Hi there,
My husband has been a sole proprietor for the last 2 years, but probably shouldn't be. He has been really negligent with his taxes, and basically has paid next to nothing in estimated tax. Last year, he did this and requested a payment plan, which we've been paying. But this year, he swore he wouldn't do this again, but a bunch of stuff came up, and he didn't pay enough estimated tax again. I read online that you can only have a payment plan every 5 years, so wondering if someone can provide advice on what to do? He'll probably owe around $5000 if this year is anything like last year. Part of the problem, of course, is that now we're into NEXT year, so I could try to pay large payments to cover 2015, but that's going to mean continuing not to pay on 2016. What happens if you already have a payment plan, but can't afford to pay your taxes? Really really hate that he decided to be an independent contractor instead of having a "regular" job where we got a refund. But it is what it is. What can I do now? Any advice?