I'm Caren Young, a Chicago product leader and coach, and I help people turn a stack of ideas (a portfolio career, a team's workload) into a plan they can actually run.
Everything starts with us having a real conversation.
Six months, just you and me. We'll use product-management frameworks applied to your life — structure, not vibes.
Book a free 30-min conversation →Weekly group coaching, 8–10 people, deliberately small.
One day a month on-site, three months minimum. Six real coaching slots on your team's calendar, plus a working session for the entire team.
Let's talk about your team →A team day built on twelve years of stage craft — how to hold a room and not disappear inside it. The easiest way to start.
Individual coaching for one person — structured and expensable, for when the budget's real but small.
"A stable job is a single point of failure with a benefits package."
I ran a portfolio career for twenty years without knowing it had a name. In 2024 I did the responsible thing — one job, dropped everything else. Within a year I had nothing.
Read the full story →People who are good at a lot of things and keep getting told to pick one, and the companies that need those people to work well together.
Caren Young, a Chicago product leader and coach with 10+ years in product management, including work inside Pivotal, HHS and DHCS.
With a free 30-minute conversation, no pitch. Pick the path that fits: 1:1 coaching for you, or coaching and training for your team.
Let's design the plate.
Thirty minutes, no pitch, a real conversation.
Book your free conversation →