This Is Awkward

Awkward Friend Issues Awkward Episodes

May 4, 2022

49| My Friend Thinks I’m A Bank

In today’s episode, hear from someone who has given money to a friend in the past. Lately, this friend has started expecting this type of gift money more and more. The caller says they are starting to feel like a …

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March 2, 2022

46| Do You Plan to Pay Me Back?

In today’s episode, we hear from someone who wants to know whether or not she should confront her friend who never pays people on time. The caller sees it as disrespectful and wants to know if she would be out …

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Feb. 16, 2022

45| How Are You Paying For This?!

In today’s episode, we discuss a situation where someone finds out that their partner has a hidden credit card…and has for the past 12 years of their marriage. He’s angry and questions whether or not his feelings are justified. Sponsors...

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Jan. 5, 2022

42| I Don't Want My Friends to Settle

How do you approach your friend when they are excited about a new opportunity but you know that they are capable of so much more? In this episode Allison and Chris help a caller navigate this delicate conversation and avoid …

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Sept. 15, 2021

37| If You Flake, I'm Billing You!

In today’s episode we are discussing the proper response when someone is a no show for a wedding after they sent an RSVP that they were attending. One couple went so far as to create an invoice to send their …

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Aug. 18, 2021

35| You Could At Least Give Me Half

In today’s episode we hear from a caller who has a friend that wants them to use their affiliate link for something and isn’t willing to split the money they make from the link. This brings up a good question: …

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June 2, 2021

33| Is It Too Late?

In today’s episode we hear from someone who loaned money to a friend years ago. She needs the money back, but her husband believes that the statute of limitations has run out on asking for the money back. Should she …

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April 21, 2021

30| Brunch and Borrow

In today’s episode we hear from someone who realized her friend was asking for money when she was out enjoying life with another friend. This triangle of awkwardness needs to be addressed! Join Our Patreon Get access to even more …

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April 7, 2021

29| My Friend Thinks I’m Made of Money

In today’s episode we hear from someone who has a friend that is always asking her to do things that are expensive. Not only does her friend make more money than her, but her friend doesn’t seem to notice that …

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Dec. 2, 2020

20| Keep The Change

In today’s episode we hear from someone who has friends who over pay her every time they split a meal. She’s not sure what she should do with the change or if she should feel bad about always keeping the …

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Nov. 4, 2020

18| You’re Tipping HOW Much?!

Join Our Awkward Patreon Family! Learn more about how you can get access to bonus episodes and our private chat with our This Is Awkward Patreon! In today’s episode we hear from a caller who had an incredible awkward situation …

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Sept. 16, 2020

15| Can I Borrow $80?

Join Our Awkward Patreon Family! Learn more about how you can get access to bonus episodes and our private chat with our This Is Awkward Patreon! In today’s episode we hear from Q who loaned a friend $80 and was …

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April 1, 2020

3| Wanna Be In My Wedding?

In today’s episode we hear from an anonymous caller who has a lot of friends getting married lately. She’s been asked to be in a lot of weddings and doesn’t know how to tell her friends that she can’t afford …

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March 18, 2020

2| This Ones On You!

In today’s episode, we hear from Jen who is saving money so that she can retire early one day. She has shared her financial goals with her friends and now they think she has a lot of money and can …

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