EP090 High Risk Investing, Disaster Preparation, and Why You Need to take your Insurance Agent to Lunch, with Ann Finkler

EP090 High Risk Investing, Disaster Preparation, and Why You Need to take your Insurance Agent to Lunch, with Ann Finkler

Ann Finkler describes herself as an Explorer, Entrepreneur, Investor, and High Risk Taker. Whether she's Buying an empty Industrial or Office Building, turning a Historic House into a Successful Bed & Breakfast, or Restoring Damaged Homes, she has learned to look at everything with a Creative Eye in order to find Profit and Cash Flow in areas other people would avoid.

Today on the show, Ann tells us how she looks for properties that she can fit businesses into, and how that led her to purchase an industrial building that was only 30% occupied. She also shares why she is cautious about taking on commercial debt and how she funds her deals using private money.

Ann also shares tips and advice on how to protect your home after a disaster, and why getting to know your insurance agent is so important. Ann also looks for strategic partnerships, and shares the qualities she likes to see in potential partners. You'll also learn how Ann was able to retire early, but changed her mind after the events of 9/11.

There's a lot of great experience and information packed into this conversation. Please take a moment to let us know how much you enjoy the show by going to itunes to subscribe, rate & review!

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New 1031 Exchange & Bonus Depreciation Updates for 2026: Tax-Smart Real-Estate Strategies with Dave Foster

New 1031 Exchange & Bonus Depreciation Updates for 2026: Tax-Smart Real-Estate Strategies with Dave Foster

It's tax season — and the rules have changed again. With new updates to the 1031 exchange and bonus depreciation, real-estate investors have more ways than ever to defer taxes and build wealth in 2025...

2 Helmi 40min

Building Affordable Homes in Hawaii's Lava Zones: Fuzzy Jardine on Respecting the Land and Creating Generational Wealth

Building Affordable Homes in Hawaii's Lava Zones: Fuzzy Jardine on Respecting the Land and Creating Generational Wealth

Kolaiah "Fuzzy" Jardine, co-founder of HUI Mastermind, joins Brian Hamrick to share how he overcame adversity and built a multimillion-dollar real estate portfolio across Hawaii—developing over 100 af...

26 Tammi 30min

Conference Announcement: Midwest Real Estate Investor Conference April 27–28, 2026

Conference Announcement: Midwest Real Estate Investor Conference April 27–28, 2026

The Midwest Real Estate Investor Conference (MREIC) is back April 27–28, 2026 at DeVos Place in Grand Rapids, Michigan, and this year's theme is Thrive. This quick special announcement features Erika ...

22 Tammi 9min

The Truth About Subject-To, Seller Finance, and the Risks Most Investors Miss with Caleb Christopher

The Truth About Subject-To, Seller Finance, and the Risks Most Investors Miss with Caleb Christopher

Creative financing opens amazing doors for real estate investors—but it can also destroy deals when done wrong. In this episode, Caleb Christopher, founder of Creative TC, breaks down how to use Subje...

19 Tammi 28min

How Real Estate Investors Can Use AI Right Now: Chatbots, Automation & Smarter Decisions with Clay Lehman

How Real Estate Investors Can Use AI Right Now: Chatbots, Automation & Smarter Decisions with Clay Lehman

Artificial intelligence is transforming every corner of real estate—from how we analyze deals to how we manage tenants, leads, and operations. But most investors still don't know where to start. In th...

12 Tammi 34min

What Every New Developer Needs to Know Before the First Shovel Hits the Ground with Steve Achram and Peter Skornia

What Every New Developer Needs to Know Before the First Shovel Hits the Ground with Steve Achram and Peter Skornia

Every successful real estate development starts long before the first shovel hits the ground. From concept and capital stack to design, construction, and operations—understanding the process is key to...

5 Tammi 30min

Property Management Secrets: Reducing Delinquencies, Tenant Psychology & Turning Around Underperforming Properties with Craig Marquardo

Property Management Secrets: Reducing Delinquencies, Tenant Psychology & Turning Around Underperforming Properties with Craig Marquardo

Underperforming properties are where the biggest money is made—if you know how to fix them. That's where expert property management comes in. In this episode, Brian speaks with Craig Marquardo, VP of ...

29 Joulu 202532min

Creative Foreclosure Investing: How to Profit from Overages and Distressed Deals with Bob Diamond

Creative Foreclosure Investing: How to Profit from Overages and Distressed Deals with Bob Diamond

Negotiation, deal structure, and legal traps—these can make or break a real estate investor. Few people understand this better than Bob Diamond, a seasoned real estate attorney, investor, and develope...

22 Joulu 202539min

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