What if the next problem you’re trying to solve isn’t really a “how” problem — but a “who” problem?

In this episode of The Invested Fathers, I share a few life updates and several recent conversations that reminded me how much of business, investing, and life comes down to relationships.

I talk about reconnecting with a potential investor through LinkedIn, helping an investor navigate a deal that went south in Arizona, working through delayed K-1s on a Texas investment, dealing with challenges on a Colorado project, and having conversations with friends and investors about their long-term goals.

The common thread: instead of always asking, “How do I figure this out?” maybe the better question is, “Who do I need to talk to?”

We also get into the importance of communication when deals don’t go according to plan, why consistently putting yourself out there can create unexpected opportunities, and why sometimes you just need to stop overthinking the outreach and start the conversation.

If there’s something you’ve been stuck on lately, ask yourself:

Who do I need to be talking to?

Chapters

00:00 - Introduction and Personal Life Updates

02:29 - The Power of Business Conversations

04:21 - Helping a Friend with Legal Issues

07:14 - Dealing with Renovation Delays

08:36 - The 'Who Not How' Mindset

09:17 - Encouragement to Connect and Lead with Intent

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How do you prepare your kids for adulthood without trying to control every step they take?

In this episode, Kenny sits down with longtime friend, financial advisor, and newly minted empty nester Stephen St. John for a conversation that goes far beyond money.

After helping hundreds of families navigate financial decisions over the past two decades, Stephen shares what he's learned about the investment that matters most: raising children with wisdom, responsibility, and a deep trust rooted in the Good Shepherd, Jesus Christ.

Together, Kenny and Stephen discuss:

• Why your greatest investment may not be in your portfolio—but in your children.
• How to teach kids responsibility without simply handing them everything.
• Practical ways to prepare children financially for college while giving them ownership of the process.
• The power of milestones, father-son trips, and creating moments your children will never forget.
• Lessons learned from launching two sons into adulthood.
• What Stephen wishes every father would remember before his kids leave home.

One of the most powerful moments comes when Stephen answers a simple question:

"If your sons were sitting here today, what would you hope they say they learned from you?"

His answer has very little to do with money—and everything to do with faith, family, and living a life that points to Christ.

Whether your kids are toddlers, teenagers, or already grown, this episode is a reminder that the small investments you make today often become the greatest returns you'll ever experience.

If this episode encouraged you, share it with another dad who is trying to be intentional with his family. Sometimes one conversation can change the trajectory of generations.

Resources mentioned:

- The Intentional Father by Jon Tyson

- The Price You'll Pay for College by Ron Lieber

- Who Gets In and Why by Jeffrey Selingo

- Raising a Modern-Day Knight by Robert Lewis

- REAL Man program with 3 Gen Ministries

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What do a house fire, a family vacation, and real estate investing have in common?

More than you might think.

In this solo episode, Kenny shares a behind-the-scenes look at what's been happening over the past few weeks—from a contractor's phone call that every real estate investor dreads, to new investment opportunities, family memories from the Outer Banks, and the small decisions that ultimately shape our marriages, businesses, faith, and children.

In this episode, you'll hear:

• The contractor call that almost ended in disaster—and the lesson it taught me
• Updates on our current real estate projects, including two active flips and new land opportunities
• Why I'm excited about partnering with Rise48 on a new apartment community in Raleigh, North Carolina
• An invitation to our upcoming investor webinar
• Why one investor is flying to Kansas City before investing—and why I encourage it
• Why I'm becoming less interested in interviewing famous people and more interested in interviewing faithful people
• A challenge for every dad to identify the "lint" building up beneath the surface before it becomes a bigger problem

Resources Mentioned

• The Invested Fathers Newsletter – Receive updates on new investment opportunities, fatherhood encouragement, faith, health, and behind-the-scenes business updates.

Sign up for newsletter here

• Rise48 Webinar – Learn about our latest multifamily investment opportunity in Raleigh, NC.

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• EastWest Capital – Learn more about passive investing opportunities and connect with Kenny

Website link

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