Why doesn't he log this stuff as he buys it? Who the hell does bookkeeping all at once, while they are doing taxes? There is software that is made specifically for it. He could use a regular ass spread sheet with no calculations or anything to keep track. That way he knows what is for "muh business" and what is just shit he bought just because. He'll probably claim all of it anyway. Likes to consider himself a grown adult, and a professional but he makes everything harder on himself.
All he did during the year and last was talking about taxes, more taxes and nothing but taxes. He runs his business for over 10 years. He knows what he does. He is street smart. He has a business / finance degree. He optimized processes in the helicopter factory. Valedictorian.
You would think he came up with a easy method right now, like you described, to make this repeating process easier. But no, he's Phil Burnell. Do everything last minute and prepare nothing. Would be kinda fine if not for the mentioned fact he is always in tax preparing mode but then nothing results from it.
Does he expect his tweets make him look responsible? More like his life is not in order and he's a fun killer cuz he has to inform his fans he does adult things right now and how amazing his accomplishment of finding ordered lists and bills is. WHO CARES PHILLIPP?
He is like an artist who has a whole year to paint a picture and tells us nothing else than how amazing his art will be. Then on the final day the customer asks him on his progress and he tells him: Uuuhm, I have to buy the colors and the canvas and I haven't really calculated which materials I need, is it this brush or the other brush, I dunno nobody told me. But look I found this really nice shop online which sells some tutorial books which I need for your artwork.
Well, no, bad comparison. He is the artist who does a bad lazy job and barely even draws during the whole year and the only customer who paid him in advance (let's say $12000) asks for his progress and he responds with: I had no time dood, I had to buy groceries, drive to my mail box, drive Kat to work, drive back, shovel snow, open the door, close the door, have depression, get free days, get a haircut the whole day, do angry salty tweets. You know my day is full of detractions! And you have to be an idiot to think I am one of these shill painters who just do what the customer wants, I'm real and not a muppet you idiot, ack ack ack ack.
Unrelated:
I found the time to watch our buddy LSB again and I'm just horrified by Phil's continuous inability to say a simple sentence without "Uuuuuuhm eeeeh uuuuuh" after every three words. This happens if you lost all interest in the job you are supposed to be a professional in (10+ years of experience).
