Money Expert Reacts to INSANE Reddit Finance Posts (AITA)

The Personal Finance Podcast

Andrew Giancola

Entrepreneurship, Investing, Business

4.6 • 1.2K Ratings

🗓️ 19 November 2025

⏱️ 42 minutes

🔗️ Recording | iTunes | RSS

🧾️ Download transcript

Summary

Join the community built to help you master your money, stay accountable, and reach financial freedom. 👉 Join Master Money Academy today! In this episode of The Personal Finance Podcast, Andrew and his wife Irene dive into crazy Reddit AITA stories answering questions about wild money situations in relationships—from the boyfriend who demanded a luxury car after learning his girlfriend won lottery money, to the manipulative partner who won't pay back $700 he borrowed, the boyfriend who guilts his girlfriend for not bailing out his $1,600 tax bill, the spouse who ignores birthday gift boundaries, parents setting college funding limits, and the woman whose in-laws demand she quit her $170K job but won't provide financial protection—breaking down the psychology, power dynamics, and red flags in each story to help you spot toxic money situations in your own relationships. Listen to The Business Show here. Partner Deals Indeed: Start hiring NOW with a SEVENTY-FIVE DOLLAR SPONSORED JOB CREDIT to upgrade your job post at Indeed.com/personalfinance Get 50% Off Monarch Money, the all-in-one financial tool at www.monarchmoney.com/PFP Acorns: Start investing automatically with Acorns and get a $5 bonus at Acorns.com/PFP Chime: Start your credit journey with Chime. Sign-up takes only two minutes and doesn’t affect your credit score. Get started at chime.com/ DELL: Get a new Dell AI PC starting at $749.99, at Dell.com/ai-pc. Policy Genius: Go to policygenius.com to get your free life insurance quote. Shopify: Shopify makes it so easy to sell. Sign up for a one-dollar-per-month trial period at shopify.com/pfp Wayfair: Shop outdoor furniture, grills, lawn games, and WAY more for WAY less DeleteMe: Go to https://joindeleteme.com/PFP20/ and Use Promo Code PFP for 20% off! Connect With Andrew on Social Media: Instagram TikTok Twitter Master Money Website Master Money Youtube Channel Learn more about your ad choices. Visit megaphone.fm/adchoices

Transcript

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0:00.0	Why are businesses like HelloVet choosing Apple products and services?
0:04.8	So we started the business two years ago.
0:07.2	We had a few people who were used to PCs and this was their first foray into Macs.
0:12.5	But it's been super smooth getting everyone onto those devices and everyone seems really, really happy.
0:18.0	Find out how Mac can help you run and grow your business at Apple.com forward slash hello vet.
0:25.9	On this episode of the Personal Finance podcast, we're going to react to crazy Reddit financial situations.
0:33.5	We're going to react to the master finance podcast.
0:56.0	I'm your host, Andrew, founder of Mastermoney.com.
0:59.0	And today on the Personal Finance Podcast, we're going to be diving into crazy Reddit situations.
1:05.0	If you guys have any questions, make sure you join the Master Money Newsletter by going to
1:08.9	mastermoney.com slash newsletter. And don't forget
1:12.3	to follow us on Spotify, Apple Podcasts, YouTube, or whatever podcast player you listen to this podcast
1:17.9	on. And if you want to help out the show, consider leaving a five star rating and review on Apple
1:22.4	podcast, Spotify, or your favorite podcast player. Now today, we're going to be diving into crazy stories that we found
1:31.2	on Reddit. Now this is going to be a really, really fun episode. This is going to be a different
1:34.3	style of episode than what we normally do. And so this is going to be one where my wife, Irene,
1:40.5	say hi, Irene. Hi. It's going to be reacting to or is going to be reading some of these stories that we found on Reddit. And then what we're going to be doing is diving into some of these situations. Some of these are crazy relationship situations. Some of these are fights within laws. Some of these are even people, you know, cutting off their kids. And so this is going to be one of those episodes that I think you guys are really, really going to enjoy. So we're not going to waste any more times. Without further ado,
2:04.4	let's get into it. Am I in the wrong for not lending my boyfriend $1,600 to pay his taxes by
2:12.6	next week, even though I have the money? My boyfriend has been asking me to let him borrow around $1,600
2:19.5	for the taxes that he's been needing to pay. Mind you, this is for the October 15th extended
2:26.7	deadline. He was supposed to pay this back in March, but couldn't afford it. So he asked for an IRS
2:33.4	extension. I've been reminding him that he needs to
	...

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