About Togetherhood

Togetherhood is a fast-growing technology marketplace that makes it incredibly easy for any school to set up a high-quality enrichment or educational program through our network of outstanding, independent teaching artists. Our mission is to infuse every community with meaningful enrichment and education.

The company was founded by a repeat entrepreneur with a strong track record of success (two acquisitions, one IPO as CPO at Farfetch) and is well-funded by a top-tier venture capital firm.

The Opportunity: Head of Engineering

This job search is for a Head of Engineering or a CTO, depending on experience. We’re looking for a hands-on engineering leader to own and scale our entire product development function—including engineering, product management, and design. This is a technical-first role for someone who’s grown up in engineering, loves building teams and systems, and is ready to lead a full-stack product development org at a mission-driven startup. You’ll partner closely with our founder/CEO on product strategy, while owning the execution: building great software, scaling the team, and embedding generative AI into how and what we build.

Since this is a start up, everybody contributes directly and the right candidate for this role should be an outstanding coder who is able to lead by example. This person should have a deep passion for building technology platforms and products that are scalable and delight customers. Our tech stack includes a C# backend and React front end. This is an incredible opportunity to join a business with a strong social mission led by a marketplace entrepreneur with a strong track record of success.

What You’ll Do

🔧 Technical & Product Leadership

  • Own the full product development lifecycle—from concept to design, development, testing, and deployment

  • Translate business and user needs into scalable, elegant technical solutions

  • Guide platform architecture and ensure long-term scalability, security, and performance

  • Serve as the primary bridge between vision and execution, partnering with the CEO on strategic priorities

👥 Team Building & Management

  • Build and lead a cross-functional product team (engineering, product management, product design)

  • Double the size of the engineering team while establishing strong team structure and hiring processes

  • Coach, mentor, and retain high-performing engineers and product contributors

🤖 AI-Driven Product Development

  • Implement generative AI to increase engineering productivity (e.g. code generation, documentation, QA, planning)

  • Work toward building AI-native features into the product, such as intelligent scheduling, matching, or enrichment personalization

🛠 Hands-On Execution

  • Stay close to the codebase—leading design reviews, writing high-leverage code, or prototyping when needed

  • Ensure excellent developer experience, modern tooling, and efficient workflows

🚀 Process & Product Operations

  • Establish lightweight, high-velocity product development processes (agile, sprints, OKRs, feedback loops)

  • Collaborate across departments (e.g. operations, sales, customer success) to ensure fast feedback and business alignment

  • Measure impact and outcomes through analytics, user behavior, and experimentation

Who You Are

  • 8+ years of experience in engineering roles, with 3+ years leading technical teams

  • Strong technical depth and hands-on experience with full-stack development (bonus for C#/.NET and React)

  • Experience managing or partnering with product and design, with a demonstrated ability to ship successful products

  • Comfort operating in ambiguous, fast-paced startup environments

  • Experience scaling engineering orgs (ideally at a Series A/B startup or similar)

  • Familiarity with generative AI, LLMs, and how to apply them practically to product and engineering problems

  • Thoughtful communicator who can collaborate with both technical and non-technical teammates

  • Mission-driven and eager to build something meaningful with lasting social impact

Why This Role?

  • Shape the technical and product direction of a growing company from the ground up

  • Build a next-gen team and tech platform infused with generative AI

  • Work directly with a product-minded founder who deeply values engineering

  • Help democratize access to enrichment and educational opportunity

Ready to scale something that matters? Apply now and let’s build the future of enrichment and education—together.