The Paul Morris Podcast

Dusten Hendrickson, founder of Mailbox Money, is a workforce housing developer who builds quality, newly constructed apartments for hardworking renters across the Midwest. In this episode of the Paul Morris Podcast, Dusten explains the difference between workforce housing and “big A” affordable housing (Section 8, LIHTC, and USDA programs)—and why he focuses on market-rate housing. He also shares his proven strategies for selecting multifamily markets.

Connect with Paul Morris

Youtube: www.youtube.com/channel/UC3z_5PquBP2FpvhuPcTTp1Q

Instagram: www.instagram.com/paulmarkmorris/

LinkedIn: www.linkedin.com/in/paulmarkmorris/

TikTok: www.tiktok.com/@itspaulmarkmorris

Facebook: https://www.facebook.com/paulmarkmorris

Connect with Dusten Hendrickson

mailboxmoneyre.com

Linkedin: www.linkedin.com/in/dusten-hendrickson

Timestamps:

0:00 Workforce Housing Explained: Intro

0:39 Workforce Housing vs. Affordable Housing (Big "A")

1:38 Who Rents Workforce Housing? Tenant Profile & Rent Ranges

3:44 Section 8, LIHTC & USDA Loans: Government Red Tape

5:35 Rent Control & Rent Stabilization for Real Estate Investors

7:15 Pick a Niche: How to Scale Multifamily Investing

8:15 How to Choose Multifamily Markets in the Midwest

10:36 Comps, Rents & Construction Costs: Reading the Numbers

12:43 The Two-Interstate Rule for Finding Growth Markets

15:56 Path of Progress: Find a Boom Before It Happens

19:07 How to Research a City's Growth Plan & When to Buy

22:20 Working With City Planners as a Developer

25:32 Bad Debt: How to Find Markets Where Tenants Pay Rent

27:30 Tenant Screening & Building Lower-Rent New Apartments

32:06 Renter-Friendly Laws, Evictions & Housing Supply

41:53 Economic Engines: Mayo Clinic & Healthcare Jobs

43:46 Diverse Economies: Sioux Falls, Omaha & Des Moines

45:35 Using AI to Research Market Demographics

48:08 24-Hour Cities & Economic Engines (Sam Zell Story)

50:37 Investing in Midwest Workforce Housing

51:04 Fire Round: Happiness, Fears & Favorite Car
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Paul Morris sits down with Aaron Wolpoff, founder of Double Zebra Marketing Company and co-host of the We Fixed It podcast, for a conversation about brand strategy, leadership, and standing out in the age of AI. Expect a banned word, a whiteboard trick worth stealing, and a few ideas for reinventing a heritage luxury brand.

Connect with Paul Morris

Instagram: https://www.instagram.com/paulmarkmorris/

LinkedIn: https://www.linkedin.com/in/paulmarkmorris/

TikTok: https://www.tiktok.com/@itspaulmarkmorris

Facebook: https://www.facebook.com/paulmarkmorris

Connect with Aaron Wolpoff

https://wefixeditpod.com

LinkedIn: ⁠https://www.linkedin.com/in/marketingaaron

Youtube: https://www.youtube.com/@WeFixedItPod

Timestamps

0:00 Welcome to the Paul Morris Podcast0:11 Inside the “We Fixed It” Podcast1:19 The Panel Behind the Fix3:40 Keeping Score on the Advice4:53 The Outsider’s Ticking Clock6:12 Meet Double Zebra Marketing Company7:35 Finding Bullet Point #118:33 Two Very Different Real Estate Businesses11:55 The Whiteboard Exercise16:12 The Word Aaron Banned19:10 What Lights Aaron Up21:07 Where AI Meets the Human Experience23:10 The Retail Comeback Nobody Expected28:38 Finding the Side Door30:03 A “We Fixed It” Moment for Paul32:19 Paul’s Big Idea36:25 The Velvet Rope38:25 What’s Changed in Marketing40:50 From Playing Defense to Playing Offense43:30 The Hairdryer Lesson48:00 Salt, Steak & the $1,200 Menu Item50:41 Finding Value Where Others Don’t Look53:20 Putting Old-School Ideas to Work55:07 Why Face Time Still Wins57:17 Quick-Fire Round59:00 The Hilltop Question
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What if the opinions you’ve built over a career could become a real, diversifiable investment instead of a bet on one stock? Paul sits down with Andrew Peek of Tilt to talk about how AI is turning personal conviction into rules-based baskets of stocks, and why that may be a smarter way to act on a thesis than picking a single winner or timing an options trade.

#ETFs #AI #FinTech

Connect with Paul Morris

Instagram: https://www.instagram.com/paulmarkmorris/

LinkedIn: https://www.linkedin.com/in/paulmarkmorris/

TikTok: https://www.tiktok.com/@itspaulmarkmorris

Facebook: https://www.facebook.com/paulmarkmorris

Connect with Andrew Peek

Instagram: https://www.instagram.com/drupeek

LinkedIn: ⁠https://www.linkedin.com/in/drupeek/⁠

X: ⁠https://x.com/drupeek⁠

Timestamps:
00:00:00 - Introduction and Andrew’s Entrepreneurial Journey
00:04:42 - From Index Investing to Personalized Portfolios
00:06:17 - How ETFs Work
00:09:24 - Using AI to Invest in a Trend
00:14:40 - Why Picking a Trend Can Beat Picking a Stock
00:15:44 - How Much to Invest in a Trend
00:18:49 - Finding Your Portfolio’s Hidden Exposure
00:26:32 - Using Events and Prediction Markets to Assess Exposure
00:27:54 - Making Trend Investing More Accessible
00:29:23 - Exposure Means Upside as Well as Risk
00:31:26 - Turning an Investment Thesis Into a Portfolio
00:34:53 - How AI Selects Stocks and Sources
00:38:26 - Building a Personalized Portfolio With $10,000
00:42:01 - Sharing a Strategy and Following Other Investors
00:45:36 - Fire-Round Questions and Closing Reflections
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Jeremy Werden, co-founder of BnBCalc and co-host of the Short Term Rental Pros podcast, sits down with Paul Morris to explain why the next big thing in short-term rentals is the experience, not just the property. Jeremy started by renting pontoon boats during COVID and now owns a multi-state portfolio of short-term rentals and runs a software platform used by thousands of investors. In this episode he shares his secrets for making money in markets across the country.

How to reach Jeremy:

www.bnbcalc.com/

www.instagram.com/jeremywerden

www.linkedin.com/in/jmwerden/

www.facebook.com/jeremy.werden

https://www.youtube.com/channel/UCPACQuaK_bLC6molJb4K4kA

Connect with Paul

Instagram: / paulmarkmorris

LinkedIn: / paulmarkmorris

TikTok: / itspaulmarkmorris

Facebook: / paulmarkmorris

Chapters:

0:00 Intro: Jeremy Werden on Short-Term Rental Pros & BnBCalc

0:55 From New Jersey to UNC Basketball

1:30 COVID Furlough & the Push to Start a Business

2:15 Buying Pontoon Boats After Watching Ozark

2:55 Pivoting to Lake Houses at Hyco Lake

3:20 How BnBCalc Started (7-Investor First Deal)

4:40 BnBCalc Today: Thousands of Users & the Markets Tool

5:25 Boat Rental Economics: Why It Was a COVID Anomaly

6:40 Why Houses Beat Boats (and the Lake Retreat)

7:40 Why Jeremy Built BnBCalc to Win Homeowner Clients

8:45 What a BnBCalc Report Shows (Seasonality, Fees, Competitors)

10:00 Bonus Depreciation & the Short-Term Rental Loophole

11:15 What BnBCalc Does (and Doesn't Do)

12:35 Catch-Up Depreciation for Existing Owners

13:45 Cost Seg Services Jeremy Uses

14:15 Cost Segregation Explained

16:45 Landscaping, Pickleball Courts & Depreciation

17:40 Designing a Short-Term Rental: Bedrooms vs. Closets

19:35 "Buy Only Where You Know" Investing Rule

21:05 Joshua Tree Lesson: Why Not to Split the Lot

22:45 Property Management Fees: Is 20% Standard?

24:30 Can Deals Still Pencil Out With a Management Fee?

25:50 Value-Add Example: Turning an Attic Into Bedrooms

26:35 Refinance & Reappraisal Results

27:10 Why Cheap Furniture Is "Lipstick on a Pig"

27:50 Creating a "One of One" Experience

29:30 Underwriting vs. Reality: $250K Kentucky Lake House

31:05 The Three Boxes: Tax Benefits, Value-Add & Revenue

32:30 Quick Market Research on Airbnb & VRBO

33:30 How to Invest Out of State

34:35 Listener Case Study: $350K in Year One

35:55 Piggybacking on a Partner's Kentucky Properties

36:20 Where to Find Jeremy + BnBCalc Free Trial

#ShortTermRental #STRInvesting #AirbnbInvesting
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He left college, sold his first company for $110K, and went on to an eight-figure exit without a single investor. Now he's putting his money into pool services, dry cleaners, and oil well repair, and he has a theory about why.Plus, what happens to the "sexy" businesses when AI changes everything?

Check out Capital Pad: https://capitalpad.com

Connect with Travis: https://www.linkedin.com/in/travisvc/

YouTube: https://www.youtube.com/@paulmorrispodcast

Instagram: https://www.instagram.com/paulmarkmorris/

LinkedIn: https://www.linkedin.com/in/paulmarkmorris/

TikTok: https://www.tiktok.com/@itspaulmarkmorris

Facebook: https://www.facebook.com/paulmarkmorris

Timestamps:

00:00 Welcome and leaving college for the supplement business

01:00 Living the 4-Hour Workweek blueprint abroad

04:00 The first big exit and the "first $100K" debate

05:30 Multiple businesses vs. The One Thing

07:00 How the 4-Hour Workweek got perverted

09:30 Creating $10 of value from a $3 widget

10:30 Why SEO became the secret weapon

12:00 The bootstrapped SaaS exit and the Amazon search algorithm

16:30 Pivoting to lower middle market private equity

18:00 What independent sponsors do

19:30 A look inside Travis's portfolio

21:00 How a deal is structured: debt, seller notes, and the promote

23:00 Capital Pad and how everyday investors get access

26:00 Target returns and the levers that create value

28:00 Roll-ups, multiple arbitrage, and Shore Capital

32:00 How Capital Pad adds value beyond the check

34:00 IRR explained in plain English

36:00 The promote, the carry, and what investors actually keep

38:00 REITs and the case for professional investors

40:00 Track record, check size, and skin in the game

42:30 The lesson on betting on the people behind the deal

45:30 Y Combinator, the "SaaS-calypse," and what AI disrupts

51:00 The laundromat influencer problem

52:00 What survives AI (and the funeral home receptionist)

54:00 The wild valuation of AI startups

57:00 The real estate debate begins

01:00:00 The case for investing with local market experts

01:03:00 Paul's 40% buy box and how he bought his house

01:08:00 The fire round

01:12:00 The mountaintop shout

01:14:00 Wrap-up

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