Technical Support Specialist

We're on a mission to empower builders.

• Massive reach: Our docs platform serves 100 million+ developers every year and powers documentation for 10,000+ companies, including Anthropic, Cursor, PayPal, Coinbase, X, and over 20% of the last YC batch.

• Small team, huge impact: We’re only 32 people today, backed by $22 million in funding, each new hire shapes the company’s trajectory.

• Culture of slope over y-intercept: We value learning velocity, grit, and unapologetically unique personalities.

We grew in value faster than headcount and we’re looking to align the two quickly.

We’re looking for a technically skilled support agent to help deliver high-quality, responsive support. This is a high agency, high-impact role where you'll troubleshoot complex issues and ensure our users get the help they need.

• Respond to product and technical questions through our support platform (Plain)

• Debug issues by inspecting customer setups, including GitHub repositories, MDX files, and internal deployment tools (Retool)

• Resolve the majority of support inquiries independently, escalating only when necessary

• Collaborate with our support lead to evolve processes and ensure consistency

• Help improve internal support tooling and workflows as we scale

• Proven experience in technical support at a software or developer tools company

• Comfortable using Git, GitHub, Retool, MDX/Markdown, and IDEs

• Ability to read and understand code, troubleshoot bugs, and identify root causes

• Strong written communication skills with a friendly, professional tone

• Comfort using AI agents and improving training data for them

• Familiarity with OpenAPI specs

• Past experience supporting APIs or documentation tools

• Background working in fast-paced startups

Competitive compensation and equity | Free Ubers

20 days paid time off every year | Health, dental, vision

401k or RRSP | Free lunch and dinners

$420/mo. wellness stipend | Annual team offsite