This Is Awkward

Family Money Drama Awkward Episodes

Feb. 2, 2022

44| What About My Inheritance?

In today’s episode, we hear from someone who is wondering how (or even if she should) approach her parents about the inheritance her grandparents passed down. We discuss a completely different way to think about the situation to help her …

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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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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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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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Oct. 21, 2020

17| You Want to Do What?!

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 is seeking advice on how …

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Sept. 2, 2020

14| Where’s My Gift?

In today’s episode we hear from Michelle who has a sister that doesn’t enjoy giving gifts...even for Christmas. Michelle’s mom disagrees and makes an interesting financial demand. ======= Sponsors ======= What I’m Loving Chris - Mochi Donuts...

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Aug. 19, 2020

13| Did I Ask You?

In today’s episode we hear from Michael who isn’t sure how to approach his family members who continue to make comments about his money decisions. We offer him advice on 2 possible ways he can respond. ======= Sponsors ======= What …

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Aug. 5, 2020

11| Time To Move

In today’s episode we hear from an anonymous caller who is frustrated with a parent figure who continuously turns to their children for money. The latest reason he asked for money is one the entire family can’t quite get behind. …

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July 1, 2020

9| Oh, Brother

In today’s episode we hear from an anonymous person on Instagram who is frustrated with her parents who are financially supporting her almost 40-year old brother. She’s at a loss of what to do and worries that this will be …

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June 17, 2020

8| My Sister Will Pay For It

What to do when your younger sibling thinks you'll pick up the tab. ======= Sponsors ======= Have an awkward money situation? If so, we want to hear from you! Feel free to call in, leave us a voicemail, and we …

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April 15, 2020

4| Don't Worry, Jazzercise Will Fix It!

In today’s episode we hear from Connie who turned to her mom for advice when she was struggling with money. Connie’s mom offered the most unusual (and awkward) advice for her money problems! ======= Sponsors Popcorn Finance Podcast...

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