Talent.com
Chief Technology Officer – WorkHero
Chief Technology Officer – WorkHeroWorkshop Venture Partners • Boston, MA, United States
Chief Technology Officer – WorkHero

Chief Technology Officer – WorkHero

Workshop Venture Partners • Boston, MA, United States
3 days ago
Job type
  • Full-time
Job description

WorkHero is building the AI-powered back office for the skilled trades, starting with the $50B HVAC industry. We have exciting traction and just closed a $5M seed round to expand our engineering and product organization, as well as add additional services. We’re looking for the technical leader who can help drive our next chapter of growth.

About WorkHero Tens of thousands of small HVAC contractors—who keep our homes comfortable and enable the climate transition—are drowning in administrative work. Legacy software is clunky, full-time admins are costly, and owners spend over 20 hours a week on paperwork. WorkHero is changing that.

Our platform combines agentic AI with human-in-the-loop operations to autonomously handle the back-office workflows that crush small business owners — from invoicing, permits, and rebates to pricebooks and warranty registration. Instead of forcing contractors to learn new tools, our AI agents do the work — executing complex administrative tasks end-to-end while human account managers provide oversight and operational coaching.

The result : real work gets done, autonomously — helping small contractors grow profitable, resilient businesses and accelerating heat pump adoption nationwide.

We’re proud to have the support of Navitas Capital, Workshop Ventures, York IE, and strategic angels including a former ServiceTitan executive. Our advisors include Chad Laurans (Founder of SimpliSafe) and Gerald Chertavian (Founder of Year Up).

The Role

We’re hiring a hands-on CTO to lead the development of our agentic back office platform. You’ll work directly with the founders to turn service insights into scalable systems, building tools that supercharge human workflows and transform small business operations. This role blends architectural expertise, product intuition, and the drive to build an enduring company and high performing team.

What You’ll Do

In your first 6–12 months, you’ll set the technical direction of the platform, design core systems, and work closely with the founders on product and architectural decisions. You’ll still dive into code when necessary, but your highest leverage will come from designing scalable systems, aligning teams, and building the foundation for long-term growth. As we scale, your role will evolve to focus on technical strategy, organizational design, and developing high-performing engineering leaders.

You Will

  • Set the technical vision and architectural blueprint for our platform and workflow engine
  • Design scalable, event-driven, AI-enabled systems that support rapid growth and complex workflows
  • Partner closely with Product and Operations to prioritize high-leverage features and define the technical roadmap
  • Make high-impact architecture and build vs. buy decisions that set us up for the long termEstablish engineering best practices, code quality standards, and technical processes that enable speed with stability
  • Recruit, mentor, and grow a high-performing engineering team and future technical leaders
  • Ensure engineering efforts align with company goals, performance metrics, and operational realities

What We’re Looking For

We’re looking for a rare hybrid : someone who can define the technical vision, design scalable systems, and build the engineering organization that brings them to life. You know when to go deep technically — and when to step back and build processes, teams, and strategy that multiply output.

You care about architecture, clarity, sustainability, and leverage. You see engineering not just as code, but as a force that shapes product, team, and company outcomes.

You Have

  • 10 years of software development experience with deep architectural or systems design leadership
  • Experience owning technical direction or platform strategy at a startup or high-growth company
  • Proven ability to build and lead high-performing engineering teams
  • Experience making high-leverage technical decisions (architecture, infrastructure, build vs buy, scalability, data, AI integration)
  • Ability to create process, clarity, and structure without slowing down innovation
  • Excellent communication and collaboration skills across technical and non-technical teams
  • Comfortable making decisions in ambiguous, fast-moving environments
  • Passion for solving real-world problems and building systems that unlock human potential
  • Bonus / Nice-to-haves

  • Preference for those located in greater Boston area or willing to relocate
  • Experience scaling engineering orgs (from early stage to multiple teams or layers of leadership)
  • Experience with event-driven or workflow-based systems
  • Experience blending human AI collaboration in products or operations
  • Knowledge of the skilled trades, HVAC, or similar service industries
  • Our Tech Stack

  • Typescript Frontend & Backend with React & Koa in NodeJS
  • NX Monorepo with shared typing & libraries
  • MongoDB Atlas
  • AWS – Docker in ECS, S3, Hosted RabbitMQ
  • IAC Managed in Terraform
  • Firebase Auth & GCP services
  • AI Tools : Anthropic, OpenAI, Gemini, Deepgram
  • Why Join Us

  • Shape the future of a high-growth, venture-backed company as a core member of the leadership team
  • Be at the forefront of Human-AI systems, building transformative tech that scales small business support in ways previously unattainable
  • Build tech that makes life easier for thousands of small business owners
  • Competitive salary, meaningful equity, and full benefits
  • Flexible, hybrid work environment
  • A mission-driven team that values impact and integrity
  • We are committed to creating a diverse and inclusive work environment. We welcome applicants from all backgrounds and experiences.

    Compensation Range : $220K – $260K

    #J-18808-Ljbffr

    Create a job alert for this search

    Chief Technology Officer • Boston, MA, United States

    Related jobs
    Chief Digital & Information Officer

    Chief Digital & Information Officer

    CUES TRAINING FACILITY • Boston, MA, United States
    Full-time
    Since 1947, Boston Firefighters Credit Union (BFCU) has provided compassionate, high-touch service to those who protect and serve. With nearly $450 million in assets, a strong capital position (12.F...Show more
    Last updated: 25 days ago • Promoted
    Chief Information & Technnology Officer

    Chief Information & Technnology Officer

    Mass.gov • Boston, MA, United States
    Full-time
    Founded in 1873, Massachusetts College of Art and Design (MassArt) celebrated its 150th anniversary in 2023.MassArt is the nation’s first and only independent, free‑standing public college of art a...Show more
    Last updated: 2 days ago • Promoted
    Chief Network Officer

    Chief Network Officer

    Ceres, Inc. • Boston, MA, United States
    Full-time
    Ceres is a nonprofit organization working with the most influential capital market leaders to solve the world’s greatest sustainability challenges. Through our powerful networks and global collabora...Show more
    Last updated: 9 days ago • Promoted
    Chief Data and AI Officer

    Chief Data and AI Officer

    State Street Corporation • Boston, MA, United States
    Full-time
    As the asset servicing industry undergoes digital transformation, the ability to harness data and artificial intelligence (AI) has become a strategic imperative. From custody and fund administration...Show more
    Last updated: 30+ days ago • Promoted
    Chief Technology Officer, EVP

    Chief Technology Officer, EVP

    State Street • Boston, Massachusetts, United States
    Full-time
    This job is with State Street, an inclusive employer and a member of myGwork – the largest global platform for the LGBTQ+ business community. Please do not contact the recruiter directly.The Chief T...Show more
    Last updated: 27 days ago • Promoted
    Chief Information & Technology Officer

    Chief Information & Technology Officer

    ISACA • Boston, MA, United States
    Full-time
    Massachusetts College of Art and Design.Chief Information & Technology Officer (CITO).Academic Career & Executive Search is pleased to assist Massachusetts College of Art and Design (MassArt) in it...Show more
    Last updated: 3 days ago • Promoted
    Co-founder & CTO

    Co-founder & CTO

    AGENTISIQ • Boston, MA, United States
    Full-time
    Be among the first 25 applicants.Direct message the job poster from AGENTISIQ.Founder & CEO-AGENTISIQ | Chief Data & AI Advisor | Mckinsey & Accenture Alum | Tenured CDO | Board, Advisory, Consulti...Show more
    Last updated: 30+ days ago • Promoted
    Senior Vice President - Chief Roadmap and Innovation Officer

    Senior Vice President - Chief Roadmap and Innovation Officer

    SharkNinja • Needham, MA, United States
    Full-time
    Senior Vice President - Product Development.Senior Vice President - Product Development.Senior Vice President - Product Development. Senior Vice President - Product Development.SharkNinja is a globa...Show more
    Last updated: 30+ days ago • Promoted
    Chief Information Officer (CIO)

    Chief Information Officer (CIO)

    UMass Boston • Boston, MA, United States
    Full-time
    Chief Information Officer (CIO).The University of Massachusetts Boston — a nationally recognized urban public research university and a proud member of the UMass system — seeks an innovative, colla...Show more
    Last updated: 18 hours ago • Promoted • New!
    Travel Echo Tech - $2876.91 / Week

    Travel Echo Tech - $2876.91 / Week

    Pulse Healthcare Services • Attleboro, MA, US
    Full-time
    Pulse Healthcare Services is seeking an experienced Echo Tech for an exciting Travel Allied job in Attleboro, MA.Shift : 5x8 hr days Start Date : 11 / 24 / 2025 Duration : 13 weeks Pay : $2876.About Pulse ...Show more
    Last updated: 7 days ago • Promoted
    Chief Information Officer, VP of Information Technology

    Chief Information Officer, VP of Information Technology

    Scholar Rock • Cambridge, MA, US
    Full-time
    Scholar Rock is a biopharmaceutical company that discovers, develops, and delivers life-changing therapies for people with serious diseases that have high unmet need. As a global leader in the biolo...Show more
    Last updated: 20 days ago • Promoted
    Chief Innovation Officer

    Chief Innovation Officer

    Mass.gov • Boston, MA, United States
    Full-time +1
    The Education Secretariat is committed to equity and valuing the unique and diverse characteristics and experiences of every member of its workforce. We encourage an authentic workplace where collea...Show more
    Last updated: 30+ days ago • Promoted
    Travel Echo Tech - $2313.5 / Week

    Travel Echo Tech - $2313.5 / Week

    Atlas MedStaff • Attleboro, MA, US
    Full-time
    Atlas MedStaff is seeking an experienced Echo Tech for an exciting Travel Allied job in Attleboro, MA.Shift : 5x8 hr days Start Date : 11 / 24 / 2025 Duration : 13 weeks Pay : $2313.Atlas Medstaff is curre...Show more
    Last updated: 7 days ago • Promoted
    Chief Information & Technology Officer

    Chief Information & Technology Officer

    InsideHigherEd • Boston, Massachusetts, United States
    Full-time
    Massachusetts College of Art and Design .Chief Information & Technology Officer.Academic Career & Executive Search is pleased to assist Massachusetts College of Art and Design (MassArt) in its sear...Show more
    Last updated: 6 days ago • Promoted
    Chief Information Officer

    Chief Information Officer

    InsideHigherEd • Boston, Massachusetts, United States
    Full-time
    The University of Massachusetts Boston (UMass Boston) invites applications, expressions of interest, and nominations of candidates in its search for the next Chief Information Officer (CIO).The Uni...Show more
    Last updated: 20 days ago • Promoted
    Chief Information & Technnology Officer

    Chief Information & Technnology Officer

    State of Massachusetts - Mass College of Art and Design • Boston, MA, United States
    Full-time
    Founded in 1873, having celebrated its 150th anniversary in 2023, Massachusetts College of Art and Design (MassArt), is the nation’s first and only independent, free‑standing public college of art ...Show more
    Last updated: 18 hours ago • Promoted • New!
    Chief Information Officer

    Chief Information Officer

    UKG ApplyConnect Test WorldWide • Boston, MA, United States
    Full-time
    UKG ApplyConnect Test WorldWide.Be among the first 25 applicants.UKG ApplyConnect Test WorldWide.The CIO is expected to provide leadership for the IT sector and will have global oversight for all I...Show more
    Last updated: 30+ days ago • Promoted
    Clinical Social Worker - Fee For Service

    Clinical Social Worker - Fee For Service

    Thriveworks • Peabody, MA, US
    Full-time
    Thriveworks is currently seeking Licensed Clinical Social Workers to provide a mix of telehealth and face-to-face sessions in Boston, MA. This role is eligible for a $7,500 ramp stipend for clinicia...Show more
    Last updated: 1 day ago • Promoted