rant · moment 3 of 13
Boating With a Departed Friend's Kids on Shelter Island
from Alligator Alcatraz, Free Diddy, & Life At Sea | The Tim Dillon Show #451 · #451
3 min
Tim describes renting a boat with the children of a deceased friend (who died after getting Tim into two boating accidents), cruising past expensive Shelter Island houses, and reflecting on a couple on the boat whose simple life seemed genuinely happy.
- People across all income levels say they'd live differently if they had more money, but that's probably not true.
- Tim argues nobody who gets a nice car was passionate about cars beforehand—you just do what you can when you can.
- Taking friends' kids out on a boat after their father died, a man Tim had gotten into two boating accidents with.
- Driving around Shelter Island looking at houses, uncertain whether having one on a cliff is actually desirable.
- A couple on the boat explained their lives, which Tim identifies as the kind most people actually need to live.