Head of Engineering (or Chief Technology Officer)

Company: Togetherhood, LLC
Location: New York
Posted on: May 24, 2025

Job Description:

About TogetherhoodTogetherhood 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 EngineeringThis 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 experimentationWho 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 impactWhy 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 opportunityReady to scale something that matters? Apply now and let's build the future of enrichment and education-together.
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Keywords: Togetherhood, LLC, Freeport , Head of Engineering (or Chief Technology Officer), Engineering , New York, New York