Yoodli AI Roleplays

Senior Technical Support Agent - East Coast, Night Shift

New York, NY, US$89,600-$103,000Posted 1 day ago

Job Description

Location

Remote (US East Coast) Schedule: 3:00 AM - 12:00 PM Eastern Time (supporting EMEA/APAC customers)

WHO WE ARE

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Yoodli is the AI roleplay simulator redefining how individuals and teams master communication. 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 Dale Carnegie 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're building a new category called Experiential Learning: an AI-powered category that helps people learn through conversational roleplays. People don't learn from slides, they learn through dialogue, questions, and iteration. Yoodli makes that process interactive, personalized, and always up to date. It's learning that feels fun, builds confidence, and finally lets organizations measure the ROI of training.

We've raised $40M in Series B funding, are doubling our team in 2026, and are headquartered at the beautiful Pier 70 in Seattle.

* TED Talk with our "Why"

Explainer on experiential learning *

WHAT WE'RE LOOKING FOR

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We are seeking a seasoned technical support professional who has already mastered the fundamentals of complex troubleshooting and is ready to raise the bar for the entire team. This is an individual-contributor role with real influence: you'll own the hardest, highest-stakes customer issues, mentor newer agents, and help shape the processes and tooling that let a small team punch above its weight.

This role is ideal for someone who has "seen it all" in a technical support seat and wants to bring that experience and judgment to bea...

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