The Do More Podcast

20:02

Top 2 underwriting mistakes people make when deals fail

The Do More Podcast ·

2026/05/18

Understanding the intricacies of real estate investing is crucial, especially in today’s fluctuating market. One of the main points I want to share today is the importance of a solid capital stack and how it can make or break your deals. Many investors stumble by overlooking the stability of their financing, often getting caught up in short-term debt that can lead to serious financial strain down the line.We’re diving into the top two mistakes that can derail your self-storage investments, and I’ll

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25:46

From Finance to Storage: Tyler Harper’s Journey...

The Do More Podcast ·

2026/05/11

Tyler Harper joins us to share his journey into the self-storage industry, which has seen remarkable growth under his leadership. Since starting in 2022, Tyler and his team have acquired 26 storage facilities, with a rapid pace of purchasing that has them aiming for one deal a week. He discusses how they transitioned from traditional financing methods, like SBA loans, to more streamlined cash purchases as their operations scaled. A key element of their success is the innovative software they’ve

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16:14

What Actually Happens Behind Closed Doors at a...

The Do More Podcast ·

2026/05/04

We’re diving into our recent experience at the Storage Rebellion Spring Event, where I had the privilege of leading the Insiders group. The main takeaway from our discussion is just how impactful these gatherings can be for building genuine relationships and learning from each other. This event was particularly special for me, as I transitioned from being a guest to taking a leadership role, which gave me a fresh perspective on the experience. I brought in some incredible speakers and switched up

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26:27

2 Transitions, 2 Identity Shifts and why Most...

The Do More Podcast ·

2026/04/27

We’re diving into the journey of entrepreneurship, focusing on the two major transitions that every entrepreneur faces: leaving the nine-to-five grind and evolving into a true business owner. Many people manage to break free from traditional employment, but a significant number never reach that next level of growth and freedom. I’ve been there, and I share my own experiences about the hurdles of transitioning from being an employee to running my own business. We’ll explore the nitty-gritty details

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23:00

18 Storage Facilities Later - Here's what I'd do...

The Do More Podcast ·

2026/04/20

Buying 18 self-storage facilities comes with its fair share of lessons, and today I’m diving into the top nine mistakes I made along the way. These aren’t just trivial slip-ups; they’re real learning points that have shaped my approach to investing in this space. From skipping crucial physical inspections to not vetting my team adequately, each error taught me something important about the business. I’ll be sharing insights on how a lack of planning can impact site access and the importance of

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33:20

Unlocking Data: Meet Argo Analytics and Their...

The Do More Podcast ·

2026/04/13

Today, we're diving deep into the world of data analytics with Andrew Schaffen and his team from Argo Analytics. They specialize in automating data processes for medium- to large-sized businesses, helping them streamline their operations and make sense of their data. We discuss their journey, the challenges businesses face with data management, and how they’re addressing these pain points through innovative solutions. Andrew and his team bring a wealth of experience, having worked on various

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41:40

From Corporate to Storage: Michael's Journey

The Do More Podcast ·

2026/04/06

Michael's journey into real estate has been quite the ride, and in this episode, he shares how he transitioned from a stable corporate job at a blue-chip company to finding success in the self-storage industry. He opens up about his early days, including the ups and downs of investing in real estate through the housing crisis, which ultimately shaped his path. After taking a break from real estate, Michael experienced a pivotal moment during a vacation in Switzerland that reignited his passion for

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24:06

Self Storage’s #1 threat and how to mitigate your risk

The Do More Podcast ·

2026/03/30

Jon dives into one of the biggest threats facing self-storage operations today: market oversupply. He shares a recent conversation with another self-storage operator about a new facility being built nearby—an example of a growing trend where developments are popping up in already saturated areas. Jon explains how some new operators enter the market with low rates and minimal services, creating pressure on established businesses.He emphasizes the importance of understanding these shifting market

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41:08

Unlocking Wealth: Tyler Osborne's Legacy Strategies

The Do More Podcast ·

2026/03/23

Tyler Osborne joins Jon to dive into the intricate world of wealth structuring and capital gains strategies. His mission centers on helping entrepreneurs, families, and professional athletes understand the importance of building a lasting legacy, and he brings more than 15 years of experience to the table. Tyler shares his own journey, which took him from a challenging upbringing in San Jose, California, to a successful career in finance, shaped significantly by the lessons he learned through

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22:49

How Storage Defender can help your Storage Facility

The Do More Podcast ·

2026/03/16

Efrain Fernandez from Storage Defender joins Jon to dive into the innovative world of smart storage solutions. At the heart of their conversation is how Storage Defender is transforming traditional self-storage units into smart units that enhance both security and the tenant experience.Efrain explains how their system allows tenants to receive real-time alerts whenever motion is detected inside their unit, offering a level of peace of mind that hasn’t been possible before. Jon and Efrain also

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20:39

The Real Talk on AI Disruption and Self Storage

The Do More Podcast ·

2026/03/09

AI is making waves in our everyday lives, and today Jon dives into how it’s impacting the self-storage industry and the job market as a whole. While he doesn’t claim to be an AI expert, he’s been hearing plenty of discussion about its potential to disrupt jobs — and understandably, that can feel overwhelming.In this conversation, Jon explores what these changes could mean for various professions, especially within the self-storage space, where he believes innovation may actually create new business

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26:08

Are you pinching pennies or investing in your business?

The Do More Podcast ·

2026/03/02

Stop being cheap. That’s the main point Jon is diving into today, and it’s something he learned the hard way in his real estate journey.He kicks things off by sharing his early days with single-family rentals, when he thought doing everything himself would save money. But as he quickly found out, that mindset can actually cost you more in the long run.So many entrepreneurs get stuck pinching pennies instead of investing in their businesses and themselves — and that’s a trap. Jon breaks down the

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38:41

Unlocking the Entrepreneurial Spirit with Mark Young...

The Do More Podcast ·

2026/02/23

Today, Jon dives into a conversation with Mark Young from Zona Health, where Mark shares insights that deeply resonate with entrepreneurs and business owners. Mark emphasizes the unique mindset of entrepreneurs, describing them as “absolute nut jobs” for the sometimes illogical paths they choose on their journeys. Jon and Mark explore the challenges and triumphs that come with operating in the wild world of business. Mark’s candid perspective serves as a reminder that while the entrepreneurial life

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12:49

The top 3 things that helped me scale to 18 Self...

The Do More Podcast ·

2026/02/16

Today, Jon is diving into the top three things that helped him scale to 18 self-storage facilities. This isn’t about bragging—it’s about sharing insights that would have been incredibly valuable to him a few years ago when he was just getting started.First, building a strong foundation in real estate was critical. Jon spent years educating himself and gaining hands-on experience before making his first major move.Second, he focused on acquiring properties within his home state of Ohio. Deep

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14:51

Storage KPI's - What are they and why are they so...

The Do More Podcast ·

2026/02/09

Key performance indicators (KPIs) are essential for measuring success in self-storage—and really, any business. In this episode, Jon dives into why KPIs matter more than ever. Self-storage is no longer just a hobby; it’s a serious business that requires attention to detail and accountability. Jon breaks down how he approaches KPIs by focusing on the big picture, like money collected and cash flow, while his team tracks more granular metrics to ensure strong performance. Together, these KPIs create a

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45:24

Rod Khleif's Blueprint for Real Estate Success:...

The Do More Podcast ·

2026/02/02

Rod Khleif joins Jon for an engaging conversation on the power of mindset in achieving success and overcoming adversity. He shares his compelling journey from growing up in a Dutch immigrant family struggling to make ends meet to becoming a multifamily real estate mogul, once owning a portfolio of over 2,000 properties. Rod emphasizes that an astonishing 80–90% of success comes from mindset and psychology—not just the mechanics of business. Throughout the conversation, he reflects on the importance

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42:00

From Pharma to Property: Christine Valdez on...

The Do More Podcast ·

2026/01/26

Christine Valdez joins Jon to share her extensive experience in both the pharmaceutical industry and real estate investing. With over 30 years as a regional sales director, Christine has built a diverse portfolio that includes single-family homes in California and Texas, along with multifamily investments and digital marketing ventures.We dive deep into the challenges and strategies of navigating real estate—especially in landlord-unfriendly markets like California—and how she balances a demanding

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17:33

6 Things that have changed in storage in the past 5...

The Do More Podcast ·

2026/01/19

Jon dives into six significant changes in the self-storage industry that have emerged since 2021. One of the main points he emphasizes is how the landscape for buying storage facilities has become increasingly challenging; deals that once promised to double in value within a year are now harder to find. He discusses the shift from a focus on rapid value increases to a more cash-flow-oriented approach, highlighting the importance of long-term stability in investments. Jon also reflects on how

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16:04

4 Things I learned from my most recent Storage closing

The Do More Podcast ·

2026/01/12

Closing on a property is never as easy as it looks, and in this episode, Jon dives straight into that reality. He shares his firsthand experience navigating a closing that was far from smooth—made even more stressful by the timing right before Christmas. Jon breaks down the hard truths that surfaced along the way, including why closings are rarely clean and just how critical strong relationships with your team can be. He also highlights key lessons learned, like the value of having a dependable

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21:07

Are you ALL in?

The Do More Podcast ·

2026/01/05

Jon dives into the idea of going all in on your goals and staying committed for the long haul. He shares his perspective on New Year’s resolutions, noting how they often lose momentum just weeks into the year. Instead, Jon emphasizes the power of setting long-term goals—thinking one, five, or even ten years ahead. Drawing from his own journey in self-storage and real estate investing, he highlights how focus and commitment to a single niche can create momentum over time. As Jon has experienced

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