Originally posted by FeelingHopeless
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One thing that isn't clear to me after reading everything -- you got the van back, right? So all you directly lost is the use of the van for that short period of time and the damages that resulted like higher payments for lack of a trade-in. You could sell the van now for at least as much as trade-in would have been and then re-finance the new one to get the lower payments you would have had, right? Clearly some time and money were lost but not exactly the full value of either vehicle. Everything you recover above these costs would appear to be taxable.
Please do see a Tax Professional! But...
The IRS is a wonderful organization with tons of information for anyone that cares to read it. Years ago I set out to do my own taxes and I wasn't very sure of myself at first. I made an agreement with my wife that I would study everything and we'd pay to have our taxes done if everything wasn't crystal clear before April. I've been doing ours ever since through thick and thin. I used to have Publication 17 mailed to me every year because it was a complete guide to almost everything I needed to know. Now with the Internet it's even easier!
The best part is how I've helped correct mistakes for family members who have used "Tax Professionals" on at least two ocassions. Each time the mistake was done year after year and we went back and filed amended returns. These weren't clerical errors or even misunderstandings because each was repeated at least two different times in following years. The last one resulted in a letter from the IRS pointing out the error and billing for the taxes owed. The accountant told my relatives that it was the IRS who was wrong and wouldn't fix the problem -- so I did.
Another strategy is to over pay your taxes! In my case, I have kids and a low-enough income that results in no Federal Income Tax liability whatsoever. I also pay no State Income Tax in my state either. When I sold stuff on eBay a few years ago, I claimed every single dollar I collected as income without deducting any expenses. The result was me paying taxes I didn't need to, but it was safer and less expensive than paying someone to do it professionally. If I get audited I'll be owed a refund that year!
Read and understand all that you can and you will help be sure the Tax Professional is giving you a good answer. Few of them will say "I don't know" as they should, and many will concoct an answer based on what they think they know. Unless they've dealt with your situation dozens of times before, you can't be sure you'll get the correct answer. Remember, it's YOUR signature that goes in the returns!
I'm wishing you luck and I hope your biggest problem is figuring out how to pay all of the taxes! This is a GOOD kind of problem to have! (For each dollar, you still keep more than the IRS does, right?)
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