This Is Awkward

After a far too long break, the final episode of This Is Awkward is here! We decided to go out in style and prepare a double episode for you all. In this final episode we are covering two very awkward final stories. Story 1: Ever considered a Christmas with zero presents? That's the reality one listener is grappling with this year. They're done racking up holiday debt but are stuck on how to break...

What happens when the college fund becomes the kitchen fund? Our listener's is in a tough spot: their 20-year-old daughter, after a year-long college hiatus, decides to hit the books again. But there's a twist—the $30,000 set aside for her tuition has been poured into a kitchen remodel. Now, she's giving them the silent treatment. As retirement looms, our listeners are torn between securing their...

Have you ever had a friend or family member who's a total social media faker? You know the type, portraying a lavish lifestyle online, but you know the real deal—they're broke and those fancy trips and purchases just aren't happening. So what do you do? How do you bite your tongue when you see those posts, and more importantly, what if they ask you to play photographer for their pretend playboy li...

Have you ever felt like your bank account's getting worn out by going to weddings faster than you are? This week we are hearing from Kate who we got to talk to in person. She's in her mid-twenties and swimming in a sea of wedding invites and bridesmaid duties. Between the glitzy dresses, heartfelt gifts, and oh, those wallet-draining destination celebrations, she's feeling the pinch. How can she b...

This is a special episode of This is Awkward recorded in Denver Colorado!   Does the audio sound a little weird... yes, but we are weird so it works.   This week Chris has devised a special game for Allison called Would You Rather.   Join Us On Patreon Get access to even more bonus content with our This Is Awkward Patreon starting at just $3! https://www.patreon.com/thisisawkwardpodcast   Have an...

Ever felt like your kindness was being taken advantage of   Dive into today's episode where one listener unveils a family dilemma: their sister-in-law using their nanny for free! Confronting her sister-in-law led to family tension, now she wonders if she's made a misstep. Did she overreact? Tune in and weigh in!   Join Us On Patreon Get access to even more bonus content with our This Is Awkward Pa...

How much would you let your kid spend on a prom dress and the pure luxury of a 100 finger massage We dive deep in to the world of luxury once again in another episode of Ain't No Way! This week's items https://www.trendhunter.com/trends/dress-goddess https://www.oyster.com/articles/the-8-most-expensive-spa-treatments/ If you want to help support the families suffering from the wild fires in Maui c...

Have you ever found yourself competing with your partner's family for financial support? Today's episode explores a sticky situation where our listener, expecting a baby, finds her boyfriend funding his sister's reckless lifestyle, even after she trashed our listener's apartment! With money tight, emotions running high, and a baby on the way, our listener finds herself at a crossroads. She wants h...

Listen to even more with a 7 day free trial at our Patreon!   Music from Uppbeat (free for Creators!)

How much would you be willing to spend for a few moments of peace in a dormant volcano? We dive deep in to the world of luxury once again in another episode of Ain't No Way! This week Allison is in charge and she is bringing the heat this episode! This week's items https://www.cbc.ca/radio/asithappens/as-it-happens-friday-edition-1.3640624/only-in-iceland-a-rock-concert-inside-a-volcano-1.3640627...

Ever found yourself torn between helping out a loved one and protecting your own financial future? On today's episode, we're diving into a real dilemma. Our listener's mom, despite being the world's best, is drowning in credit card debt and has turned to them for help. While they've lent a helping hand in the past, moving to the big city looms on the horizon, and they're hesitant to dive deep into...

This is Awkward is moving to 4 times a month with our new episode called Ain't Now Way! You're probably wondering what this is all about. Let us paint a picture for you. Have you ever been scrolling online and stumbled upon something that caught your eye? Maybe it was a shiny piece of tech or a designer bag, but then you saw the price and your immediate reaction was, "Ain't no way I'm spending tha...

In our first episode back, we're diving into a story from a brave Physician Assistant who recently fought for and won some well-deserved workplace perks. But now that they've got them, they're not quite sure what to do. Have you ever felt like you were pretending to be something you're not? Like you were stepping into a role that didn't quite fit? That's how our listener feels every time they walk...

Listen to even more with a 7 day free trial at our Patreon!   Music from Uppbeat (free for Creators!)

Listen to even more with a 7 day free trial at our Patreon!   Music from Uppbeat (free for Creators!)

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 an...

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 k...

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. Join Us On Patreon Get access to even more bonus content with our This Is Awkward Patreon starting at just $3!...

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 cov...

Join Us On Patreon Get access to even more bonus content with our This Is Awkward Patreon starting at just $3! https://www.patreon.com/thisisawkwardpodcast     Allison's brand new book Money Made Easy just released today! So in honor of her new book Chris has prepared a dramatic reading from the opening chapter.   Grab a copy of Money Made Easy here  https://inspiredbudget.com/moneymadeeasy      ...

It feels like we get a million tax forms in the mail every year. In this special bonus H&R Block Tax Tip episode lets breakdown 3 of the most common 1099 forms that you should be on the look out for each year.   Today's awkwardness is brought to you by H&R Block!   Get 15% off Do-It-Yourself Online Tax Filing Products with H&R Block through April 18th, 2023! https://www. AwkwardPodcast.com/HRBlock...

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 p...

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...

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...

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 t...