Chief Technology Officer/Vice President of Engineering

Requirements • Proven experience in a senior engineering leadership role, ideally as a SVP of Engineering, CTO or similar, with a track record of managing and scaling engineering teams of 15+ members, • Strong technical expertise in modern software development, including architecture, security, compliance, and hands-on experience with technologies such as Python, Django, Golang, React, and Next.js, • Deep expertise as a subject matter expert in AI/ML engineering, including experience with data science workflows, model lifecycle management, and leveraging generative AI to build differentiated products and drive operational efficiency, • Track record of delivering enterprise-level B2B platforms or SaaS solutions—ideally in a regulated or highly secure industry like insurance, healthcare, or fintech, • Exceptional leadership and interpersonal skills to build trust, motivate engineers, and elevate the engineering team’s visibility and impact within the broader organization, • Experience driving performance management, goal setting, and operational excellence in a fast-growing, high-growth startup environment transitioning from Series A to Series B and beyond, • Ability to pragmatically address technical debt and legacy system challenges while maintaining focus on delivering scalable, high-quality solutions, • Strong communication skills with the ability to engage effectively with executive leadership, product teams, and cross-functional stakeholders, • Willingness and ability to work onsite in New York at least three days a week, collaborating closely with leadership and product teams, • A growth mindset and pattern recognition skills to quickly assess current team capabilities and technology landscape, and to define and execute a clear vision for technical and organizational maturity, • Bachelor’s degree in Computer Science, Engineering, or a related field preferred; advanced degrees or relevant certifications are a plus What the job involves • As CTO / VP of Engineering at Wagmo, you will lead the company through its next inflection point: transforming Wagmo into an AI-first technology platform powering a broader pet healthcare ecosystem, • This is a build-and-transform role with direct impact on how the company scales, operates, and delivers value, • You will own Wagmo’s technical vision and execution across core platforms and data systems, evolving how technology powers both internal operations and customer-facing experiences, • This includes modernizing our architecture to support AI-native capabilities and leveraging Wagmo’s unique data assets to drive scale, insight, and differentiated products for employers and pet parents, • You will lead a high-performance organization, setting a high technical bar and fostering a culture of ownership, experimentation, and accountability, • Reporting directly to senior leadership, you will partner closely with Product, Operations, and the executive team to ensure technology is a true growth lever, • Lead, grow, and inspire a high-performing engineering organization, setting a strong culture of ownership, technical rigor, continuous learning, and disciplined execution - with AI fluency embedded across the team, • Define and drive the evolution of Wagmo’s technical architecture, ensuring scalable, secure, and resilient systems that support enterprise customers, platform growth, and AI-enabled workflows, • Build and scale Wagmo’s data engineering and analytics foundation, treating data as a first-class product that powers AI workflows, operational decision-making, and customer-facing insights, • Own the application of AI across the platform - identifying where automation, agentic systems, and data-driven intelligence meaningfully improve internal operations and customer-facing experiences, • Partner closely with executive leadership, Product, and Customer teams to align technical strategy and delivery with business priorities, enterprise requirements, and long-term platform bets, • Establish and maintain best-in-class engineering and AI development practices, including CI/CD, observability, security, model evaluation, documentation, and architectural decision-making to enable speed without sacrificing quality, • Build and operationalize engineering systems that improve productivity, prioritization, and accountability, while empowering engineering leaders and ICs to own outcomes end-to-end, • Manage technical debt and AI experimentation with a pragmatic, ROI-driven lens — balancing near-term delivery with long-term scalability, compliance, and maintainability, • Serve as a visible technical leader across the company, clearly communicating tradeoffs, timelines, risks, and investment decisions to executives, stakeholders, and external partners, • Own Wagmo’s security posture and compliance programs, including maintaining SOC 2, managing vendor risk, and leading incident response in partnership with internal and external stakeholders Apply Now Apply Now