Company Description Walk On Ventures (WOV) is a strategic growth advisory and venture firm partnering with founders and executive teams who are building high-impact, scalable businesses. Operating at the intersection of performance marketing, insurtech, and agentic AI, WOV embeds directly with leadership to create operating leverage and accelerate outcomes. The firm combines real operating experience at senior levels with a high-impact, no-framework approach focused on growth, enterprise value, and transformative results.
WOV works with teams navigating complexity, rapid expansion, or capital events who seek an experienced partner. Guided by the “Walk On Mentality,” the firm shows up with exceptional preparation, effort, and performance for every client, every day.
Role Description The Chief Technology Officer (CTO) is a full-time remote role responsible for defining and leading the overall technology vision and execution across Walk On Ventures and its portfolio companies. This role oversees software and product development initiatives, partners with founders and executive teams to design scalable architectures, and aligns technology strategy with business and venture goals. The CTO will manage technical roadmaps, guide project delivery, and ensure that systems, data, and infrastructure are secure, reliable, and built to scale.
Day-to-day responsibilities include collaborating with cross-functional stakeholders, mentoring technical leaders, evaluating emerging technologies in agentic AI and insurtech, and driving continuous improvement in engineering practices. The CTO will also support due diligence for investments, contribute to technology-related advisory engagements, and represent the firm’s technology perspective with clients and partners.
Qualifications
Strong background in Software Development and Product Development, with experience building and scaling modern, cloud-based applications.
Proficiency in IT Strategy and Architecture, including designing scalable, secure, and resilient systems aligned with business objectives.
Demonstrated Project Management skills, with a track record of leading complex, multi-stakeholder technology initiatives from concept to delivery.
Experience working in or with insurtech, performance marketing, or AI-driven products is highly beneficial.
Proven ability to operate as a strategic partner to founders and executive teams, translating business goals into actionable technology plans.
Leadership experience building and mentoring distributed engineering teams, fostering collaboration, accountability, and innovation.
Deep understanding of security, compliance, data governance, and best practices for high-growth technology organizations.
Bachelor’s or master’s degree in Computer Science, Engineering, Information Systems, or a related field, or equivalent practical experience.
Excellent written and verbal communication skills, with the ability to explain complex technical concepts to non-technical stakeholders.