Job Description
Job Summary: ProductPlan is seeking a Chief Technology Officer to lead engineering and AI innovation at a pivotal moment in our history. After more than a decade setting the standard for enterprise roadmapping, we acquired Winware.ai in 2026 and launched our Product Intelligence Platform, uniting AI-native customer and market intelligence with strategic roadmapping. This is a hands-on, outcomes-driven leadership role, perfect for a senior technical leader (Director or VP level) ready to step into a C-level position. You will shape the technology vision for a platform at the forefront of AI-powered product strategy, drive results, and inspire our team to perform at their best. We prefer candidates based in the New York/New Jersey area or Denver, Colorado, though this role is open to remote candidates across the United States. Duties & Responsibilities: Own the technology vision and strategy, bringing concrete solutions and the urgency to execute on them. Make sound architectural and product decisions that balance speed, scalability, and business impact. Stay hands-on, diving into technical problems directly and keeping a close connection to the work the team is doing. Lead and mentor a small, high-performing engineering team, building a culture of ownership and accountability. Identify opportunities to leverage technology creatively to disrupt the market and solve complex problems. Collaborate closely with leadership to align technical initiatives with strategic business goals. Hold a high bar for technical quality, problem-solving, and accountability across the team. Work effectively across a globally distributed engineering team, maintaining alignment and momentum across time zones. Required Experience, Education, & Skills: Senior technical leader experience, such as Director or VP of Engineering, with a track record of scaling teams, systems, or products. Significant experience in an entrepreneurial environment such as startups, high-growth companies, or founder-led teams. Ability to define and execute technology strategy that leverages AI and other tools to create business advantage; hands-on experience with AI/ML systems in production is a strong plus. Creative problem-solver who uses technology to disrupt markets and tackle complex challenges. Experience leading and inspiring small teams, fostering accountability, innovation, and high performance. Strong communicator who can translate technical strategy into business impact for customers, the board, and a distributed team. About ProductPlan: ProductPlan was founded in 2013 in Santa Barbara, California, with headquarters now in Denver, Colorado. Originally built to liberate product teams from roadmaps living in spreadsheets and slide decks, ProductPlan has grown into a system of record for product-led companies worldwide. In 2026, we acquired Winware.ai and launched our Product Intelligence Platform, marking the beginning of a new chapter in how product teams make decisions. We share three core values central to everything we do: hustle, humility, and heart. We look for people who are curious, inventive, and work to be a little better every single day. ProductPlanner’s are eligible for a wide range of benefits and perks, including: Flexible PTO Comprehensive health, dental, and vision insurance 401k with employer match Employer paid Short Term Disability Insurance Employer paid Life/AD&D Insurance Performance-based incentives Salary Range: $195,000 - $225,000 + Bonus Eligible In accordance with the Colorado Equal Pay for Equal Work Act, the approximate annual base compensation range is listed above. The actual offer, reflecting the total compensation package and benefits, will be determined by a number of factors including the applicant's experience, knowledge, skills, and abilities, as well as internal equity among our team. The application window for this role will be open until at least 6/1/2026. This opportunity will remain online based on business needs which may be before or after the specified date.