Problem: Tax-Time Chaos
My husband gets paid as a subcontractor, therefore he has to handle his own taxes. However, he doesn't always handle it and sends in less than what he has too. When April 15 comes, he's paying several thousand dollars to Uncle Sam. This stresses him out then he turns to me and says what can you pay? I have taxes taken out of my pay at my job and in my mind, I've paid my taxes.
As a wife I suppose I should be trying to do everything I can to help him out at tax time but part of me says, "Hey, if you took better care of your obligation throughout the year, you wouldn't be in this mess!" -- uzyq266199
Perhaps you can have your husband set up an escrow account at a bank, and have money taken out of his checking account each month to cover FICA and taxes. To start with, though, you need to sit down with him and express how unfair you feel it is that you, who already have paid taxes, must cover his taxes. Make certain you listen carefully to his response and determine exactly why he's not handling them on his own. Then, perhaps you can bring up the automatic savings plan as a solution.
Problem: His Debt Preventing His Proposal
My boyfriend is sketchy about getting married because in the past, the IRS seized his assets to repay some debt owed to them after his businesses failed. And I don't think he's paid them off totally yet. He has lousy credit in general and wants us to be able to buy a house in the future. I already own a condo. He keeps saying "if we get married we won't be able to buy anything and they'll come take your house because of my debt." Give me some ammo so that I can convince him marrying me isn't the worst thing in the world -- at least as far as his bad credit history is concerned! --jessamine