Real Estate Investing with RealDealChat
Business

Real Estate Investing with RealDealChat

by RealDealCrew / Jack Hoss

Real Estate Investing with RealDealChat is a podcast featuring interviews with experienced real estate investors, wholesalers, flippers, landlords, and operators actively closing deals.
Each episode breaks down:
• Real estate investing strategies
• Deal sourcing and wholesaling tactics
• Fix and flip systems
• Rental property scaling
• AI and automation tools for investors
• Deal operations and lead management
Hosted by Jack Hoss, a real estate investor and founder of RealDealCrew, the show focuses on practical execution — not theory.
Whether you're wholesaling houses, flipping properties, building a rental portfolio, or scaling a real estate investing business, this podcast delivers real-world lessons from operators actively doing deals.
Follow the show to get weekly insights on real estate investing strategies, deal flow systems, and operational growth.

100 episodes
EN language
All Episodes
1
Lane Kawaoka
47:11 Mar 17, 2026
2
Transforming Real Estate Investing into a Business w/ Mark Molin
43:04 Mar 15, 2026
3
Mastering Passive Investing: Insights from Patrick Grimes
34:15 Mar 13, 2026
4
From Wall Street to Short-Term Rentals: A Journey w/ Michael Chang
42:12 Mar 11, 2026
5
The Portugal Golden Visa: A Path to Residency w/ Daniel Daly
35:02 Mar 9, 2026
6
Nearshore vs Offshore Talent: What Actually Works w/ Brian Samson
28:23 Mar 7, 2026
7
Why Most Real Estate Investors Plateau with John Donnelly
44:34 Mar 5, 2026
8
Why 82% of Homeowners Regret Their Purchase with Kim Costa
33:32 Mar 3, 2026
9
How to Increase Airbnb Revenue 23% (Without More Units) w/ Dan Rivers
36:38 Mar 1, 2026
10
Opportunity Zones Are Permanent: What Investors Need to Know with Ashley Tison
34:57 Feb 27, 2026
11
Why 100% Loan-to-Cost Lending Is Working in the Midwest with Matthew Medrano
44:34 Feb 25, 2026
12
From Wall Street to 500M+ in Apartments: Lessons in Discipline w/ Michael Pouliot
31:52 Feb 23, 2026
13
Subject-To Real Estate Done Right with Caleb Christopher
40:23 Feb 21, 2026
14
How Self Storage Can Offset 50–90% of Your Tax Bill with Fernando Angelucci
41:03 Feb 19, 2026
15
Short-Term Rentals Aren’t Easy Anymore—Here’s What Still Works with Kenny Bedwell
46:22 Feb 17, 2026
16
Why Weak Leadership Is the Real Risk to Entrepreneurs with Nicholas Lawless
46:31 Feb 15, 2026
17
Why Patience Beats Optimism in Real Estate with Ryan Cadwell
36:25 Feb 13, 2026
18
Why Design Mistakes Kill ROI in Multifamily with Marcy Sagel
32:54 Feb 11, 2026
19
The Hidden Risk in Construction Projects (And How to Eliminate It) w/ Gary Eastman
29:24 Feb 9, 2026
20
Why Partnerships Make or Break Real Estate Investing with Erik Nordstrom and Eric Strom
36:59 Feb 7, 2026
21
Building Wealth While Building Communities with Dave Holman
34:46 Feb 5, 2026
22
Why Grit Beats Talent in Multifamily Real Estate with Mark Shuler
39:46 Feb 3, 2026
23
Invest Like a Chess Master: Market Cycles & Predictable Returns with Mike Zlotnik
41:33 Feb 1, 2026
24
Why Creative Real Estate Wins in Any Market with Chris Prefontaine
28:40 Jan 30, 2026
25
Most People Overpay Property Taxes—Here’s How to Fix It with Colton Pace
31:58 Jan 28, 2026
26
From Prison to Building 150 Homes: The Pono Way with Kolaiah Fuzzy Jardine
36:43 Jan 26, 2026
27
Why Every Real Estate Investor Needs a Personal Brand with Nathan Schiess
39:51 Jan 24, 2026
28
Building Rentals from the Ground Up with Natalie Cloutier
37:31 Jan 22, 2026
29
100% Bonus Depreciation Is Back: What Real Estate Investors Need to Know | Erik Oliver
36:04 Jan 20, 2026
30
Why Property Management Is the Real Path to Passive Income with Jason Hull
37:33 Jan 18, 2026
31
Franchising as a Real Estate Multiplier with Adam Goldman
30:30 Jan 16, 2026
32
Answer the Phone: How Brian Truman Built a Multifamily Business on Relationships
36:18 Jan 14, 2026
33
The Great Tax Escape: How Allen Lomax Rebuilt Wealth After Losing Everything
34:51 Jan 12, 2026
34
Trust the Voice: How Nick Prefontaine Turned Trauma Into Purpose
35:36 Jan 10, 2026
35
How Mortgage Note Investing Works (From a Former Landlord) | Jamie Bateman
39:05 Jan 8, 2026
36
How to Make Your Assets Pay for Your Lifestyle | Thomas Collins
37:41 Jan 6, 2026
37
Why Smart Investors Are Becoming the Bank | Eddie Speed
38:17 Jan 4, 2026
38
Powerful at Work, Powerless at Home? | Mitchell Osmond
49:04 Jan 2, 2026
39
Franchising, Real Estate & AI: What Investors Miss | Giuseppe Grammatico
39:59 Dec 29, 2025
40
How to Create Your Own Real Estate Market | Jose Berlanga
33:02 Dec 27, 2025
41
Gold, Silver & the Dollar Collapse | David Morgan Explains
32:50 Dec 23, 2025
42
Buying a Business vs Real Estate | David C. Barnett Explains
39:02 Dec 21, 2025
43
How Brent Kesler Paid Off $1M in Debt Using Infinite Banking
40:08 Dec 19, 2025
44
Buy Rental Properties with NO Money Down | Martine Richardson
34:38 Dec 17, 2025
45
Why Most Investors Lose Deals in Follow-Up | Paul do Campo
29:32 Dec 15, 2025
46
How to Get $50K–$250K in 0% Business Credit | Jack McColl’s Playbook
33:03 Dec 13, 2025
47
Broke Business Owners? Alan Franks on Wealth, Operations & Real Estate
42:52 Dec 11, 2025
48
RealDealCast: Top 5 Tools to Manage Rentals Remotely (Save Hours Every Week)
7:45 Dec 10, 2025
49
Raising Capital in a Tough Market | John Azar on Funds, Deals & Defaults
27:20 Dec 9, 2025
50
From Failure to $5M Portfolio | Melissa Nash on Long-Distance Investing
37:08 Dec 7, 2025
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