Head of Innovation

The Company

Glassbox's mission is to empower enterprises to shape trusted, frictionless digital experiences.

Glassbox is a leading force in shaping digital experiences. It helps organizations uncover digital issues, boost conversion rates, enhance accessibility, prevent fraud, and more. Leveraging AI-driven customer intelligence, Glassbox enables enterprises to deliver secure, proactive, and preventative digital experiences. Its solutions are trusted by highly regulated organizations, including SoFi, Cal, and many others. We are growing and have been recognized by G2 as one of 2024's Top 50 Software Companies in the world.

The Opportunity
We are looking for a Head of Innovation (Product & Technology) to lead our innovation domain and drive the next generation of Glassbox products and capabilities.
This role is responsible for owning the full innovation lifecycle—from identifying opportunities based on market trends and customer needs, through ideation and validation, to full end-to-end delivery.
You will lead a small, high-impact team of engineers and operate at the intersection of product strategy, technology, and execution. This role is ideal for former CPTOs / CTOs / CPOs in smaller companies who are passionate about building, experimenting, and delivering real impact.

What You Will Do
Innovation Strategy & Vision
Define and lead Glassbox's innovation strategy, aligned with company goals and market opportunities
Identify new product opportunities based on market research, competitors, and emerging technologies
Build and maintain a forward-looking innovation roadmap
Ideation to Execution (E2E Ownership)
Own the full lifecycle of innovation initiatives: idea → validation → MVP → production
Translate ideas into scalable product capabilities and technical solutions
Drive rapid experimentation and iteration, including PoCs and pilots
Ensure successful handoff or integration into core product teams
Team Leadership
Lead and grow a team of engineers focused on innovation initiatives
Foster a culture of creativity, ownership, and fast execution
Mentor engineers and promote cross-functional collaboration
Cross-Functional Collaboration
Work closely with Product, R&D, GTM, and leadership
Act as a bridge between business needs and technical execution
Collaborate with external partners where relevant
Market & Technology Leadership
Stay ahead of industry trends, technologies, and competitive landscape
Evaluate new tools, frameworks, and architectures
Drive adoption of cutting-edge technologies (AI, data, etc.)
What You Will Need?
Experience
Former CPTO / CTO / CPO / Head of Product or Engineering in a startup or small company
8+ years of experience in product and/or engineering leadership
Proven track record of building and launching innovative products end-to-end
Experience leading small, high-performing teams
Skills & Capabilities
Strong ability to combine product thinking with deep technical understanding
Hands-on approach with a bias toward execution and delivery
Deep understanding of product lifecycle, architecture, and scalability
Excellent analytical and market-driven decision-making skills
Ability to operate in ambiguity and fast-changing environments
Mindset
Builder mentality – from idea to production
Passion for innovation, experimentation, and impact
Comfortable being both strategic and hands-on
Strong ownership and accountability

At Glassbox, we value curiosity, ownership, and a constant drive to learn and improve, no matter the gender, nationality, religion, or background. We believe diverse perspectives make us better, and that potential matters just as much as experience, and encourage people of all shapes and sizes to apply.
If this role excites you and you're motivated to make an impact - we'd love to hear from you, even if you don't meet every listed qualification.