The Second Half Doesn't Have to Be a Guessing Game
You've led teams, built careers, raised families. Now you're asking bigger questions. Lead & Keep is where experienced leaders find clarity for what comes next.
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Career Crossroads
You've spent decades climbing. Now you're wondering if the ladder was against the right wall — and what the next move even looks like.
Identity Beyond the Title
When the role changes or disappears, who are you? The transition from doing to being is harder than anyone tells you.
What Matters Now
You have more experience than ever but less certainty about where to invest it. The second half demands a different kind of intentionality.
What Lead & Keep Offers
Clarity
Frameworks and honest writing to help you think through transition, purpose, and what's worth keeping.
Community
You're not the only one navigating this. Join a growing group of leaders working through the same questions.
Practical Wisdom
Not theory. Real lessons from 30 years in leadership, career pivots, and building something new after 50.
Meet Michael
I spent 30 years in media, marketing, and technology leadership — including 18 years at Adobe consulting and leading teams of 100+. I've navigated career changes, built companies, raised four sons, and learned that the second half of life requires a completely different playbook.
Now I write about what I've learned — and what I'm still figuring out — for leaders who are asking the same questions I did.
Read more →Get Your Free Guide
Download The 5 Questions for the Second Half — a short guide to help you think through what's next with clarity and intention.
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