I’m wondering what all I need to provide my tenants with this year as far as taxes are concerned.

It’s ideal for investors with some experience in real estate who are comfortable managing renovations and dealing with tenants.If you're a beginner, you might want to start with a simpler buy-and-hold strategy or partner with experienced investors who can guide you through the BRRRR process.

A bit concerning if the market takes a turn but overall and overtime we will be in a good postion.PS - Since 2003, Dean & DeWitt Property Management has helped investors buy, sell, and manage investment properties in the St.

At this point, I'm not so concerned about achieving that exactly, but if my REI journey takes me there on my way to (or even after) financial freedom, then I'm all for it.There's still some work to do to prepare financially for "the first deal" and that moment legitimately appears to be about 2 years away. 

I keep going back and forth concerning this property. 

I'm more concerned about the drip-edge/ flashing on top of the roof.

If they do, you may have a chance under the scenario you're proposing - if they share your concern for it's condition (although that seems unlikely since they've been living with it the way it is for some time, it seems).If you own it, it's pretty lowbrow to expect a neighbor to invest in your property. 

You have received some great recommendations and if you are yet to decide on an Investor friendly to work with, you can send me a DM and see if we are a good fit.I do provide free mentorship and a lot of free resources and connections to anyone I work with especially beginners like you. 

I'm also concerned about the real estate market as a whole.

That is where the concern would be for me.Yeah, older tenants may think that it automatically makes someone a criminal of something, but I would just explain the card and that it at least, in theory, has a medical purpose, unlike cigarette smoke which kills the smokers and everyone else around.