Whether the property is $4k or $40k, you are still paying $5k to me to sell it.It should be obvious to you why this is, but it looks like it's not.

Are they a good tenant and paying rent?

My question is, does the fact that we rented the home exclude us from being eligible on not paying taxes on the first $500k proceeds from selling after two years?

I'd really appreciate feedback with regard to whether I should move forward with investing in real estate, or to let the desire go for the time being: I'm 34-years old, married, have 2-children under the age of two, own a home, and have a stable and good paying job.

If it is cheaper to own, you may want to buy and even if you sell in 2 years (assuming the development is finished on time), you may still come out ahead in terms of selling the property vs paying someone else's mortgage.

Hi everyone, Quick background, I'm a real estate investor with a high paying W2 job and credit score around 780.

Certainly paying them a wage or fee reduces your rental income... but then they have to recognize that income (perhaps at a lower tax rate?).

Con I would say is that you have to do the work or pay someone lol Its a great way to learn about how to rehab properties without having to stress about any timelines. 

This particular investor used to be my middle school English teacher, and wanted to do a deal that would pay him every month so that he knew he and his family would be taken care of even if something were to happen to him.

Even if I did that, the first year itself would end up only paying for the furnishings.This might be a broad question, but here it is - with a $1,450 mortgage, insurance, taxes payment, could / would a nice 3/2 about 40 minutes north of Nashville downtown net enough to be worth it (again, my "worth it" would be netting $1,500 a month on average after mortgage, insurance, listing fees, management fees, cleaning services, etc.)?