In this episode of the Imperfect Men's Club Podcast, Mark and Jim dive into the idea of impermanence: the simple, uncomfortable truth that nothing lasts forever. From aging bodies and shifting emotions to football seasons, jobs, relationships, and AI shaking up the world, they unpack how "everything comes to an end" can be either terrifying… or freeing.
They use their five-part framework (career, health, worldview, relationships, money) to explore how men can respond to constant change with awareness, humility, and a little more presence in the moment.
Impermanence defined: why recognizing that nothing is permanent changes how you see seasons, losses, and opportunities.
2025–2026 as a turning point: how AI and technology are reshaping work, education, hiring, and power structures.
The changing of seasons: from sports and business cycles to emotional and life seasons, and why 30/60/90-day windows matter.
Aging bodies & minds: navigating mortality, watching parents decline, and choosing grace and acceptance instead of denial.
The rise and fall of emotions: anger, guilt, broken relationships, and why expectations quietly drive so much of our suffering.
Relationships & jobs ending: the 3–3–3 "romance rule," how seasons apply to careers and friendships, and why endings don't have to define you.
New tech, old tech: how quickly tools become obsolete, why domain expertise matters more than code, and what happens to people who ignore AI.
Living in the present: using impermanence as a reminder to appreciate what you have now instead of clinging to the past or trying to control the future.
The Imperfect Men's Club framework: the five arenas of life and the core idea that "the imperfection is the perfection."
1. Impermanence & Seasons
Mark and Jim riff on life as a series of 90-day seasons: sports, business, relationships, and personal growth.
Jim shares a story from a high school football team whose season ended in heartbreak, and how he challenged them not to let the loss define them, but to let it refine them.
"Don't wish it was easier, wish you were better" becomes a lens for handling endings and setbacks.
2. Aging, Mortality & Watching Our Parents Decline
Mark talks about his 97-year-old dad, who's actively planning for what happens after he's gone and handling his limitations with grace and faith.
They discuss the mental and emotional side of aging, including dementia and watching loved ones slowly fade.
The conversation turns into a reflection on how facing mortality forces you to reassess your own life, body, and time.
3. Emotions, Expectations & Letting Go
Mark opens up about broken family relationships, love mixed with anger, frustration, and guilt.
Jim ties emotional swings to expectations: the higher your expectations, the more fragile your emotional state.
They talk about the power of lowering expectations, managing reactions, and not clinging to emotions that are hurting you.
4. Relationships & Jobs as Seasons
The 3–3–3 romance rule:
3 dates
3 weeks
3 months
as checkpoints for whether a relationship has real depth and staying power.
They compare this to the classic 30/60/90-day structure in new jobs: by 90 days, you usually know if it's a fit.
Friendships, marriages, business partnerships, and careers all go through phases… and sometimes, they end. That doesn't mean they were failures.
5. AI, Technology & Becoming Obsolete
Jim frames AI as "amplified intelligence," not artificial, and explains why he's optimistic about a huge leveling of the playing field.
Mark reflects on decades of recruiting software engineers and watching waves of technology come and go.
They talk about how AI is shifting value away from pure coding and toward domain expertise + problem solving + critical thinking.
Core message: if you ignore AI, you risk getting "kicked to the curb." If you engage with it, you can ride the change instead of being run over by it.
6. The Framework & Living in the Present
Mark and Jim tie everything back to the Imperfect Men's Club framework:
Career / Profession
Health / Well-being (mental & physical)
Worldview
Relationships
Money
At the center is self-awareness: noticing your seasons, your stories, your emotional patterns, and your relationship with change. Impermanence becomes a reminder to:
Appreciate what you can do today.
Stop clinging to "how it used to be."
Drop the illusion that you can predict or control the future.
"The imperfection is the perfection" shows up as the ultimate conclusion: life is messy, unpredictable, and sometimes brutal… and that might actually be the point.
Where in your life are you fighting a season that's clearly ending?
How is your relationship with aging (body or mind) shaping the way you show up right now?
Which emotion are you hanging onto that's quietly poisoning you?
What's one place you could lower your expectations and instantly reduce your stress?
How are you engaging with new technology: are you actively learning, or pretending it'll just blow over?
If this conversation about impermanence hit a nerve or gave you language for something you've been feeling, share this episode with another man who needs it.
And if you're listening on Apple, please leave a rating and review. It helps this imperfect little corner of the world reach more men who are trying to navigate their own seasons without pretending to have it all together.
