If, after examining the W-9, you determine that you have a 1099 filing obligation, you should 1099 him. 

The 8 ways we examined today (out of the infinite number of possibilities) you can invest in real estate as a non-accredited investor are:Buy and Hold RentalsHouse HackingFix-and-flipsBRRRR StrategyPrivate LendingJoint Venture PartnershipsReal Estate Crowdfunding PlatformsPrivate Real Estate SyndicationsRealizing that certain opportunities are not available could get you down.

This can only be determined by a competent tax accountant after examining your situation.

Once you know what your costs are, I absolutely would take the case to a lawyer to examine whether you can recoup the cost from the seller, or the inspector, or both.

The Committee on Housing, Neighborhood Development, and the Homeless will conduct hearings to examine the issue of source of income discrimination and how it is exacerbating the City's affordable housing crisis.

We have a child going to law school this next year in Greensboro NC and are examining options for a buy and hold/rent property that she and a roommate can live in for the next ~3 years.We are leaning to properties in a good, safe part of town but requiring some updating so we can add some value to it.We would appreciate any advice on this approach (as an investment) as well about the local area.Thanks!

I'm far from a get an LLC for houses touter, but large equity positions would at least have me examining risk mitigation and umbrella insurance policies. 

There a few parameters to examine such as monthly costs, target guests etc. but if you do it right then you should be able to make ~2X of a regular tenant rent.

I see Missouri has a State Board of Plumbing Examiners.

(I am a real estate tile examiner) You need to look over these documents to determine the subordination and the lien priory to make the determination who holds lien priority and which inferior liens are wiped out.