I've got an amazing Chicago property tax attorney that I highly suggest using. 

Hey Zach,I am not a tax professional but I am in my 2nd househack and it is my understanding that you are correct on the washer and dryers.

Most of us underestimate property taxes (I did too).

But my kids are really into Tax Sales ~ but the best deals they get are using the tax sale list to contact owners . . . offering to clear / pay tax debt and give owner some $ for house ( so they can afford to move out. )This must all be done BEFORE the auction  If owner does nothing, and house sells at tax auction, then they get nothing ~ loose the house and the sheriff evicts them  This is all not easy ~ and the success rate is probably less than 1% . . . but they've got some amazing deals. 

Quote from @Briley Roe: My cpa explained that I should only be getting taxed a capital gains, not ordinary income tax.

You get an immediate $50,000 tax write-off.

We’re looking for a tax professional who understands medium-term and short-term rental properties.

Why would any investor every purchase a tax lien if any 3rd party can just wipe them out by purchasing the same lien without any of the accrued interest or fees 3-years later?

I try to meet with all my clients at least once before tax time.

When the property is sold, the depreciation recapture rules will apply, reducing your tax basis and potentially increasing your taxable gain.This sounds like it is straight out of chat gpt and does not answer my question. 🤣  Completely agree