We’re building a new category of software called AI Roleplays, helping people improve their communication skills through practice—whether for high-stakes conversations, public speaking, manager coaching, sales pitches, or everyday meetings.
We’re a team of builders from Google, Apple, Microsoft, Intuit, and more, moving fast, iterating constantly, and taking bold bets. Backed by Madrona, the Allen Institute for AI, and Cercano, we’ve raised over $8M.
Our customers include Google, RingCentral, Sandler Sales, Databricks, Dale Carnegie, Toastmasters, and users in 150+ countries. We’ve been featured in Forbes, WSJ, Geekwire, ZDNet, and more (www.yoodli.ai/press). Try our platform for free at www.yoodli.ai or check out this TED Talk.
We’re hiring a VP of Sales who thrives in a fast-paced, high-growth environment. This is a high-impact, leadership role where you’ll work directly with the founders to scale revenue, build and lead a world-class sales team, and drive our go-to-market strategy.
You’ve done this before—taking a company from ~$5M to $15M to $20M ARR—and you’re ready to do it again, potentially growing into a CRO role. You know what it takes to build and execute a winning sales playbook, but you’re also hands-on, willing to carry a bag and close deals yourself when needed. You have a bias for action, a deep sense of humility, and a passion for building something meaningful.
This is an opportunity to take ownership, hire and mentor a team, optimize our sales processes, and make a massive impact on the company’s trajectory. If you’re looking to step into a leadership role at a fast-growing AI startup, let’s talk. We expect you’ll present at board meetings, own our team wide quota, set up commission plans, and more.
We’re hoping you shape the role but in an ideal world, you start by focusing on sales; but slowly taken on customer success and other more strategic parts of the business too.