rant · moment 8 of 15
Blagojevich Enters the Picture: Chaos, Cons, and a Fake Wood Floor Tangent
from #186 - Blagojevich | The Tim Dillon Show · #186
8 min
Tim details how Blagojevich upended his friend's life with fights, scams, and accusations of fraud, digresses into a Levittown neighbor's delusion about a cheap wood floor raising his home's value, then returns to arguing everyone needs someone who destroys their life to feel alive.
- Tim's friend's father spent $500 on fake wood flooring and claimed it made the house worth $100,000 more.
- Tim meets a con artist woman who immediately becomes his friend's girlfriend—she had multiple men in different towns and stole their money.
- Tim explains why he liked the con woman immediately: someone has to come into your life and destroy it, or you don't live a full life.
- Most people in the world are waiting for someone to ruin their life—through drugs, alcohol, sex, ambition, money, or a bad real estate deal.
- Tim's father married a woman who took control of his life, and Irish men marry their mothers—so his dad was happy to let her manage everything.
- They nicknamed the con artist woman Blagojevich after the corrupt Illinois governor Rod Blagojevich, because she played fast and loose with the truth.
- Blagojevich had tantrums and would fight people at bars—bouncers would throw her out in headlocks while she got carted outside.
- Tim's friend's boomer parents were hands-off, not helicopter parents—they let their kids have their own journeys without heavy investment.
- The relationship cycled through breakups and reunions: she goes to jail for identity theft, gets out, does coke, writes fake checks, borrows money, repeats.
- Tim and his friends joked that Blagojevich was going to kill her own grandmother.