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Chris Pomerleau built multiple companies, served in the military, passed the bar, and started stacking real estate. From the outside, he had it all figured out. But somewhere along the way, the goalpost kept moving.

In this episode, Ryan and Tanner sit down with Chris to talk about what nobody warns you about on the other side of success. The tension between building and being present. The primal drive to hunt that never shuts off. And the moment his father's final words reframed everything he thought he was working toward.

We get into time blocking, gratitude, teaching kids about money, and why the 3 PM ice cream run with your kids might be the most important meeting on your calendar.

This is not a theory episode. This is a man working through it in real time. Same as you.

The real question this one leaves you with: are you building a life that looks successful, or one you will actually be grateful you lived?

Episode 83 of the Freedom Fighter Podcast with Ryan Miller, Tanner Sherman, and guest Chris Pomerleau.

Follow Ryan on Instagram: @ryanlmillerinvests
Listen on Apple Podcasts, Spotify, and all major platforms.

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Your advisor is lying to you. Not because they're evil. Because their incentives are misaligned with your success.

In this episode, Ryan and Tanner break down why social media real estate doesn't match reality, why grit matters more than hype, and how to find advisors who actually have your back. This is the conversation YouTube's algorithm won't promote but your portfolio needs to hear.

Subscribe for more conversations about faith, freedom, and building a life on your terms.

0:00 - Intro
4:42 - The Instagram vs. Reality Gap
6:55 - First Deal Disasters (The Collapsed Sewer Line)
8:33 - The New Investor Mindset You Need
15:04 - Why Incentives Drive Advice More Than Values Do
16:40 - The Lifetime Value of Integrity
20:27 - How to Find Unbiased Advisors
25:13 - Grit: What It Actually Takes
26:24 - Multiple Exit Strategies (The Real Playbook)
51:30 - Nobody Does It Alone (Ask for Help)
1:02:13 - The W2 Security Myth

Episode 82 of the Freedom Fighter Podcast with Ryan Miller and Tanner

Follow Ryan on Instagram: @ryanlmillerinvests
Listen on Apple Podcasts, Spotify, and all major platforms.

#FreedomFighterPodcast #RyanMiller #FaithAndBusiness #Entrepreneur

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 Comfort can look like success—and still be a cage.

In this episode, we get brutally honest about what happens when we know what God is asking… and we keep negotiating anyway. We talk through a life that looked “winning” on the outside—money, freedom, options—yet felt like slow death on the inside. And we lay out the turning point: the moment pain became mercy, and obedience became the only way forward.

We also put words to the trap most people never see coming: the devil doesn’t always pull you with chaos—sometimes he keeps you comfortable, busy, and numb. We share how discipline (in faith, health, and routine) becomes more than productivity… it becomes protection. Not legalism. Alignment.

You’ll hear how simplifying your inputs—what you consume, think about, and chase—sharpens your ability to hear God clearly. And how building a business without idolizing money changes everything: the way we work, the way we give, and the way we lead our homes. This isn’t a “do more” episode. It’s a “come back to order” episode.

📌 Key Topics:

• Why disobedience can feel like “success” but breed misery ✅
• How pain can become the mercy that wakes us up ✅
• A simple framework for order: God, self, marriage, kids, business ✅
• Hearing God’s voice through daily obedience and fewer distractions ✅
• Health as stewardship: energy, clarity, and discipline that serves your calling ✅
• Tithing and generosity as trust—without treating God like an ROI machine ✅
• Handling criticism without letting comments hijack your mission ✅
  
  
  

Take what we talked about—and choose one clear act of obedience today.

Chapters:

00:00 Meet Tommy and His Journey

01:19 Small Town Roots and Limited Mindset

02:29 Entrepreneur Dreams and Financial Collapse

04:40 Vision of Jesus and Choosing Weed

05:38 Money Without Peace

07:27 Bike Accident Wake Up Call

08:10 Burn the Boats and Move to Vegas

09:37 Comfort as a Devil Trap

14:21 Freedom Through Prayer and Discipline

20:54 Hearing God Through Obedience

28:05 Health Habits and Decision Fatigue

35:05 Kingdom Purpose Over Business Gurus

38:52 Fasting Breakthrough Call

39:48 Romans Tattoo Sign

40:56 God Adds Experts

41:37 Tithing ROI Mindset

43:56 Obedience Over Percent

45:10 Giving 10K Testimony

48:24 Possessions Heart Check

50:37 Investing In Coaching

53:42 Rooms And Alignments

56:30 Stillness And Order

01:00:27 Exhaustion And Delegation

01:03:34 Handling Online Hate

01:11:29 Illogical Faith Steps

01:14:53 Final Thanks And Sendoff