Dealmaker$

By Shane Hall

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Image by Shane Hall

Category: Entrepreneurship

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Episodes: 21

Description

Dealmaker$ is a long-form podcast for operators — the people who make decisions, deploy capital, and carry real risk.

Each episode features candid conversations with real estate professionals, business owners, investors, and leaders who have built and operated in the real world. The focus isn’t hype or motivation, but judgment, execution, and the moments where deals were won, lost, or nearly unraveled.

Through origin stories, market perspective, and deep dives into signature deals and pivotal decisions, Dealmaker$ explores how real businesses and real real estate actually work. If you operate, build, or invest — this show is built for you.


Episode Date
Dealmaker$ | Sarah Brown: Starting in Mortgages at the Perfect Time
Apr 30, 2026
Dealmaker$ | Brad Walsh (Part 2)
Feb 25, 2026
Dealmaker$ | Brad Walsh (Part 1)
Feb 25, 2026
Dealmaker$ | Compass Acquires Anywhere
Jan 02, 2026
Dealmaker$ | Broker Wars
Jan 02, 2026
Dealmaker$ | The Death of the Starter Home
Jan 02, 2026
Dealmaker$ | Travis Gray
Dec 19, 2025
Dealmaker$ | John-Mark Bolton
Dec 19, 2025
Dealmaker$ | Kristi Neidhardt
Dec 19, 2025
Dealmaker$ | Lynlea Westervelt
Dec 19, 2025
Dealmaker$ | Jennifer Chino
Dec 19, 2025
Dealmaker$ | David DeSantis
Dec 19, 2025
Dealmaker$ | Nikki Foard
Dec 19, 2025
Dealmaker$ | Jason Garey
Dec 19, 2025
Dealmaker$ | Justin Santini
Dec 19, 2025
Dealmaker$ | Betty Batty
Dec 18, 2025
Dealmaker$ | Jamison Mullen
Dec 18, 2025
Dealmaker$ | Ryan Brassel
Dec 18, 2025
Dealmaker$ | Sean and Jen Degnan
Dec 18, 2025
Dealmaker$ | Matt Nader
Dec 18, 2025
Dealmaker$ | Danny Cantwell
Dec 18, 2025