Who We Are

Reports to: Esha Joshi, Cofounder and Chief Customer Officer

Yoodli is the AI roleplay simulator redefining how individuals and teams master communication. We’re building a new category: AI Roleplays, an experiential learning platform that helps people improve through lifelike simulations powered by generative AI.

Think of it as the batting cage before the big game - but for communication. Whether it’s a sales pitch, manager feedback session, or media interview, Yoodli provides private, judgment-free, just-in-time coaching. Leaders at companies like Google, Databricks, Snowflake, RingCentral, Toastmasters, and BDO use Yoodli to ramp reps faster, improve message delivery, and reduce coaching burden on frontline managers. The result is stronger performance, greater team readiness, and a more scalable path to impact.

We’ve raised over $20M, are doubling our team in 2025, and are headquartered at the beautiful Pier 70 in Seattle.


The Role: Senior Technical Support Specialist

We’re hiring a Senior Technical Support Specialist to be both a frontline problem-solver and a strategic builder of Yoodli’s AI-first support experience.

You’ll handle customer tickets directly, especially the trickiest, most technical issues, while also spotting patterns, building playbooks, and working with RevOps and Engineering to make sure we never have to solve the same problem twice. You’ll help define what “AI-first support” means at Yoodli, ensuring our customers get fast, reliable answers while our team scales efficiently.

This role is perfect for someone who enjoys rolling up their sleeves in the queue but also wants to shape the bigger system - mentoring teammates, improving processes, and embedding AI into the way support works.


What You’ll Do


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