How to Choose a Career Path When You Have Too Many Options
Fri Feb 06 2026
You've done the informational interviews. You've had the coffee chats. You've made the lists. And somehow, you're more confused than when you started.
This episode is for anyone drowning in career options and unable to choose.
I'm coaching Amelia, a legal ops professional who'd been exploring a pivot for years—and kept getting more stuck with every conversation. The problem wasn't that she needed more information. She needed a filter.
We cover:
The 3-question filter to evaluate any opportunityAn exercise to get out of your head and feel your way forwardWhy the opportunity you need might already be in front of youWhat progress actually looks like (spoiler: not certainty)
📝 READ THE FULL WRITE-UP Includes the Pain/Budget/Proximity filter breakdown and key frameworks from this session. Find it here: https://clairewasserman.substack.com/p/overwhelmed-by-information-which💬 BOOK A COACHING SESSION: Get personalized support for your career transition. Start with a 30-minute session: https://calendly.com/claire-wasserman/breakthrough-sessions
More
You've done the informational interviews. You've had the coffee chats. You've made the lists. And somehow, you're more confused than when you started. This episode is for anyone drowning in career options and unable to choose. I'm coaching Amelia, a legal ops professional who'd been exploring a pivot for years—and kept getting more stuck with every conversation. The problem wasn't that she needed more information. She needed a filter. We cover: The 3-question filter to evaluate any opportunityAn exercise to get out of your head and feel your way forwardWhy the opportunity you need might already be in front of youWhat progress actually looks like (spoiler: not certainty) 📝 READ THE FULL WRITE-UP Includes the Pain/Budget/Proximity filter breakdown and key frameworks from this session. Find it here: https://clairewasserman.substack.com/p/overwhelmed-by-information-which💬 BOOK A COACHING SESSION: Get personalized support for your career transition. Start with a 30-minute session: https://calendly.com/claire-wasserman/breakthrough-sessions