From Rock Bottom to 18 Properties: How Jeremiah Quit His Job and Built a Real Business

Connect with Jeremiah:

Instagram: @jeremiahkwatson

Business: www.affluentvacays.com

Check out our free 6 step course: https://level.strsecrets.com/pc-book

STR Secrets FB group https://www.facebook.com/groups/STRentalsecrets

He did everything people told him to do.

Got clean. Went to college. Got a good job. Made good money.

And he was still unhappy.

In this episode, we talk with Jeremiah Watson. Jeremiah just quit his corporate job. He now runs an 18-property cohosting business in Los Angeles. He is the 73rd person to leave their job through STR Secrets.

Here's what you'll learn:

→ How Jeremiah went from addiction and jail to building a real business

→ Why he lost $50K his first year — and what he changed

→ How he got his first cohosting deal with one cold call

→ The small team that runs his business today

→ His goal: 66 properties by the end of 2026

This is what actually doing the work looks like.

Timestamps:

00:00 - Who Is Jeremiah Watson?

03:12 - From Addiction and Jail to Turning His Life Around

08:11 - Why He Chased the Corporate Dream

11:36 - He Tried STRs and Lost $50K in Year One

13:16 - How He Found Cohosting and Got His First Deal

16:36 - How He Grew From 1 to 18 Properties

19:11 - His Team and How the Business Runs Today

21:27 - His Big Goal: 66 Properties by End of 2026

22:45 - What to Do If You Have a Job and No Time

27:06 - How to Balance Drive With Gratitude

31:57 - Why This Business Is About More Than Money