Tampa Bay Real Estate Investors Podcast

Tampa Bay Real Estate Investors Podcast

Learn how to buy, sell, manage, and invest in rental properties in Tampa Bay, Florida with weekly Deep Dives and Quick Tips from host Jeff Copeland.


August 16, 2022 79 mins

In this episode, Jeff interviews commercial real estate investor, author, and podcast host Kevin Bupp about his experience investing in mobile home parks and parking lots.

Kevin has decades of experience in real estate investing, and is the author of The Cash Flow Investor: How to Create Financial Freedom Investing in Commercial Real Estate and the host of two real estate investing podcasts: Mobile Home Park Investing wit...

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In this episode, Jeff interviews Out of Town Landlord founder and DC-based realtor and investor Joe Facenda.

Joe discusses his journey as an investor-agent in the DC Metro Area, as well as the challenges of finding solid investor-friendly real estate agents in other market (which led Joe to Create Out of Town Landlord).

Jeff and Joe also dive into the benefits of real estate investing within a self-directed IRA/...

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In this week's Quick Tip, Jeff discusses the "Short Term Rental Loophole" with Kenji Asakura of Semi Retired MD

The basis of the short term rental loophole is the idea that short term rentals (averaging less than 7 nights) are not a real estate activity in the eyes of the IRS, thus material participation in an STR business activity can generate active losses that can offset other active income, without the...

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How may rental properties does it take to replace the income of not one, but two, full time doctors? You might be surprised by the answer!

In this episode, Jeff interviews Kenji Asakura, co-founder of Semi-Retired MD.

Kenji shares his journey on a dual career path in both medicine and business, discusses how and why many physicians and other high wage earners struggle financially and suffer from burnout, and dive...

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Nothing will kill your real estate investing career (or your personal finances) faster than an uninsured wrongful death or permanent injury claim on one of your investment properties!

Most homeowners/landlord insurance policies have a maximum of $300k in liability coverage, and in the event of a death or permanent injury on one of your rental properties, this is not enough.

In this week's quick tip, Jeff dis...

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 To LLC or not to LLC, that is the question! (One of them, anyway.)

Liability from personal injury and wrongful death claims is perhaps the single greatest financial risk to real estate investors. 

In this episode, Jeff chats with Tampa FL real estate attorney John Redding of Redding & Associates P.A. about title insurance, liability risk, insurance, and creating LLCs, Trusts, and other legal entities to create a "corporate ...

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The 4-point inspection is a Florida-specific requirement and is an inspection report that looks only at the roof, plumbing, electrical, and HVAC systems of a property.  Most insurance carriers require a "clean" 4-point inspection in order to bind insurance coverage for closing.

But what can a buyer do if there are 4-point inspection issues and the seller won't make the needed repairs?

In this week&...

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Do you feel like you often just run from place to place and jump from task to task without any strategy or structure? Do you struggle with trying to keep too many plates in the air, working long hours, customers expecting you to work evenings and weekends, and trying to balance work, real estate investing, and life in general?

Learn how to take back your time, take control of your calendar, and be more productive, happy, ...

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Do you have to accept service animals and emotional support animals (ESAs) as a landlord?
Can you charge a pet deposit, pet fee, or pet rent for an ESA or service animal?
How do you verify a service animal or ESA?
Are there exemptions from ESA and support animal requirements?

In this week's Quick Tip, Attorney Harry Heist touches on these and other Fair Housing issues. 

For Harry's full lengt...

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In this episode, Jeff chats with founder and owner of Lazy Girl REI, April Crossley. 

April is an active real estate investor, real estate coach, and private lender with a broad range of experience in all aspects of real estate investing.  

Jeff and April discuss:

  • How to transition from full time W-2 job to a full time real estate investor, and why you need a 3-year strategy to make that happen. 
  • How to overcome...
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Do you have to rent to convicted felons?

What do you do if a rental applicant has a felony on their record?

What if they were convicted of possession of a pound of cocaine 3, 5, or 10 years ago? Can you deny them housing?

In this week's Quick Tip, Attorney Harry Heist answers these questions and more!

Find hundreds of hours of Harry's training videos at EvictTV.com

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In this episode, Jeff chats with Matt Ruttenberg of Life Inc. Retirement Services, who shares some eye-opening insights about tax deferred investment plans for self employed individuals, as well as real estate investors who also work a 9 to 5 "day job".


  • The difference between an IRA and a 401k
  • How to create a self-directed IRA
  • How to create a self-directed 401k
  • The maximum contribution limits of IRAs and...
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Security deposit claims are one of the most hotly debated (and litigated) areas in the landlord-tenant relationship. In this week's Quick Tip, Harry Heist explains how to avoid paying for your tenant's legal expenses  when processing security deposit claims.

Click here for Harry's full length training videos on Security Deposits.

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In this episode, Jeff chats with Mike Tonsetic, CEO and President of Blanchard Insurance. Topics covered include:

  • The #1 biggest liability for Florida real estate investors.
  • Why is the Florida insurance market so tough, and so expensive?
  • Types of insurance policies for Florida landlords.
  • The difference between a HO-3 homeowner's policy and a DP-3 landlord policy. 
  • Creative ways for investors to bind insurance despite a bad 4-po...
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In this week's quick tip, Harry Heist shares the reasons why you should use your property manager's licensed, insured, screened, and trained vendors to limit your liability and save you money in the long run, and points of some of the risks associated with using unlicensed and uninsured handymen. 

For Harry's full-length training videos on this subject, see:

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In this episode, Jeff dives into 1031 Exchanges with Qualified Intermediary and founder of The 1031 Investor, Dave Foster.

Dave and his team have completed over 100,000 exchanges for real estate investors, and though Dave won't admit it, he has seen it all!

Topics Discussed:

  • 1031 Exchanges in a seller's market
  • 1031 Exchanges in a buyer's market
  • What is a Starker Exchange?
  • How to defer capital gains...
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In this episode, Jeff introduces Attorney Harry Heist, founding partner of Heist, Weisse, & Wolk, "The Property Manager's Partner".

As you'll quickly discover in this episode,
1. Harry isn't shy about his opinions, and
2. Harry really doesn't like home warranty plans for rental properties!

Here are the videos Harry references:

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In this episode, Jeff chats live in studio with real estate legend Rod Khleif,  founder of Multifamily Mastery and the Multifamily Bootcamp.

Rod Khleif is one of the country’s top real estate trainers, and is also a real estate investor, author, mentor, and community philanthropist who is passionate about business, life, success, and giving back. 

Rod is Host  of The Lifetime Cash Flow Through Real Estate Investing Podcast....

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In this week's Quick Tip, Jeff share information about (and testimonials from) Rod Khleif's Multifamily Virtual Bootcamp coming up on March 12th & 13th, 2022. 

For registration info, text the word ROD to 72345.

Use discount code "RODFRIEND" to attend for only $97!

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In this episode, Jeff discusses short-term vacation rentals with our very own 7X Airbnb Super Host, Mary Beth Blackwell., who was featured in the Spring 2022 issue of Bigger Pockets Wealth magazine. 

Topics include:

  • Her "secret sauce" for marketing a successful vacation rental. 
  • The importance of professional real estate photography for marketing
  • How a single mistake can put your Airbnb out of business
  • The matrix...
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