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Ep. 70 - Addiction, Sobriety, and Financial Freedom with Josey Orr

Shownote

“It’s interesting when you see the lights come back on for someone, no matter what they’re going through, whether that’s depression, or alcoholism, or drug addiction. Whatever they’re going through, when they go through a process and the lights come back o...

Highlights

In this episode, Josey Orr shares his deeply personal journey from addiction to sobriety, and how that transformation paved the way for a successful business and a rekindled relationship with his high school sweetheart. He offers candid advice on dating, financial freedom, and the power of setting clear intentions.
00:00
Making a blind offer on a property in Vashon.
03:28
Expanders clear the way for something better.
16:32
Jessica introduces guest Josey Orr, highlighting his dating advice, business growth, and recovery from heroin addiction at a young age.
26:04
Addiction is a progressive disease.
29:27
I wasn't ready for sobriety because I hadn't hit a spiritual bottom.
39:37
He surrendered after realizing he had no other options.
45:47
Communicate intentions upfront to avoid wasting time.
52:08
Just ask them directly instead of overthinking.
1:01:45
Personal growth comes from living with an independent partner.
1:07:46
A wedding and a funeral made me realize I wanted to marry her.
1:16:58
Financial freedom is achievable for anyone, even with small savings.

Chapters

A Blind Offer and a Lesson in Manifestation
00:00
When Things Don't Work Out: Expanders and Tests
03:28
A Black Friday Sale and Cozy Weekend Plans
08:29
Introducing Josey: From Heroin Addiction to Hugs CBD
16:32
A Mother's Sobriety and a Son's Genetic Predisposition
22:34
The First Rehab: Why He Wasn't Ready to Get Sober
29:27
Rock Bottom: The Theft, the Cycle, and the Surrender
35:52
The Real Work Begins: Navigating Life and Dating Sober
42:38
How to Be Direct: Asking for What You Want in Dating
49:06
Reconnecting with Katie: A Story of Growth and Timing
55:03
Learning to Communicate: How Katie Changed Him
1:05:07
From Sobriety to Success: Financial Freedom and Conscious Capitalism
1:14:00

Transcript

Josey Orr: But I think once you make your intentions clear and you kind of set boundaries, you have to stick to them. A thousand percent. Because that other person, sometimes they will, and sometimes they won't. And also, I think that you need to sometimes...