Little bit of change of subject. And a new book. I'm starting How to Lower Your Taxes Big Time by Sandy Botkin.
Skimming it, the premise is that everyone should start a small business, even those working a full time job, in order to get all the tax write offs available to small businesses. If your full time job is 50K and your small business is in the red 10K then you only pay taxes on 40K. Wife has had a small business for quite a few years and she's never not been profitable. We're able to write of internet bills, phone bills, the portion of the house she has dedicated to her business, expenses and even trips and meals. But it never seemed to add up to too much (probably because married filing jointly we make way too much). I wonder if I'm missing other write offs that we're unaware of.
But, my big question for this thread is as I'm now retired do the write offs count against income from 401k rollovers? If it does then theoretically I can use expenses to get more rolled over as I set up my consulting business doing very little actual consulting. I say more because I will be trying to stay under income limits for tax brackets and ACA insurance. Simply if 80K is the max I can roll over before loosing ACA tax credits and/or jumping up into the 20% tax bracket - having 10K in small business expenses could bump that up to 90K?
In theory, if you have a legitimate business that loses money, you can deduct losses. It is possible to run a loss on a Schedule C self-employed business, and deduct the loss on your tax return. This would reduce your taxable income that you have received from 401k withdrawals, in theory. That said, it needs to be a legitimate business (i.e. it's shady and borderline tax fraud to "run a business" in air-quotes just to deduct illegitimate business expenses), and there's limitations as to deductions for home office expenses for unprofitable businesses.
Unprofitable businesses also run the risk of failing the "hobby loss" rules. Under a hobby loss scenario, the business income is still taxable, but the expenses are mostly entirely disallowed. Unprofitable Schedule C businesses have been a major IRS audit red flag for decades, as well as home office expenses.
Please don't take tax advice from unqualified providers.