Our biggest obstacles have been living in an expensive market (Boston, MA), and overall not taking this seriously until now.What we'd like to figure out, is if we should go after a two-family home or more, since the income from the property would be our main source of income, and how to make an offer on a home with little to no money.We've started to attend some webinars, and read some blog posts.

I simply think it is always worth a reminder that yes, social consciousness and investing are 2 separate concepts, but you are certainly welcome to be a socially conscious investor and still achieve great ROI.

You may not be required to do so if the contractor is a corporation.You normally want to request information required to complete a 1099 such as name, address and social security number/EIN before they start the work.

If I had a dollar for every time someone mentions cash-for-keys...If your investment strategy is to pay tenants every time you hit an obstacle, this is the wrong business.

Cleveland is a hot area between the universities, medIcal schools, and hospitals, not to mention the steadily increasing social and entertainment scene.

My social and professional circles are quite small right now, as we've recently moved to a city where i know very few people. 

I just put a listing I have under contract and someone who follows me on social media seen my post about it and decided to contact me about their property in the same county. 

The only real obstacle is if there is an exclusive listing agreement in place...agents (besides being idiots in general) are territorial.

The average social security payment is $1200 per month.

I agree, finding consistent reliable contractors has been the biggest obstacle.