Can curiosity replace fear when we think about death?

In this episode of The Long Strange Trip, Josh Patrick welcomes Michele Asch for one of the most personal conversations on The Long Strange Trip. Together they explore guided psilocybin experiences, messages from loved ones who have passed, the role of mediums, and how spiritual curiosity can change the way we approach life.

Rather than debating beliefs, they ask thoughtful questions about consciousness, connectedness, and what it means to live fully while accepting mortality.

In this episode, I sat down with financial advisor Russ Thornton to explore a question that has very little to do with investments and everything to do with how we live: What are you retiring to?

We talk about why so many successful people struggle to spend the money they’ve spent decades saving, why financial scarcity often has more to do with psychology than math, and how retirement can become an identity crisis if you’re not prepared for it.

We explore:

• Why many retirees underspend—even when they have more than enough
• The emotional shift from earning a paycheck to living off your savings
• Why retirement should be about purpose, not escape
• The importance of asking better questions instead of rushing to answers
• How vulnerability and honest conversations help us navigate life's biggest transitions

This isn’t really a conversation about money. It’s about building a life you actually want to wake up to after work is no longer the center of your identity.

We’re all just trying to figure this out together.

About this Episode:

This episode on The Long Strange Trip, Josh talks with Lisa Woodruff, founder of Organize 365, about the often-overlooked work of preparing our lives for those we love. Together they explore why organizing becomes more complex with age, how to manage the growing burden of paperwork and digital assets, and why sharing your plans with family is one of the most caring gifts you can give. This thoughtful conversation is a reminder that getting organized isn’t about perfection, it’s about intention, peace of mind, and making the future a little easier for the people who matter most.

In this episode, I sit down with my friend Glenna Crooks to explore something we rarely think deeply about: the networks of people that quietly shape our lives, our resilience, and even our wisdom.

Glenna’s had an extraordinary career, from advising Ronald Reagan on healthcare to helping build Merck’s vaccine division but this conversation goes somewhere much more personal. We talk about burnout, the uncomfortable space of “unknowing,” and why wisdom often comes from sitting with hard questions longer than we’d like.

We explore:

•  Why relationships act like a hidden operating system in our lives 
•  The difference between shallow connection and meaningful community 
•  How “ghost networks”  people from our past still influence us today 
•  Why wisdom comes from patterns, reflection, and lived experience 
•  The tension between being a generalist and a specialist in a complex world 

This is one of those conversations that may change the way you think about the people you surround yourself with—and the person you’re becoming because of them.

We’re all just trying to figure this out together.

In this episode, I sit down with Anna Melikian, who’s faced multiple cancer diagnoses, to explore what resilience actually looks like when life gets very real.

Anna shares the shock of her diagnosis, how she moved from denial into action, and why having a plan gave her something to hold onto. We also talk about the reality of treatment—the parts doctors don’t fully prepare you for—and how staying connected to her work helped her maintain a sense of normalcy.

We explored:

• Why resilience isn’t something you force—it’s something you grow into
• The importance of support and being open instead of going it alone
• How to take things one step at a time when the future feels overwhelming

This is an honest conversation about uncertainty, mortality, and what it means to keep going when you don’t know how things will turn out.

We’re all just trying to figure this out together.

Who’s Driving Your Bus? Navigating the Internal Family System

Have you ever felt like there’s a literal argument going on inside your head? One part of you is ready to conquer the world, while another is whispering that you’re a fraud, and a third just wants to hide under the covers with a bag of Hershey’s kisses.

I’ve been there. In fact, I’m 73, and I’m still figuring out who’s actually behind the wheel. 

In this episode of The Long Strange Trip, I sit down with Tammy Sollenberger, a gifted Internal Family Systems (IFS) therapist, to talk about why we do the "stupid" things we do—and how to stop vilifying ourselves for it. We dive deep into the "multiplicity of the mind" and why "No Bad Parts" isn't just a catchy book title, but a way to find actual internal peace.

We explore:

• The Internal Family: Why your mind is less like a single person and more like a crowded dinner party (and yes, sometimes it’s rowdy).
• Managers vs. Firefighters: How our protective parts try to keep us "likable" or "numb" to avoid the pain of our inner exiles.
• The "C" Qualities: How to access your Authentic Self—that core of calm, curiosity, and compassion that’s often buried under the noise.
• The Skiing Dilemma: A personal look at my own struggle with aging and the conflicting voices that crop up when life forces a transition.

If you’ve ever felt "stuck," "ineffective," or just plain curious about why your brain works the way it does, this conversation is for you. We aren't just talking psychology; we're talking about how to become a more integrated, self-led human

In this episode, we’re asking a question that most of us spend our lives trying to outrun: What does it actually mean to have a "good death"? It’s a heavy topic, and I’ll be the first to admit that exploring this territory can feel very disconcerting. Today, I’m sitting down with Rose Zeeland, who looks at the end of life through a unique, dual lens as both a Certified Financial Planner and a Death Doula. 

We aren't just talking about the clinical or the legal "stuff" here. We’re digging into the emotional and logistical challenges that start to feel much more real for those of us in our 40s and 50s. I’ve often found myself thinking about the "way less life going forward" part of the journey, and Rose offers a perspective that’s grounded in both professional expertise and deep human care. 

In this episode, we explore:

• The Transition: Why Rose believes midlife is the critical time to start these honest investigations. 
• The Family Table: How to have those necessary discussions with the people you love without it feeling morbid. 
• Logistics vs. Legacy: Navigating the complex financial wealth management side while holding space for the emotional weight of loss. 
• Being the Support: What it looks like to walk alongside a client or loved one through their final transition. 

I’ll be honest—I teach this kind of stuff, and I still find it difficult to apply to my own life sometimes. Rose is a fellow traveler who provides more than just a checklist; she provides a way to navigate the uncertainty with a bit more grace. Whether you're a business owner in transition or just someone trying to figure out how to support a parent, I think you’ll find this conversation as helpful as I did. 

How are you handling the "un-talkable" conversations in your own life?

In this episode of The Long Strange Trip, Josh sits down with long-time friend and transition expert Susan Bradley, founder of the Sudden Money Institute. Together, they explore why we’re so afraid of the "in-between" and how we can learn to embrace it as a vital part of our personal evolution.

In this conversation, we dive into:

• The Threshold: Why liminal space is universal but rarely understood or celebrated in Western culture.
• Pilots and Navigators: A new way to look at professional help—where you fly the plane, and your advisor helps you read the map.
• Throwing Out Anchors: Practical tools like the "quadrant exercise" and "anchoring" to help you stabilize when the weather gets rough.
• The Power of the Question: Why "What do you want to protect?" might be the most important thing you ask yourself today.

Whether you’re selling a business, navigating a loss, or just feeling a bit "stuck" in the transition, this episode offers a warm, reflective look at how to find your way when the path forward isn't clear.

In this episode of the Long Strange Trip, I sat down with Adam Hansen to explore what it really means to become wise. What started as a simple question—“How do you actually become wise?”, quickly turned into a deeper conversation about curiosity, self-awareness, and personal growth.

This isn’t a step-by-step guide. It’s an honest exploration.

We talk about:

•  Why wisdom is more about asking better questions than having the right answers 
•  How curiosity shapes the way we grow and understand the world 
•  Why experience alone isn’t enough without reflection 
•  The trap of confusing your perspective with reality 
•  And why grace for yourself and others matters more than being right 

We also unpack the idea of “metabolizing experience” , learning from life in real time instead of just going through it.

No conclusions. No perfect answers. Just a conversation.

If you’re interested in mindset, self-awareness, and real personal development, this episode will make you think.

So here’s the question:
How do you define wisdom?

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In this insightful interview, Susan Schramm discusses the nature of risk, change, and resilience in launching initiatives and personal growth. She shares practical strategies for managing risk, overcoming fear of failure, and building resilient teams to succeed in innovative endeavors.