Have since insured a triplex with them as well, saving several hundred dollars in the process.

We live in Wisconsin so it will be a hike but we plan to move to where we are starting to invest.

But timing and planning are crucial.Here's what you need to consider:Future Passive Income: Do you expect to generate passive income from other sources?

However, anything that impacts functionality like plumbing, HVAC, or safety issues should be handled before listing to avoid turning off potential renters/buyers.If you’re re planning to lease it, tenants will expect everything to be move-in ready before signing.

So not so well. 

Just because people gotta eat doesn't mean any place selling hot food will do well. 

If you already took all of this into consideration in your math, well.

Private Money Lenders are going to be hard for a primary residence as it is an investment and typically they want to see a return prior to two years - also, the house would need to be purchased at a discount which would limit your options on a primary residence - now if you are looking for something that needs some work that you are planning on fixing up, it would be a little more feasible.

My plan is to purchase a home that I will hold onto while hoping to gain both forced and time appreciation.

NYC laws around rentals—especially short- to mid-term—can be tricky, so you’ll want to avoid any compliance headaches.The biggest challenge with this plan is finding a rent-stabilized apartment that makes financial sense and actually gives you breathing room.