Awkward Episodes

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 to help save money...

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 approach this touchy subject with...

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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 for their money future? Listen to find out!...

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 extra money. ======= Join Our Patreon Learn...

Happy Thanksgiving Week! In honor of the start of the holiday season we thought we'd share with you our latest Patreon exclusive bonus episode! If you're enjoying the podcast and want to help support what we do, come join our awkward family! Become a...

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 someone who runs a business and is dealing with people...

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 with a...

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 to tell his parents...

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 an anonymous person who brought $120K of debt into her...

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 never paid back. Q...

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...

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 I’m Loving...

In today’s episode we share a story about how we forced our spouses to go on vacation with us to Niagara Falls. We also share the nail-biting story of how that vacation almost didn’t happen for Chris.   ======= Links Mentioned   =======...

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. ======= Sponsors ...

Well Chris messed up!  He somehow lost a part of his audio for this week's episode...but.... we still have an episode for you. Today we are sharing with you a conversation we had on Chris' podcast Popcorn Finance called Facing Your Financial...

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 an expectation put on...

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 will play it on the show. You can...

In today’s episode we have the difficult, yet necessary conversation surrounding how every person can adopt a commitment to fight racism both in their home and in this world. ======= Click the link below to get access to all the resources and...

In today’s episode we hear from an anonymous caller who is frustrated because she is being asked to give money at work for birthdays, events, and celebrations. This is starting to take a huge toll on her budget. We discuss how to handle this as a...

In today’s episode we hear from someone who has started moving money into a secret checking account because her partner is a spender. We discuss how to handle this situation and whether or not this is a good idea for her relationship. =======...

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...

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 to take part in their big day. We...

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 pay for drinks, dinner, and even clothes for them!...