So I’m my situation can I take 6k in losses (3k to offset my other 3k in gains and then 3k off my income) or does it not work that way and I can only accept 3k in losses Your post is not clear in what type of taxable income that you have from your stocks.if they are dividends, then you have no capital gains at the moment and you can sell stocks that generate $3,000 worth of losses which can be used in 2022.If you are talking about $3,000 of capital gains, then yes, if you net a transaction that results in 6,000 in losses, you would net to $3,000 loss which can be used in 2022.Best to confirm everything with your accountant.

The time period of 'shared expenses' will also generate property appreciation values for later sale, so all the student loan interest didn't just go down the toilet.

This is assuming both apartments generate equal cashflows and are equally priced.

He bought a few properties for cash to generate monthly income and now he can qualify for loans.

Typically over in our area (Lakeland) the responsibility is with the tenant that generated the bill, not the landlord - or the previous landlord if it was landlord paid.  

A photo site should have a way to generate the proper posting string for you.

I invest on the side to generate additional passive income, but I do not want it to become or replace my full time job.

In principle, I love the idea and of generating some extra passive income assuming it's worth your time. 

@Nathan Gesner new subfloor, Killz and an ozone generator.

You "pay rent" so that the property is generating cash flow and split that cash flow according to your agreement.