Ada

AI customer service

Director,TechnicalSupport

CA$175–250k ~AI est. Canada FULL TIME Remote Friendly
Market Sentiment
HIGH DEMAND

Neural analysis suggests this role is
optimal for Director candidates.

The Brief

“Director, Technical Support at Ada. Skills: Technical Support, AI, Automation, Leadership. Lead global 24/7 two-tiered support organization. Own full technical support function”

What You'll Achieve.

Improve team productivity; Set new standard for AI-native support operations; Drive continuous improvement in AI embedding; Improve AI-assisted ticket resolution rate; Improve deflection rate; Meet time-to-resolution benchmarks

Industry & Context.

AI customer service
Problems you'll solve

Troubleshooting; Root cause analysis; Debugging; Log analysis; Systemic issues identification

What They're Looking For.

Must Have

5+ years senior leadership, Troubleshoot RESTful APIs, Cloud-based services troubleshooting, Middleware troubleshooting, Modern authentication mechanisms troubleshooting, Postman, Swagger, Datadog, Log analysis, Source code hands-on experience, LLM-based tooling experience, Prompt engineering experience, AI agent workflows experience, MCP integrations experience

Nice to Have

Experience in technical support, Experience in customer-facing technical roles, Experience building and scaling technical support functions in high-growth B2B SaaS, Experience building and scaling technical support functions in CX, Experience building and scaling technical support functions in AI-native environments

What You'll Do.

Lead global 24/7 two-tiered support organization

Own full technical support function

Develop escalation frameworks

Develop tooling strategy

Partner with Engineering

Partner with Customer Solutions

Shape support organization

Surface product intelligence

Drive quality improvements

Leverage Ada's AI platform

Improve team productivity

Set standard for AI-native support operations

Champion Ada's platform

Own end-to-end technical support KPI framework

Track escalation rates

Track deflection rates

Build escalation framework

Connect escalation framework to Engineering

Connect escalation framework to Product

Serve as executive escalation point

Build AI-powered workflows

Set AI adoption targets

Conduct regular assessments

Drive continuous improvement in AI embedding

Translate client feedback into bug reports

Represent technical support at leadership level

Contribute to product strategy

Contribute to roadmap prioritization

Instill rigorous backlog hygiene

Instill queue management practices

Leverage observability data

Identify systemic issues

How You'll Work.

Team & Collaboration

Partner with Engineering; Partner with Product; Partner with Customer Solutions; Connect to Engineering; Connect to Product; Translate feedback to Engineering; Strategic connector

Communication Scope

Executive-level storytelling

Process & Methodology

Roadmap prioritization, Backlog hygiene, Queue management

Full Job Description

About Us Ada is an AI customer service company whose mission is to make customer service extraordinary for everyone. We're driven to raise a new standard of quality customer service at scale, enabling enterprise companies to deliver experiences that people love–instant, proactive, personalized, and effortless. Ada is an AI transformation platform and partner—combining strategic expertise with powerful AI agent management technology to accelerate businesses’ AI maturity to keep them ahead of the curve. With Ada, 83% of customer conversations—and counting—are effortlessly resolved through automation, giving teams more time back, companies more resources to focus on growth, and customers more life to focus on what matters most to them. Established in 2016, Ada is a Canadian company that has powered over 5.5 billion interactions for leading brands like Square, YETI, IPSY, and Monday.com, saving millions of hours of human effort. Backed with over $250M in funding from tier-one investors including Accel, Bessemer, FirstMark, Spark, and Version One Ventures, Ada is a pioneer in the management and application of AI in customer service. At Ada, we see growth as a reflection of each individual owner’s personal growth. That’s why our values are rooted in driving progress and continuous improvement. If you’re ambitious and eager to grow, Ada could be the place for you. Learn more at www.ada.cx. About the Role We're seeking an experienced Director of Technical Support to lead our global 24/7 two-tiered support organization of Technical Support Advisors (Tier I) and Technical Support Engineers (Tier II). You'll own the full technical support function from SLA governance and escalation frameworks to tooling strategy and team development, while serving as a strategic partner to Engineering, Product, and Customer Solutions. This is an opportunity for you to shape a support organization that doesn't just react to customer issues, but proactively surfaces product intelligence, drives

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