Earlier this year (2008), I paid a sizable amount (say 100k for simplicity) in 2007 CA state taxes. It was probably a big blunder not to expedite that payment in 2007, so that I could deduct it against 2007 federal income, but too late to do anything about that. I just didn't know the rules.
I expect 2008 to be a considerable leaner year than 2007, in terms of income/gains.
I'm trying to understand the implications of the 100k payment on my 2008 federal and state taxes. There are two areas that I have identified as likely sticky points.
- Payment of estimated taxes in 2008
Since I have a 100k deduction available, I would like not to pay estimated taxes in 2008 until I reach 100k worth of income/gains. Is this a reasonable approach for fed and state estimated taxes?
I further plan on using irs.form2210/2210AI and the "annualized" method to avoid troubles with underpayments of estimated tax if income/gains arrive unevenly (and I think they will).
- AMT in 2008
With the big whopping 100k deduction being a tax preference item for AMT, I think I risk that AMT will be larger than regular tax in 2008, and hence take effect. If this occurs, will AMT then lead to penalties for underpayments, since per assumption I did not make estimated tax payments in some or all quarters?
Thanks.