About Cal.com
Cal.com is the open scheduling infrastructure for everyone. Trusted by developers and enterprises alike, it is open-source, privacy-first, and built to be deeply customizable. From startups to governments, it powers scheduling for millions with speed, flexibility, and transparency. It’s remote-first, async-first, and building the future of time.
Engineering at Cal.com
Engineering at Cal.com is fast, open, and foundational. They build core internet infrastructure for scheduling that is open-source, scalable, and reliable. Engineers own projects end-to-end, move with urgency, and think long-term. The team values transparency, autonomy, and honest collaboration over process-heavy workflows. You’ll thrive in the environment if you care about clean systems, sustainable growth, and building tools that connect the world.
About You
You’re an excellent fit if you’re a senior engineer or technical leader who enjoys building platforms for developers. You understand API design, SDKs, and infrastructure abstraction at a deep level. You can talk code, draw systems, and collaborate across teams.
You’re energized by working with other engineers and with customers.
You enjoy discovering product direction and market fit, know how to influence roadmaps, and have the ability to methodically learn from the people who use what you build. You thrive when you’re close to the product and the people it serves.
What You’ll Do
As Head of Platform, you’ll lead the evolution of our developer-facing infrastructure, including open APIs, SDKs, and embeddable components. You will:
- Act as the steward of the platform product vision, guiding the roadmap and execution
- Partner closely with engineering, product, and growth to align technical direction with company goals
- Lead the Platform team (currently 4 engineers), setting priorities and enabling excellence
- Serve as the bridge between external developers and internal teams, improving the developer experience and ensuring successful integrations
- Own strategic customer deployments and act as a solutions architect, guiding integration and go-live success
- Conduct customer interviews, extract insights from sales calls, and shape roadmap priorities
- Contribute to product-led growth by supporting growth engineers in testing messaging, running experiments, and uncovering new verticals
- Represent the Cal.com Platform in external conversations, developer communities, and key infrastructure partnerships
What You Bring
Product Leadership & Communication
- Fluent in English (C1 or C2) with excellent remote and asynchronous communication skills
- Comfortable engaging directly with users to understand challenges and needs
- Self-motivated and adaptable in a high-autonomy, fast-paced startup
- Strong communicator who can translate feedback into roadmap decisions
- Able to support customer deployments, solution design, and technical onboarding
- Confident in deciding when to solve a customer request vs. when to gently push back
Technical Skills
- 7+ years of software engineering experience
- Fluent in TypeScript across the stack
- Experience with major TypeScript API libraries
- Experience designing and maintaining developer-facing APIs and SDKs
- Familiar with authentication, rate-limiting, versioning, and API lifecycle best practices
- Comfortable working in a cloud-native architecture (AWS, Docker), with deployment abstractions like FlightControl, Vercel, or similar
- Hands-on with observability tools such as Sentry, Grafana, Axiom, and Checkly
- Strong grasp of systems integration, platform scalability, and developer enablement
- High standards for code quality, architecture, and execution
Bonus Points
- Experience running user interviews to inform product direction
- Experience owning or influencing product roadmaps
- Past experience in or passion for product management
- Familiarity with “platform as product” thinking—treating APIs and SDKs as core UX
- Experience building developer tooling, platform infrastructure, or backend SaaS integrations
- Contributions to open-source projects
- Active in developer communities
- Experience at a product-led company or with PLG motion
Compensation & Benefits
- ~$150,000 USD per year, depending on experience
- 30 days minimum PTO per year
- Company retreats in stunning destinations
- Small, high-impact team
- Work on one of the fastest-growing commercial open-source projects
- Async-first, remote-first, flexible work schedule
- WIP (work in pajamas)
- Personal trainer guidance for physical health
- Paid parental leave
- Global relocation support
- Learning stipend
- MacBook Pro & Accessories
- Direct deposit into your bank account 2x per month
- Accounting and company setup advisory (for BR-based CNPJ)
- Team Success Manager for ongoing career support
- Grammarly Premium subscription
Hiring Process
- Apply Here
- Interview with Keepers
- 30-min Intro call with Founders (Bailey and/or Peer)
- 60-min group presentation
- Present your First-90-Days strategic plan (your vision and plan for this role)
- 30-min final Interview with Founders
- 1-month contract-to-hire to ensure mutual fit. More info here.