Awkward Episodes

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 any unnecessary...

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. Join Us On...

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 a great deal?   Join Us On Patreon...

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 financial situation.   Join...

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 uncomfortable conversation about how...

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 no show guests for the cost of the meal!...

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 gap at his workplace.   Join...

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: when it comes to affiliate links,...

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. Also, Chris gives a...

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 on Patreon.  Get access to even more bonus...

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 ask her friend for the money?...

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 Get access to even more...

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 more bonus content with our This Is...

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 bonus...

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 she makes more money than her. This...

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 Our Patreon Get access to even more bonus content...

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 the money away to ANOTHER PERSON. Hear how we...

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 giver or just let it...

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...

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 others when they are...

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!...