Special Assistant to the CEO

About Stainless

Stainless is a fast-growing tech startup building the future of APIs. Our customers include industry leaders like OpenAI, Anthropic, and Cloudflare.

We have raised over $35 million from a16z, Sequoia, and founders/C-levels from Stripe, Datadog, Segment, Linear, and more.

We are headquartered in NYC, just west of SoHo, and are a team of ~60 strong expecting to double in the next ~9 to 12 months.

You'll work directly with our CEO, Alex, capturing insights from meetings and conversations and turning them into documented decisions, memos, strategic communications, and external narratives. You'll help define how the world sees Stainless—establishing our voice as we create new categories in developer tooling and SDK generation.

You'll sit in on meetings across product, engineering, strategy, and operations, then synthesize what you hear into clear documentation for internal stakeholders and potentially compelling narratives for external audiences. This role reports to the CEO and is onsite at our office in Manhattan.

What You'll Do as Special Assistant to the CEO

• Attend meetings with Alex and capture key decisions, insights, and action items in real-time.
• Serve as a “ghost writer.” Draft messages, documentation for our operating manual, and internal communications based on Alex's verbal processing.
• Synthesize complex technical and business discussions into clear, actionable documents.
• Route information to the right stakeholders and ensure loops get closed on important initiatives.
• Learn deeply about API specifications, SDK generation, developer tooling, and how technical companies scale.
• Contribute strategically as you gain context on the business.
• Partner with leadership across Engineering, Product, Operations, and GTM.

Who you are

• You're 0-3 years out of school with a CS degree or minor (or equivalent technical background).
• You're an outstanding writer who can distill complex ideas quickly and clearly.
• You understand basic technical concepts—you know the difference between Vercel and Shopify, can follow technical conversations, and are eager to learn more.
• You're exceptionally sharp: high IQ, high EQ, and high slope—you learn fast and take initiative.
• You want to start a company someday and are seeking an accelerated learning opportunity.
• You thrive in ambiguity, context-switch rapidly, and can turn verbal brain dumps into structured documentation and strategy.
• You've started something before: a business, a club, a project, a student org; anything that shows you're a builder at heart.

Benefits

• Competitive salary and generous equity grants.
• Great healthcare coverage options (e.g., fully covered platinum plans).
• Paid commuter benefits & similar.
• Paid team lunch/meals during workdays.
• Flexible PTO plus 3 weeks of company-wide vacation a year (2 weeks in December, 1 week at the end of the summer).
• Flexible WFH and 1 month fully remote per year ("remote February").

Key skills/competency

• Executive Support
• Strategic Communication
• Technical Writing
• Information Synthesis
• Cross-functional Collaboration
• API Specifications
• SDK Generation
• Developer Tooling
• Business Strategy
• Startup Scaling