This Is Awkward

Awkward Episodes

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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Nov. 17, 2021

41| About Those Student Loans...

In today’s episode we hear from someone who has an awkward encounter with their mom about paying for college. We discuss the conversation that took place and how we have ultimately changed the way we see our parent’s past decisions. …

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Nov. 3, 2021

40| Is It The Thought That Counts?

In today’s episode we hear from someone who received a gift from her husband, but he clearly overpaid for the gift. Should she tell him that he overpaid and return the gift or should she let him think he got …

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Oct. 21, 2021

39| Honey, We Need To Talk

In today’s episode we hear from someone who is nervous to approach her husband about a change in their debt payoff journey. She shares her concerns and asks for the best way to start a conversation about such a big …

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Oct. 6, 2021

38| I Can’t Keep Up Financially

In today’s episode we hear from someone who doesn’t make as much money as their partner, nor did they grow up with as much family wealth. Now that they are living together, they are faced with how to have an …

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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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Sept. 1, 2021

36| I Make Double Her Salary

In today’s episode we hear from someone who realized that he makes double what a female coworker with similar job title and experience makes. We dive into the gender wage gap and steps he can take to help close the …

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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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Aug. 4, 2021

34| You Make How Much?!

In today’s episode we discuss how to handle the question “how much money do you make?” Whether you’re an open book or more private when it comes to your finances, we talk about what to consider when answering this question. …

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July 22, 2021

The Awkwardness is Returning Soon!

This is Awkard is still on break for a little while longer. Thanks so much for being patient with us and we will be back in your feed on August 4th. In the meantime we are still putting out episodes …

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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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May 19, 2021

Don't Judge Me!

In today’s episode we hear from someone who has a coworker that is judging her money choices. We talk about how the world might have a different outlook on money, but our writer’s outlook is on fire. Join Our Patreon …

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May 5, 2021

31| Am I Your Backup Plan?

In today’s episode we hear from someone who has a sister that plans to use her as a backup plan in case she ever needs money instead of setting aside money in savings. Join Our Patreon Get access to even …

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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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March 31, 2021

28| Celebrating 1 Year of Awkwardness!

Can you believe that it's been 1 year already! In celebration of 12 whole months of This Is Awkward we look back at our very first episode and see if we are just as awkward as when we started! Join …

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March 17, 2021

27| No Take Backs!

In today’s episode we hear from a caller named Zina who had a Great Aunt that promised her $2,000. The only issue? She would have to travel to Germany to get the money. All was well until her aunt gave …

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March 3, 2021

26| I Never Got Your Gift

Today celebrates This is Awkward’s One Year Anniversary!!! In today’s episode we hear from a caller named Allison who was supposed to receive a gift but it never arrived. It’s been a month. Should she reach out to the gift …

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Feb. 17, 2021

25| My Husband is Sharing Way Too Much!

Today's anonymous writer is dealing with a husband who is a little too open with his parents about their finances. Join Our Patreon Get access to even more bonus content with our This Is Awkward Patreon! Have an awkward money...

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Feb. 3, 2021

24| Celebrating Wins During Hard Times

In today’s episode we hear from Farnoosh Torabi who asks how we handle celebrating financial and career wins when so many others are going through a hard time. We share how to own your success while also being there for …

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Jan. 20, 2021

23|I Don’t Want Your Advice, Dad

In today’s episode we hear from an anonymous person who continues to receive unsolicited advice from their dad about what they should do with their money. The situation is complicated by the fact that this person is living at home …

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Jan. 4, 2021

22| Should I Pay My Mom?

In today’s episode we hear from an anonymous person who isn’t sure how to have the money conversation with her mom. Did we forget to mention that her mom watches her two children during the day? We discuss how to …

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Dec. 20, 2020

Bonus| Camping Sucks and Join Us Live!

Join Us On Patreon! Get access to even more bonus content with our This Is Awkward Patreon! Join us for a live recording on Youtube - Facebook -

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Dec. 16, 2020

21| Will You Marry Me?

In today’s episode we hear from someone who was about to be engaged when her fiance asked her to cover not just half of the cost of the ring...but three-fourths of it. She said yes, but what does this mean …

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