Money
Dear Toolsie,
My best friend from college is getting married and I can't really afford the bachelorette trip, what do I do
Toolsie wrote back.
Money
Dear Toolsie,
My grandson asked to borrow $3,000 for his car and I don't know if I should say yes.
Toolsie wrote back.
Money
Dear Toolsie,
idk why but every time i get paid i just spend it all within like 2 days and then i'm stressed for the rest of the month
Toolsie wrote back.
Money
Dear Toolsie,
My brother asked to borrow money again and he still hasn't paid back the last loan. I feel like a jerk saying no.
Toolsie wrote back.
Money
Dear Toolsie,
got my tax refund and i can't decide if i should just pay down my credit card or actually treat myself for once, i never get to
Toolsie wrote back.
Money
Dear Toolsie,
I have $40,000 in savings, should I put it all into Bitcoin right now or is that stupid?
Toolsie wrote back.
Money
Dear Toolsie,
I'm behind on three credit cards and a payday loan, should I file bankruptcy or is there something better?
Toolsie wrote back.
Money
Dear Toolsie,
My elderly mom keeps giving money to someone she met online who she's never video called, is this a scam and how do I stop it?
Toolsie wrote back.
Money
Dear Toolsie,
My uncle wants me to co-sign a $2,300,000 loan for his restaurant and says it's basically a sure thing, should I do it?
Toolsie wrote back.
Money
Dear Toolsie,
I lost my kids' college fund on sports betting apps over the last six months and my wife has no idea, I don't know how to tell her or if I even should.
Toolsie wrote back.
Money
Dear Toolsie,
Dear Toolsie, my husband and I have separate accounts but he 'forgets' to pay me back for shared bills constantly. It's not huge amounts each time but it adds up and I'm the one who always has to bring it up.
Toolsie wrote back.
Money
Dear Toolsie,
Dear Toolsie, I inherited some money from my grandmother and my siblings think I should split it with them even though the will named only me. Am I a bad person if I don't?
Toolsie wrote back.
Money
Dear Toolsie,
Dear Toolsie, I've been secretly using a credit card my spouse doesn't know about to cover a shopping habit I can't seem to stop. The balance is getting scary.
Toolsie wrote back.
Money
Dear Toolsie,
Dear Toolsie, my adult son asked to borrow $3,000 for the third time this year and I always say yes. My spouse thinks I need to stop enabling him.
Toolsie wrote back.
Money
Dear Toolsie,
Dear Toolsie, I make more money than my boyfriend and he insists on splitting every bill 50/50 even when it clearly stretches him thin. He gets defensive when I offer to cover more.
Toolsie wrote back.
Money
Dear Toolsie,
Dear Toolsie, I found out my coworker makes $15k more than me for the same role and I don't know if I should say something to my manager or just quietly start job hunting.
Toolsie wrote back.
Money
Dear Toolsie,
Dear Toolsie, my parents co-signed my car loan years ago and now they keep bringing it up like I owe them something beyond the payments, which I've never missed.
Toolsie wrote back.
Money
Dear Toolsie,
Dear Toolsie, I want to start investing but every time I look into it I get overwhelmed and just leave my money sitting in a checking account earning basically nothing.
Toolsie wrote back.
Money
Dear Toolsie,
Dear Toolsie, my best friend asked me to invest in her new business and I don't think the numbers add up, but saying no feels like it could end the friendship.
Toolsie wrote back.
Money
Dear Toolsie,
Dear Toolsie, I've been splitting rent evenly with my partner even though I make almost double what he does, and lately I resent it but never said anything when we set it up that way.
Toolsie wrote back.
Money
Dear Toolsie,
My sibling and I split our late father's remaining debts unevenly by agreement, but now I'm the one who ended up covering an unexpected medical bill that wasn't in the original agreement.
Toolsie wrote back.
Money
Dear Toolsie,
I make significantly more than my partner and have started quietly covering more of our shared expenses without telling them, because I don't want money to become a source of resentment, but now I'm not sure if I'm being generous or just avoiding an honest conversation.
Toolsie wrote back.
Money
Dear Toolsie,
My sister keeps borrowing money from our parents and never paying it back, and my mom always covers for her. Last month it happened again with a $2,000 "loan" for my sister's car. I'm tired of being the responsible one who never asks for help. Should I say something to my parents about this pattern?
Toolsie wrote back.
Done here? Read a letter at random