The Long Strange Trip: Business to

Retirement to Death

Most people spend decades grinding at work, treating family like employees, then panic when retirement hits and they don't know who they are without the business card. And death? We've got collective PTSD around that topic.

This isn't expert advice – it's a conversation between seekers figuring out how to navigate these three massive transitions differently. Real talk about businesses without sacrificing what matters, creating retirement that's about meaning not just filling time, and facing mortality honestly. No BS, no pat answers – just the messy truth about the journey from building something to stepping away to whatever comes next.

Doing Business Differently

Most business owners give 95% to work and 5% to family – then wonder why relationships suffer. We're exploring how to build meaningful businesses without sacrificing what actually matters. How do you show up differently at home than at work? Can you create real boundaries and still succeed? ..

Our Areas of Interest

Doing Business Differently

Re-Inventing Retirement

A New Look at Death

Wisdom and Aegism

Transition Secrets

Resilience

FAQS ABOUT THE LONG STRANGE TRIP

Why The Long Strange Trip

I've spent 40+ years building businesses and advising owners, watching the default path destroy what matters most. Now, facing my own health challenges and transitions, I'm convinced there's a better way. I don't have all the answers – but I'm done pretending anyone does. Let's figure this out together.

Why do you talk about business - retirement - death?

These are the three massive transitions every business owner faces but rarely discusses honestly. We work ourselves to death, panic about retirement identity, and avoid mortality until forced to face it. They're connected – how you do business affects retirement, and facing death clarifies both.

Why the focus on transitions?

Understanding transition stages changes everything. When you can name where you are – anticipation, ending, passage, or new beginning – you stop fighting reality and start navigating with intention. These patterns repeat throughout life. Learn them once, and you've got a map for every major change ahead.

Where does wisdom fit into the work you're doing?

Business owners accumulate decades of hard-won wisdom, then retirement hits and suddenly that experience feels worthless in a youth-obsessed culture. We're exploring how to share what you've learned in ways that actually get heard – bridging generations, staying relevant, and contributing meaningfully beyond your business years.

Why we need to be resilient while we age.

Aging guarantees change – health shifts, capacity diminishes, limitations appear. Without resilience, these changes break us. We're exploring how to build the flexible strength that lets you adapt instead of shatter, grieve losses without getting stuck, and keep finding meaning even when your body won't cooperate.

Get In Touch

129 Raven Hill Rd, Hinesburg, VT 05461, USA