Question: if he's paying a tax guy, could he not just provide his electric bills (as an example) for the year to the tax guy? Isn't the tax guy's job to process this information for Phil? Like, I could log into my electric company's website now and download a PDF of every month's bill from the time I started paying for the service. That would take me all of a few minutes to do.
Everything you're saying about digging up receipts makes some sense, but for the overwhelming majority of his stuff, he should be able to get to electronic copies pretty easily. Even stuff like his game purchases should have digital receipts available.
Maybe I'm being unfair, but it really shouldn't take him all that long, especially since he's been doing this for going on 12 years now.
I’ll illuminate how taxes work if you own a single proprietorship S Corp as a pass through for taxes. Note that this is what I’ve been doing for the last three years.
If Phil had a competent tax guy, the very first thing he would do is open a business bank account. Once that account is opened and you have business debit and credit cards as well as an account number, almost every personal purchase that you would do for yourself (restaurant, rent, car payments, water/ electricity bill, car maintenance, cars, real estate, investments, and a lot of miscellaneous purchases) need to go through your business. Not every expense can be written off but enough can so you don’t end up paying taxes on the majority of your spending at the personal state and federal tax rates and instead use that marginal 15% tax rate enjoyed by an S Corp (remember that the social class with the most benefits in the US are corporations). That’s why so many celebrities and rich people own so called shell/ holdings companies when they purchase real estate and other big assets because they can hide their identities but also write off a huge part of their spending.
I then give access to my bank account to my tax attorney (who has multiple CPAs working for him, so I really do have a tax attorney working for me, unlike Phil who’s probably having a cheap CPA) and that takes care of 90% of the work on my side. The things I have to provide additionally are access to my investment portfolio (so Fidelity, E*TRADE, and Robinhood send me tax filings at the end of year which I email to my tax attorney), any receipts related to car purchases, any real estate investments, any loans, and any gambling proceeds that may have accrued throughout the year. After minimal work, I wash my hands off any more work. By YE anyways, it’s very easy to already expect what my income is going to be so I can have an additional 4 months to save money so come April, I can pay whatever will be required of me.
As far as we’re aware and based on his bankruptcy filings, Phil does not own his own business bank account related to his business but does have an EIN for his business. He owns one bank account that mixes personal and business-related expenses (“yes I own it and it is business-related”) so it is most likely an amalgam of garbage sprinkled with debits from his PayPal account and monies from Twitch.
All he’d have to do is give access to his bank account to his accountant, produce a PayPal report of all the money that was debited into his account and credited out as well as a breakdown of all tips debited into his account (since he probably uses PayPal as a service for small business merchant partners, such reports are 100% available to him), and provide the copy of Twitch’s 1099 that they’ll send to him in December/ January (they might even have quarterly filings available through the Twitch Partner portal) and he literally doesn’t have to do anything.
A whole lot of text to basically say: Phil is fucking lying because if you have someone working for you to file your taxes, it’s really minimal work. Or he is using some H&R Block/ TurboTax service that would have him do most of the work.
Surprise, surprise... the pig is being a dishonest piece of shit once again.