@Or Y.As others have mentioned, it is normally preferred to have a separate file for each business.Can you have everything in one...sure it will likely be overkill as you would have multiple classes.Are you using quickbooks desktop or quickbooks online?

I was considering having a Wyoming LLC and one for each pair of LLCs as I'd heard Garret Sutton recommend but it might probably be overkill to start.

We had a Quickbooks account, but our books are simple enough that it was overkill.

(since it would be owner occupied).One way I see it, we could set up and LLC and the business and myself would have a stake in it, but I feel like this is overkill with just one small property and would probably eat a lot of the cashflows (from an already tight market) from the related expenses.

In my view your 10th item is overkill.

New cabinet seems like an expensive overkill.

The title company is " over kill"  the proof of payment is fine!  

Would you say it’s helpful to include documents like my insurance statement or the property tax bill or is that overkill?

Unfortunately i had some horrendous tenants in 2019 that destroyed the apt and i was left with a need for storage and so i know it sounds like over kill but now im in a 3 unit apt where im claiming home office deductions for 2 of the three units.

How long is your lease..?  I know it isn't about the number of pages, but I've got 29 pages, from adding specific requirements.  I feel like I wouldn't want to sign a 29 pager hahaWhat are the 'meat and potatoes' of w...