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Yoodli, Inc.

Senior Technical Support Specialist (Seattle - Hybrid) Seattle

Yoodli, Inc., Seattle, Washington, us, 98127

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Senior Technical Support Specialist (Seattle - Hybrid) Location: Seattle

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

Frontline Support & Complex Customer Escalations Provide hands‑on customer support, including troubleshooting integrations, errors, and unexpected behaviors

Act as the senior escalation point when frontline teammates hit blockers

Investigate customer‑reported problems by reviewing logs, configurations, and product behavior

Provide clear explanations, fixes, or workarounds, and elevate to Engineering when necessary

Communicate clearly and empathetically with customers, even on complex technical issues

Build Scalable Systems Translate recurring customer problems into playbooks, automation, or product improvements

Partner with RevOps to integrate tools, workflows, and AI‑driven support capabilities into the broader GTM stack

Document technical solutions and maintain a knowledge base that empowers teammates and customers

Drive AI‑First Support Identify patterns in tickets and proactively design ways to automate them (e.g., AI‑driven answers, smarter routing)

Collaborate with leadership to define what “AI‑first support” means at Yoodli and bring it to life

Ensure customers get fast, accurate, and consistent answers

Cross‑Functional Collaboration Work closely with frontline Support and product specialists to upskill them with playbooks and repeatable processes

Partner with Engineering on P1 escalations, ensuring they’re prioritized and framed correctly

Act as a bridge between customer insights, product signals, and operational systems

We’re looking for someone with:

4–7 years of experience in technical support, support engineering, or solutions consulting

Can dig into logs, configs, APIs, and integrations (but don’t need to be a production engineer!)

Balance technical depth with customer empathy – you explain complex issues simply and clearly

Naturally mentor peers, improve processes, and raise the bar for the team around you

Think like a systems builder: solving problems once and making them disappear for everyone

Thrive in a startup environment where you own problems end‑to‑end

Bonus Points

Experience with AI‑powered support tools (e.g., Intercom bots, AI ticket routing, GPT knowledge bases)

Familiarity with SaaS RevOps / GTM stacks (HubSpot, Gong, etc.)

Track record of reducing escalations, shortening resolution times, or scaling support through automation

Exposure to enterprise SaaS support environments with strategic accounts

Why Yoodli

Competitive compensation ($80,000–$120,000) + meaningful equity

High‑impact, mission‑driven work with direct customer feedback loops

Work with a humble, driven, deeply collaborative team

Hybrid schedule: 3 days in‑office at our Seattle HQ (lunch included) + 2 days remote

A product you’ll use and believe in – every single week

How to Apply Does this role sound like a good fit? Email us at gtm-hiring@yoodli.ai. Please include the role’s title in the subject line and attach or link to your resume.

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