This Is Awkward
Money can make things real awkward, real quick. Hosts Allison and Chris are here to help! Each episode they take your calls to help you through your awkward money situations without losing your friends and family along the way! Want to have your question answered? Call in at 707-200-8259.
Episodes
What do you do when you go out to eat with your parents and they are the world's worst tippers?
That's the dilemma facing our anonymous writer this week. Their parents have a tipping rule that hasn't changed in 20 years, and while it might have been okay then, it's not cutting it now. They don't want to offend their parents, but also don't want to leave a poor tip. They've tried dropping hints and leaving extra cash, but nothing s...
Have you ever been in a situation where you let someone move in to save money, only to regret it later?
That's exactly what happened to our listener. They let their fiance's friend move in to their house to save money on rent, but after losing his job, he stopped paying altogether. The listener has tried to talk to him, but to no avail. They feel increasingly resentful of his presence and don't know how to approach the awkward con...
Do you know someone who always seems to "forget" to pay you for your work?
That's the predicament our self-employed listener is facing, and it's driving them crazy! Despite several reminders, the client keeps delaying payment, and our listener is unsure how to handle this weird behavior.
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Can you put conditions in place before you agree to marry someone?
This week Chris and Allison dive into a listener's cringe-worthy story about a coworker who demanded his future wife pay off her credit card debt before they tied the knot. Listen in as they discuss the practicality and ethics of setting financial conditions for marriage. From student loan debt to wedding expenses, this episode covers it all!
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Have you ever found yourself in an awkward situation with a family member that also happens to be your financial advisor and broker?
In this episode of our podcast, we discuss a listener's question about their complicated relationship with their brother, who owns his own brokerage and has custody of the majority of their assets. The listener's brother has turned his back on the entire family on political grounds, causing tension a...
Have you ever struggled with feelings of fear and stress around money?
Growing up in a household where discretionary spending was not an option, our listener felt like a financial burden and was hesitant to spend even the few dollars they were given.
This mentality persisted well into college, where they struggled to contribute their fair share to shared expenses with roommates. But now they're wondering, how do you approach conv...
How do you figure out what is a fair amount to pay your mom in rent?
This episode's question comes from a listener who moved in with their aging mother after struggling to find a job after graduating college. They've been paying $700 in rent ever since and helping out with transportation, taxes, household expenses and more. But now with a successful career and higher salary, they're questioning if it's time to pay more rent even th...
Struggling to manage a co-owned property with a partner who's facing financial difficulties? You're not alone!
This episode is for anyone who's experienced the frustration of carrying the financial burden of co-ownership. Join us as we hear from one listener who has been stuck in a sticky situation with their self-employed partner for months. From paying for the down payment and monthly expenses to being left in the dark about how ...
What do you do when your partner's adult children constantly expect you to pay the bill?
Join us as we dive into the struggles of dating as our anonymous writer tells us about the added stress of dealing with his partner's entitled adult children. From never splitting the tab at dinner to always expecting pricey gifts on their birthdays and Christmas, we'll explore how to navigate these tricky situations and have a frank conversati...
What do you do when a family member won't stop pressuring you to buy a house?
This episode we're tackling a situation that many of us have probably faced at some point - unsolicited financial advice from family. A listener is trying to decide whether to rent or buy a new home in a new city, but their cousin (who happens to be a real estate agent) is really pushing them towards buying. It's a tough spot to be in, especially when th...
Here's another preview of our Patreon Only content as a special New Year gift!
Hear how big of an impact the Thong Song had on Allison's life and that time she assaulted Joey Fatone.
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Here's a preview of our Patreon Only content as a special Christmas gift!
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Get access to even more bonus content with our This Is Awkward Patreon starting at just $3!
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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 pl...
Did you ever wear a knock off clothing brand to school?
Today’s call comes in from one of our Patrons who got viciously made fun of after another student caught a typo on their shirt. We'll discuss how to help your kids navigate these types of situations. Plus Chris is shocked when Allison shares a new piece of information about her middle school days!
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What would you do if you found out that you've been paying hundreds of dollars more for your phone bill that you should?
Our anonymous writer discovered that he and his wife have been over paying their share of their in-laws phone plan for years. Our writer is upset, but his wife thinks he needs to let it go and keep the peace. What should he do?
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What do you do when your sister in law thinks that you should pay for every meal?
This week we discuss a woman who is fed up with her sister in law who somehow always "forgets" her wallet every time they go out to eat. She's reached her breaking point and decided to do something about it.
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What do you do when your mom hates giving gifts but does it anyway, but with strings attached?
That's what today's episode is all about. A listener wrote in wanting to know how do they handle a mom who makes a big deal about how much they pay for every gift and it's getting old.
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My neighbor flooded my basement. It was an accident, but it still happened. A listener wrote in needing to face this situation head on, but they don’t know how to approach their neighbor. How should she bring up the conversation without ruining a positive relationship?
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A listener is starting to get overwhelmed by the growing cost of their friend’s wedding. Between gifts, clothes, flights, and hotels, it’s all adding up. Should they approach their friend about this or just keep quiet and spend the extra money?
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