From Prison Cell to Champions League Final! Podcast w/Jermaine Pennant

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Episode #171: From Prison Cell to Champions League Final! w/Jermaine Pennant

30th August 2023

About This Episode
In this week's episode, I sit down with Jermaine and take a look at his past, his career accomplishments as a footballer, the ups and downs throughout his career including his time behind bars, his recent bankruptcy, Jermaine's ADHD and mental health in football, and more.

Jermaine candidly shares the pinnacles and pitfalls of his career, and an enlightening glimpse into the world of professional sport. Join me as I explore the multifaceted journey of Jermaine Pennant, a narrative filled with successes, setbacks, and invaluable life lessons.

Who is Jermaine Pennant?
Born in 1983 in Nottingham, England, Jermaine is a former English professional footballer who played as a winger. Pennant made over 350 league appearances for 15 clubs and scored 25 league goals. He started his career with his local side Notts County as a teenager and later joined Arsenal in 1999. He also played for other clubs such as Leeds United, Birmingham City, Liverpool, Portsmouth, Stoke City, and more. While playing for Arsenal, he won 24 caps for the England under-21 team. Pennant retired from professional football on February 10, 2018.

Check out Jermaine's Socials!
https://twitter.com/pennant83 - Twitter
https://www.instagram.com/jermaine7pennant/ - Instagram

TIMESTAMPS
0:00 - Intro
1:28 - Rewinding to the Start
3:38 - How did you get to the signing at 15?
11:37 - Getting Signed for Arsenal
18:29 - Rocky Start
20:48 - In your opinion, why did Arsenal not work out?
24:25 - The Drink Driving Incident
29:48 - Behind Bars
38:42 - Birmingham City, Liverpool, and The Championship
48:50 - The Economics of a Free Contract
55:41 - Jermaine's ADHD and Mental Health in Football
1:03:13 - Football and Money
1:06:28 - The end of playing football
1:08:48 - Jermaine's Bankruptcy
1:24:15 - Football and Money in Saudi Arabia
1:26:15 - Mason Greenwood
1:30:51 - Define success to your 15 year old self

Welcome to Stripping Off with Matt Haycox
This isn’t your average business podcast. It’s where real entrepreneurs, celebs, and industry leaders strip back the polished PR, and get brutally honest about the journeys that made them.

Hosted by entrepreneur and investor Matt Haycox, Stripping Off dives into the raw, unfiltered realities behind success: the wins, the fuck-ups, the breakthroughs, and everything in between. No scripts. No sugar-coating. Just real talk from people who’ve lived it.

Whether you’re hustling to scale your business or just love a behind-the-scenes look at how people really make it, this podcast is your front-row seat to the truth behind the triumphs.

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