

Direct impact: Product work tied to measurable improvement and enterprise outcomes.

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

Base compensation: $174k - $200k

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

## 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

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- [Senior Revenue Analyst](https://feeny.ai/job/senior-revenue-analyst-yoodli-ai-roleplays-seattle-awzp3ydgj0g3) — Seattle, WA
- [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
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- [Senior Partner Manager](https://feeny.ai/job/senior-partner-manager-yoodli-ai-roleplays-united-states-whthk8f2sf9x) — United States