Designing a portfolio career starts well before retirement. It requires foresight, intentional development, and years of preparation.
With 30 years of software investing experience, more than 550 active investments, and a global network of founders and enterprise executives, Insight Partners brings a perspective and level of access few others can match.
The Empower Program provides the framework, roadmap, tools, and access to help CIOs successfully prepare for this transition.
Why portfolio career preparation is hard
This is a long game, and most CIOs start too late.
Many CIOs wait until retirement is in sight to pursue board roles, but the skills, credibility, and references required take years to build.
There’s no obvious playbook, and no time to figure it out alone.
Between a demanding role and competing priorities, it’s hard to know what to do, who to talk to, or where to invest limited time. Progress is slow and easy to deprioritize.
The best opportunities never show up in your inbox.
Board and advisory roles are rarely posted. They’re filled through trusted networks built deliberately over time, and without the right access, they’re easy to miss.
Competition is real, and differentiation matters.
CIOs often compete with CEOs and CFOs for board roles, but their tech focus can make it harder to articulate their broader value.
How we can help
The Empower Program is designed for CIOs who want to prepare intentionally for a portfolio career 5-10 years before stepping away from their final operating role.
So the transition feels intentional, not rushed, you’ll gain access to hands-on support at every stage of your journey, including an intake assessment, networking opportunities, and a learning path guided by our team of experts.



