It sounds like you are including gambling winnings in your taxes as opposed to filing as a professional gambler. These are two different things and what you do makes a difference.
As far as keeping track, keep it simple.
Keep track of all your losses in the same way you keep track of your winnings. That’s it. Keep every ticket. Don’t worry about sessions and bullshit, just keep track of your losses.
I am not sure of your status but there are clear rules on whether or not you are “gambling for profit” as they would say.
Why are you making this choice to add gambling, or are you filing as a gambler? In either case there would be little reason to include winnings without itemizing the losses.
Unless you had an unexpected windfall, jackpot, etc, that would now make you want this year to be the year (or only for this year without expectation of doing it again) I don’t see why…and even then…you would at least begin itemizing losses.
Your goal here is important but you should seek a professional. I can tell you this, if you are filing as a pro gambler for profit and need to complete the requirements of Regs. Sec. 1.183-2 (b), it will look much better if you are using a professional consultant. In fact it is on the checklist.
Also for itemization, a pro status filer can use a Schedule C to itemize along with other costs of business. Your goal is important.
If you need losses, you can PM me and I will give you some guidance involving casinos but I am not a tax professional and you will still have to talk to them. Sometimes there are different legal roads to take, and not all tax preparers are knowledgeable of a dynamic return.