Technical Customer Support Specialist (Contractor)

This is a role that TechTree is recruiting for on behalf of one of our clients. TechTree is an AI-driven recruitment platform working with high-growth companies. When you apply, our AI Agent matches you not just to this role, but to other relevant opportunities across our network, so one application can unlock multiple roles. Technical Customer Support Specialist (Contractor) — AI audio platform. Canada, remote. A fast-growing AI audio platform is looking for a highly technical support specialist to independently troubleshoot complex issues across APIs, integrations, and their broader platform. Fast-moving startup environment, minimal guidance, constant change. Independent contractor role — no benefits or health insurance. What You’ll Do → Independently troubleshoot complex API, integration, and telephony issues (SIP, Twilio, AI integrations) → Translate technical findings into clear explanations for customers and internal teams → Work autonomously, managing your own workload and learning without close supervision What We’re Looking For → 2–3 years in technical customer support (SaaS / high-growth tech, B2B/enterprise preferred) → Confident troubleshooting REST APIs, HTTP, auth, webhooks, and integration flows → GCP tools and GCP Logs experience; SQL for log investigation → Able to read and troubleshoot Python; JS/Node.js/React a plus → Strong interest in AI, LLMs, and audio technology → Highly autonomous, fast learner, strong communicator → Based in Canada, remote Compensation: $60K–$80K USD (stretch to $100K for exceptional candidates) What is TechTree? TechTree combines AI agents with a human support team to give candidates a better, more transparent hiring experience. Our AI Agent gets to know your background, experience, and what you’re optimising for. It continuously matches you to live roles across our network where there’s genuine alignment, not just keyword overlap. Our Human Team is there to support you through the process — answering questions, adding context, and making sure you’re never left guessing or ghosted. We only post real jobs. Every role on TechTree is a live, active hire.

Independently troubleshoot complex API, integration, and telephony issues including SIP and Twilio. Translate technical findings into clear explanations for customers and internal teams while managing a self-directed workload.

Requires 2-3 years of technical customer support experience in SaaS or B2B environments with proficiency in REST APIs and GCP tools. Candidates must be based in Canada and possess the ability to read Python and use SQL for log investigation.

Identified from the job description. Confirm important requirements above.

• Technical Customer Support
• REST APIs
• HTTP
• Webhooks
• GCP Tools
• GCP Logs
• SQL
• Python
• JavaScript
• Node.js
• React
• SIP
• Twilio
• AI Integrations
• Troubleshooting

Minimum experience

2+ years