The Lofty Lender with #tallmoneyman

In this episode of Lofty Lenders Homebuyer Education, hosts Kyle and Charlie dive into the essential mindset shift needed for successful home buying. Discover why it's crucial to consider your entire financial picture, not just the mortgage, when purchasing a home. From budgeting tips to understanding credit and debt management, they share actionable insights to help you achieve long-term financial well-being. Tune in to learn how to make informed decisions that align with your lifestyle and future goals. Don't miss out on this valuable conversation! #HomeBuying #FinancialPlanning #LoftyLender #tallmoneyman

Join Kyle Guldenpfennig, aka #TallMoneyMan, and guest Charlie Chedester as they explore the pros and cons of buying a fixer-upper. Discover the potential rewards and challenges, financing tips, and real-life stories that will help you make an informed decision on your next home purchase. Tune in to learn if a fixer-upper is the right choice for you!

Think you're ready to buy a home?

In this episode of The Lofty Lender Homebuyer Education, Kyle Guldenpfennig (#TallMoneyMan) teams up with real estate pro Charlie Chedester to break down the often-overlooked expenses that come with homeownership. From surprise HOA dues and skyrocketing utilities to busted furnaces and forgotten maintenance, we’re covering the costs that don’t show up on your mortgage calculator.

You’ll learn:
✅ Why a home inspection is worth every penny
✅ How to budget for annual maintenance and emergency repairs
✅ The dangers of maxing out your homebuying budget
✅ Pro tips to avoid becoming "house poor"
✅ How a simple $10 filter could save you thousands

Whether you’re a first-time buyer or looking to upsize, this episode is packed with real talk and actionable tips to help you buy smarter—and stress less.

🎧 New episodes drop every Friday!

In this episode of The Lofty Lender, Kyle Guldenpfennig (#TallMoneyMan) sits down with fellow mortgage expert Charlie Chedester to tackle one of the biggest questions in real estate: Should you rent or should you buy in today’s market?

With rising interest rates, fluctuating home values, and rent prices all moving in different directions, it’s easy to feel paralyzed. Kyle and Charlie break it down with real-life examples, practical advice, and honest takes.

They cover:
✔️ When renting actually makes more sense
✔️ How buying builds equity (and future wealth)
✔️ The risks of waiting too long
✔️ Why flashy apartment amenities aren’t always worth it
✔️ How a rent vs. buy calculator can help you decide
✔️ The power of real estate in diversifying your financial future

Whether you're a first-time homebuyer, investor, or renter weighing your options—this episode will help you make a confident, informed decision.

In this episode of The Lofty Lender, host Kyle Guldenpfennig (#TallMoneyMan) sits down with Dr. Bryan Ladd—Navy veteran, orthopedic clinical specialist, and founder of Kaizen Health and Wellness. Bryan shares his journey from small-town Nebraska to running a cutting-edge PT clinic in Iowa that’s reshaping the traditional healthcare experience.

We dive into his time in the military, his burnout and breakthrough moments, and why he chose to bet on himself by starting a practice that puts patients first. From dry needling and shoulder dysfunction to leveraging AI in physical therapy and making the leap from cash-based to hybrid care—this conversation is packed with insight for entrepreneurs, healthcare pros, and anyone seeking better outcomes in wellness.

🎧 Search The Lofty Lender with #TallMoneyMan wherever you get your podcasts and tune in now!

What do prom tux rentals, IRS letters, and 13-hour workdays have in common? They’re all part of the world Shelley Kehoe lives in as a trusted CPA to over 600 families every year.

In this episode of The Lofty Lender, host Kyle Guldenpfennig (aka #TallMoneyMan) sits down with Shelley to unpack her 20+ year career in tax preparation, mentorship, and financial collaboration. Shelley shares what it’s really like behind the scenes during tax season, how she stays motivated through it all (spoiler: it’s her kids and her husband’s dream to retire early), and how Iowa families—yes, even public school parents—can claim an often-missed tax credit worth up to $500 per child.

💼 Real talk about CPA life

💬 Why client relationships matter more than just the numbers
💡 The Iowa Tuition & Textbook Credit explained
👩‍👦 Shelley’s mission to empower the next generation and support her family

Subscribe and tune in for insight, laughs, and tax-saving tips you didn’t see coming.

🎧 Listen now on Spotify, Apple, Amazon, or wherever you get your podcasts.
📲 Search The Lofty Lender with #TallMoneyMan

What would you do if your future felt like a coin flip?

In this powerful episode of The Lofty Lender, Kyle Guldenpfennig (#TallMoneyMan) sits down with Zach Smith—loan officer, zookeeper, and son of Eric Smith, who recently shared his own journey with Huntington’s Disease. Zach opens up about what it’s like living with a 50/50 genetic chance of developing HD, how his uncle’s symptoms shaped his understanding of the disease, and the tough decisions he’s made around career, family, and financial planning.

From a red light incident that seemed like a joke at the time… to realizing it was something much more serious… to navigating whether or not to get tested himself—Zach’s story is one of courage in the face of uncertainty.

🎧 If you missed it, listen to Eric’s story in Episode 47 for full context.

Chapters

00:00 Introduction to Huntington's Disease

01:55 Family Experiences with HD

04:04 Education and Understanding HD

06:57 The Impact of Diagnosis

10:50 Future Perspectives on HD

14:52 Career Choices and HD

20:14 Testing and Family Planning

23:18 Financial Planning and Health Insurance

25:38 Courage and Family Dynamics

29:53 Community Involvement and Advocacy

31:18 Advice for Those Affected by HD

💙 Learn how to support HD awareness, get involved with local events, and why it’s more important than ever to live fully—even when the future is unknown.

➡️ Subscribe to The Lofty Lender and search #TallMoneyMan wherever fine podcasts are downloaded.

#HuntingtonsDisease #TheLoftyLender #TallMoneyMan #HDStrong #FacingTheFuture #ZachSmith #Podcast #MidwestFamilyLending #RareDiseaseAwareness #LiveFully

Buying a home is just the beginning — what comes next is where real ownership begins. In this episode of The Lofty Lender Homebuyer Education Podcast, Kyle Guldenpfennig (#TallMoneyMan) is joined by Charlie Chedester to unpack the real-life lessons of home maintenance. From the importance of seasonal checklists to the unexpected costs of skipped chores (spoiler: Kyle’s carpet regrets and a leaky water heater), this episode is packed with practical advice, personal stories, and laughs.

Learn why home inspections matter, what tasks to never ignore, and how to get ahead of maintenance in a market facing shortages and rising prices.

🎧 Tune in now to learn:

• Why maintenance beats repairs every time

• Common mistakes new homeowners make

• How to stay ahead of unexpected expenses

• Simple hacks for keeping your home in tip-top shape

Chapters

00:00 Introduction to Home Maintenance

02:54 Understanding Home Inspections

05:30 The Role of Insurance and Warranties

08:13 Daily Maintenance Duties

11:07 Seasonal Maintenance Checklists

13:57 The Importance of Regular Cleaning

16:32 Final Thoughts on Home Maintenance

📲 Search The Lofty Lender with #TallMoneyMan wherever you listen to podcasts and don’t forget to subscribe!

In this episode of The Lofty Lender, Kyle Guldenpfennig—aka #TallMoneyMan—is joined by business partner Charlie Chedester to tackle some of the biggest myths first-time homebuyers believe.

From the dangers of house shopping without a pre-approval, to the false idea that owning a home is just like renting, to the myth that you can perfectly time the market, Kyle and Charlie break it all down with real stories, practical advice, and a little humor.

You’ll also get an update on current housing market trends, how rising interest rates are impacting buyers, and actionable steps to prepare for your first home purchase—without stress.

Chapters

00:00 Introduction to Homebuyer Education

02:10 Debunking First-Time Homebuyer Myths

06:00 Understanding Hidden Costs of Homeownership

07:28 Timing the Market: Myths and Realities

10:18 Current Market Trends and Strategies

14:55 Actionable Takeaways for First-Time Buyers

🎧 Subscribe and listen wherever you get your podcasts.
💬 Got questions? Reach out to Kyle at 319-850-2435.
📲 Search The Lofty Lender and follow #TallMoneyMan for more!

In this deeply personal and courageous episode of The Lofty Lender, Kyle Guldenpfennig (#TallMoneyMan) sits down with his friend and colleague, Eric Smith, to share Eric’s journey with Huntington’s Disease (HD)—a rare, inherited brain disorder that impacts mood, movement, and mind. Eric opens up about the moment his family discovered the disease, his decision to undergo genetic testing, how he broke the news to his sons, and the emotional toll of knowing what lies ahead.

More than just a story of diagnosis, this episode is about family, strength, preparation, and hope. Eric is participating in clinical trials, advocating for awareness, and pushing for a better future—not only for his children, but for everyone impacted by HD.

Chapters

00:00 Understanding Huntington's Disease

01:26 Eric's Personal Journey with HD

10:05 The Decision to Get Tested

17:41 Receiving the Diagnosis

23:27 Telling the Family

26:56 Coping with the Reality of HD

33:05 Maintaining a Positive Mindset

34:27 Advice for Those Affected by HD

39:28 Getting Involved and Raising Awareness

🎧 Listen in for an emotional, eye-opening conversation you won’t forget.

🔗 Learn more or get involved at HDSA.org
📍Visit us at MidwestFamilyLending.com > MFL Cares
🔍 Find more episodes by searching The Lofty Lender or following #TallMoneyMan wherever you get your podcasts.