
About this episode
The episode discusses navigating tricky money situations among friends.
It’s bound to happen in any friendship: an unfulfilled Venmo request, a trip that’s way out of your budget, or a dispute over splitting the bill at a restaurant. This week, we’re answering your questions about navigating tricky money situations with friends. Reema is joined by comedians and real-life friends Josh Gondelman and Alison Leiby to talk through everything from expensive bachelorettes to Venmo nickel-and-diming. If you liked this episode, share it with a friend. And let us know what you think by emailing uncomfortable@marketplace.org or calling 347-RING-TIU. Follow us on Instagram and Tiktok !
People in this episode
Host: Reema
Guests: Josh Gondelman, Alison Leiby
Topics covered
- money
- friendship
- Venmo
- budgeting
- dining
- bachelorette parties
Keywords
- money
- friends
- Venmo
- budget
- bills
- disputes
- bachelorette
Mentioned in this episode
Organizations: Marketplace
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