True Underdog
True Underdog
Dec 17, 2020
#53: Overcoming Dark Times with “Freeway” Rick Ross
Play • 41 min

Today on the show Jayson is talking with “Freeway” Rick Ross, former LA drug kingpin, and author of both The 21 Keys to Success: Ridin’ with Rick and Freeway Rick: The Untold Autobiography. They are talking about Rick’s life before he went to prison, and what led him there. They talk about how Rick almost became the king of hip hop, meeting Dr. Dre as a 17 year old kid.

Growing up Rick always knew he was going to prison, he had decided that for himself before it was even a reality. Everything in your life comes down to a decision, you can always make a choice to better yourself every single day.

After being released from prison Rick was determined to turn his life around, he made a list of everything he was going to do to improve himself, and he is accomplishing everything on that list. Rick goes over his 3 keys to success, so anyone can have success, and happiness in life!




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Mentioned in the Episode:


Rick’s Book, The 21 Keys to Success: Ridin’ with Rick:

Rick’s Instagram:

Rick’s Facebook:

Freeway Enterprise Website:




1:47 - Early Days of Ricky Ross

4:07 - Family Members Who Raised Him

7:35 - Maximizing Your Situation

11:51 - Dealing Drugs

14:49 - Experience in 1980’s LA

18:23 - Missing Out on an Opportunity

20:48 - Lessons Learned

23:31 - Creating Your Own Reality

25:59 - Being Content

30:14 - 3 Keys to Success

35:51 - Sacrifice Now, Benefit Later

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