In today’s episode, I sit down with Ryan Heath, Founder of Trustpoint Legal, to explore what a modern “Family Office 2.0” actually looks like and why the old models are falling short. We talk about how family offices are evolving from static wealth preservation vehicles into operating businesses built around people, purpose, and multi-generational decision making. Ryan shares lessons from working closely with families navigating liquidity events, succession, and generational transitions, and why flexibility and intentional design matter more than rigid structures. The conversation centers on treating the family office as a living organization, not just a collection of legal documents.

Many can relate to putting in strategic plans for their businesses, their health, etc.  What’s funny is we often don’t put the same planning into what’s most important to us - our family.  

Ryan is on a mission to help families change that.

We discuss:

What defines a Family Office 2.0 and how it differs from traditional family office models

Why legacy, values, and human dynamics drive long-term outcomes more than tax efficiency

How flexible mandates help families adapt as generations, priorities, and circumstances change

The risks of poor communication and rushed planning during liquidity events or succession

How intentional family meetings and shared mission statements strengthen multi-generational alignment

This episode is especially valuable for founders and families rethinking how to structure wealth, leadership, and legacy in a way that actually works across generations.

Links:

Ryan on LinkedIn - https://www.linkedin.com/in/ryanheath1/

TrustPoint Legal - https://www.trustpointlegal.com/

Topics:

(00:00:00) - Intro
(00:05:11) - Legacy over wealth
(00:09:04) - Flexibility in estate planning
(00:18:25) - The importance of transparency
(00:27:22) - Handling family conflicts
(00:42:00) - Proactive planning and transparency
(00:52:15) - The silver tsunami and trusts for grandchildren
(00:54:28) - Ruling from the grave
(00:57:49) - Trustees and their roles
(01:01:38) - Understanding family offices
(01:06:39) - The three pillars of a family office
(01:09:21) - The complexities of 678 trusts
(01:12:40) - Family limited partnerships explained
(01:15:13) - The importance of succession planning
(01:22:52) - Coordinating family meetings
(01:30:33) - The perfect family office: a case study
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Today, I sit down with Steve Gatena, Co-Founder & CEO of PRAY, for a conversation about faith, leadership, and building a company with long-term purpose. Steve shares his journey from growing up in Los Angeles and playing college football at USC to founding Pray.com and thinking deeply about stewardship, culture, and responsibility. We talk about what it means to lead in moments of tragedy, why community matters more than ever, and how faith intersects with modern business and technology. Throughout the episode, Steve offers a candid look at the frameworks and principles that guide his decisions.

We discuss:

• Steve’s early life, football career, and the turning points that reshaped his path

• Why Hollywood often resists faith and what cultural shifts Steve sees happening today

• The “Mission, Team, Self” framework, and how it applies to leadership and decision making

• Building Pray.com as a sustainable platform across software, media, and subscriptions

• The importance of strong men, building community, and taking accountability

Links:

Pray.com - https://www.pray.com/

Platform Revolution by Geoffrey G. Parker - https://a.co/d/1aNzUXU

Steve on X - https://x.com/SteveGatena

Topics:

00:00 - Intro
03:21 - Charlie Sheen and Hollywood vs. Christianity
10:57 - Pray.com since Charlie Kirk’s death
13:35 - The journey to becoming a hope dealer
19:20 - Lessons playing football for Pete Carroll
23:58 - Developing the Mission, Team, Self framework
33:26 - The America Prays initiative
41:49 - Rescuing men
01:05:37 - How do you know if Pray.com is successful?
01:17:13 - Building a customer data platform
01:25:14 - How do you know if you’re being a successful CEO?

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Today, my good friend Colt McCoy joins me for a deep and personal discussion about his path from small-town Texas to 14 seasons in the NFL, the mentors and moments that shaped him, and the intentional process of stepping away from the game. We talk through his early years growing up on the sidelines, the day he went from being a complete unknown to over 100 Division 1 offers, and the mindset he built while earning the starting job and leading Texas to the National Championship.  

Colt reflects on the physical and emotional toll of the 2009 title-game injury, the realities of NFL life, and the teammates, coaches, and owners who influenced him most. He also opens up about the year-long discernment process that led him to retire, move his family to Fort Worth, and build a new career in real estate.

We discuss:

• Colt’s early upbringing around football and how it shaped his identity

• Winning the starting job, leading Texas for four seasons, and the highs and lows along the way

• The 2009 national championship injury and its lasting impact

• Lessons from 14 years in the NFL, including leadership, longevity, and adapting his game

• His decision to retire, prioritize family, and pursue a new path in Fort Worth real estate

• The role of faith, patience, and discernment in navigating major life transitions

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Links:

Colt on X - https://x.com/ColtMcCoy

Topics:

(00:00:00) - Intro

(00:02:51) - The realities of working for ESPN and calling games

(00:11:15) - Colt’s earliest memories of football

(00:18:31) - The impact of Colt’s dad

(00:22:45) - Earning a scholarship to The University of Texas

(00:34:34) - Colt’s career at UT

(00:47:32) - Colt’s greatest memory at UT

(00:57:43) - The state of College football

(00:58:40) - The Michael Crabtree story

(01:04:27) - The toughest environments to play in

(01:06:24) - Colt’s NFL career

(01:08:58) - The biggest learning curve going from the NCAA to the NFL

(01:17:35) - Who’s the best athlete you’ve ever seen?

(01:19:04) - What Colt misses the most about being in the NFL

(01:20:59) - Who’s the scariest player you’ve gone up against?

(01:23:27) - What was the hardest hit you’ve ever taken?

(01:26:11) - The decision to leave the NFL and life after football

Chris on Social Media:

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POWERS is produced by https://www.johnnypodcasts.com/

Today's guest, Cody Campbell, digs into the forces reshaping college athletics and his plan to ensure a solution that works for every stakeholder. 

We discuss:

• How changing laws and court decisions created a brief window for Tech to act boldly

• Why Texas Tech’s culture, alumni base, and momentum made the strategy work

• How court rulings displaced the NCAA and fueled today’s chaotic environment

• The financial strain on athletic departments and the risk posed to Olympic and women’s sports

• The influence of commissioners, media companies, and private equity on the future of the system

• Cody’s vision for reform and why federal action is the only path to long-term stability

Topics:

(00:00:00) - Intro

Links:

Cody on X - https://x.com/CodyC64

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Today, I sit down with my good friend Wiley Curran to break down the story behind CPC, a family-built perpetual holding company that buys and holds businesses indefinitely.

We also discuss how CPC approaches acquisitions, management incentives, and organizational design to create enduring value across industries.

We discuss:

Topics:

(00:00:00) - Intro

Support our Sponsors

Ramp: ⁠https://ramp.com/fort⁠

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Chris on Social Media:

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Today’s guest is my good friend Jason Illian, Co-Founder @ Highmount Capital.  Jason returns to the show for a meaningful conversation about faith, fatherhood, leadership, and living with eternal purpose. 

We explore how Jason integrates ministry into his home and family life, using sports as a vehicle to teach character and faith. He shares how he and his wife intentionally guide their children through social pressures, technology, and success, and how his approach to leadership, both at home and in business, is grounded in biblical truth. Together, we unpack what it means to lead a family, resist cultural distractions, and build a legacy that lasts beyond material success.

We discuss:

Links:

Dude Perfect

Highmount Capital

Jason on X

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Topics:

(00:00:00) - Intro

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Chris on X: https://x.com/fortworthchris

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Jamie Winship has decades of experience bringing peaceful solutions to some of the world’s highest conflict areas.

After a distinguished career in law enforcement in the metro Washington D.C. area, Jamie earned an M.A. in English and developed a unique process of resolving inner conflict that results in the ability to lead and innovate from a position of authenticity and freedom. His unconventional efforts to bring about societal and racial reconciliation led him to Indonesia, Jordan, Iraq, Palestine, Israel, and back to the U.S. 

We discuss:

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Links

⁠Jamie's website⁠

⁠Living Fearless by Jamie Winship⁠

⁠Identity Exchange⁠

⁠Finding Hope in Depression⁠

Topics

(00:00:00) - Intro

Chris on Social Media:

X: ⁠https://bit.ly/3BYIjcH⁠

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This episode originally aired on February 20th, 2024

The FORT is produced by ⁠Johnny Podcasts

Today I’m I sitting down with Scott Arnoldy, Founder & CEO of Triten RE Partners, to explore his journey from the frothy real estate markets of the mid-2000s to building Triten into a multi-vertical investment and development firm with ~$2B in investment volume.

We talk about the lessons he learned at Goldman and Stockbridge during the GFC, the early days of striking out on his own, and how he’s evolved from being a dealmaker to focusing on building a scalable business. Scott shares his perspective on industrial outdoor storage, multifamily opportunities, and why leadership and team building have become his greatest priorities.

We discuss:

How the leverage-driven deals of the mid-2000s shaped Scott’s risk mindset

The transition from opportunistic projects to building a long-term business with structure and focus

The evolution of Triten’s investment approach, from value-add office to iOS and multifamily

Why storytelling and clarity matter as much as numbers when raising capital

Perspectives on the current real estate cycle, market uncertainty, and where compelling opportunities exist today

Links:

Triten RE Partners - https://www.tritenre.com/

Scott on LinkedIn - https://www.linkedin.com/in/scottarnoldy/

Topics:

(00:00:00) - Intro

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Collateral Partners: https://collateral.com/fort

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POWERS is produced by https://www.johnnypodcasts.com/

In today’s episode, I sit down with Juniper Square Co-Founder & CEO Alex Robinson for a conversation on the seismic shifts reshaping private markets and the future of investing. 

We dig into the impact of interest rate changes, the rise of retail investors, and why GPs face both opportunity and disruption in today’s environment. We also go deep on artificial intelligence, how it’s already transforming knowledge work, and the role it will play in redefining private market operations. Alex shares both a macro view of these changes and the mindset he’s using as a CEO to navigate them inside Juniper Square.

We discuss:

- How rising rates have affected private credit, real estate, and venture capital differently

- Why retail investors will be a defining force in the next decade of private markets

- The tension between becoming a mega-cap manager or staying a differentiated sharpshooter

-Why liquidity is one of the hardest challenges to solve for private investors

- How AI will fundamentally rewire every role inside a GP and beyond

Links:

Alex on LinkedIn - https://www.linkedin.com/in/alexrob22/

Juniper Square - https://www.junipersquare.com/

Topics:

(00:00:00) - Intro

Support our Sponsors

Collateral Partners: https://collateral.com/fort

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Chris on Social Media:

Chris on X: https://x.com/fortworthchris

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POWERS is produced by https://www.johnnypodcasts.com/

Alex Nyhan is the CEO of First Washington Realty and an owner in FWR's entities. FWR owns interests in and manages approximately $9 billion of top-quality grocery-anchored shopping centers across the United States.

Alex is one of the sharpest minds in real estate and this episode is proof of that.  I’ve had the good fortune of learning from Alex for many years and is someone who always brings good insight. 

We discuss:

- Lessons from structuring complicated public-private development projects

- The investment philosophy behind First Washington’s 22 million square feet of neighborhood retail

- Why grocery-anchored shopping centers have proven so resilient

- How demographics, education levels, and supply constraints shape long-term value

- The role of relationships and human connection in both tenant selection and consumer experience

Links:

First Washington Realty - https://www.firstwash.com/

Alex on LinkedIn - http://linkedin.com/in/alex-nyhan-b2b4914/

Topics:

(00:00:00) - Intro

Support our Sponsors

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