Drew Wiard thought he was making the smartest move of his career.

After years of success in real estate, he expanded into manufacturing acquisitions to accelerate growth and cash flow.

Instead, he found himself in one of the hardest seasons of his life.

What looked like a great opportunity became a source of anxiety, sleepless nights, financial pressure, and leadership challenges he couldn't control.

Today, he's grateful for every bit of it.

In this episode, Drew and Phil discuss how that struggle reshaped his views on business, faith, family, risk, success and why the season he wanted to escape became one of his greatest teachers.

If you're in the midst of a trial, this conversation is for you.

0:00 Intro

02:43 Shifting Strategy Toward Business Acquisitions

06:45 Challenges of Blending Business Cultures

11:01 Navigating Personal and Professional Failure

15:31 Managing Anxiety Through Difficult Seasons

21:34 Applying Past Lessons to New Ventures

25:40 Building Values-Driven Business Principles

31:01 Reconnecting With Faith and Generosity

35:06 Family Transparency and Modeling Resilience

Resources Mentioned:

Connect with Drew:

https://www.instagram.com/theflyinginvestor/

Clear Sky Commercial

https://www.clearskycommercial.com/

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https://www.thepurposematrix.com/

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Mike Guarino has built successful businesses, led thousands of physicians, testified before Congress, and met presidents, popes, and CEOs.

But the moment that changed his life happened in a church during his nonverbal daughter’s First Communion. What he witnessed in that moment reshaped the way he thinks about success, money, leadership, and responsibility.

Since then, Mike has spent decades mentoring young people, serving the homeless, funding opportunities for others to encounter Christ, and challenging people to stop waiting for someone else to step up.

Phil and Mike discuss the question that drives many of his biggest decisions, why courage requires action, what leaders owe the people around them, and why he refuses to put a dollar between people and Christ.

What ties all of these stories together is a simple conviction:

To whom much is given, much is required.

0:00 Intro

06:50 Business Success Through Relationships

12:05 Spiritual Discipline and Daily Prayer

17:22 Mentoring the Next Generation

24:40 Serving the Homeless

32:09 The Eucharistic Encounter

41:39 To Whom Much Is Given

47:05 The Marian Shrine Vision

52:10 The Fire and Ice Challenge

Resources Mentioned:

Legatus

https://legatus.org/blog/legatus-names-philanthropist-and-healthcare-leader-michael-guarino-2025-ambassador-of-the-year

📚 Followed by God by John Eldredge

📚 Slowing Down to the Speed of Joy by Matthew Kelly

📚 Holy Moments by Matthew Kelly

📚 Catholic Men Will Make America Great Again

🎬 The Great Awakening

🎬 The Island

🎬 Entertaining Angels

⚙️ Download The Purpose Matrix tool:

https://www.thepurposematrix.com/

Follow @PhilOnPurpose

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Six men started with a simple goal: Stay consistent with fitness after Exodus 90 ended.

Two years later, that small accountability group has become something much bigger. They meet at 5:15 every other Friday morning, track habits together, read books and scripture together, challenge each other’s blind spots, and refuse to let one another drift into complacency.

The discussion follows how the group was built, how they choose members, what they track, and why accountability works differently when it becomes brotherhood. They share the impact on their marriages, faith, parenting, careers, and personal discipline.

Several themes emerge throughout the discussion:

Discipline creates freedom. Growth requires sacrifice. Vulnerability is a strength, not a weakness. And most importantly: life was never meant to be lived alone.

The conversation ends with a challenge. Good times can create complacency. The responsibility of every generation is to resist that pull and become the kind of men others can follow.

0:00 Intro

00:40 Meet the Forge Men

04:00 How the Group Started

07:53 Structure and Meeting Rhythm

10:20 Traits of Strong Accountability Partners

14:50 Goals, Habits, and Scorecards

19:00 How Brotherhood Changed Their Lives

23:11 Vulnerability, Marriage, and Real Struggles

33:57 Leading Families by Example

41:13 The Compounding Effect of Accountability

46:09 The Future of Forge Men’s Group

55:00 The Cost of Becoming Better

59:04 One Lesson From Each Man

01:01:45 Good Times Create Weak Men

Resources Mentioned:

Forge Men's Group Instagram:

https://www.instagram.com/forge_mens_group

Follow @PhilOnPurpose

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