These are high dollar value properties, not just SFH, so being a match maker in this case deserves a fair reward in my eyes. 

Option 1: invest in multi family housing Pro- semi reliable income- cuts cost on my living expenditures -recession proof (can be argued)Cons- high cost start (for me at least)- first time managingOption 2: Buy land and try to negotiate a development deal Pro-huge reward -can be fast- after deal is done right, I'm hands offCon-very risky especially for intro-no expertise in this field -finding a great deal in hardOption 3: wholesalePro-great return-can be fast-not long term Con-hard to find good deals especially with a full time job -can be a nightmare project-no expertise Please correct me if I have messed up with any of my pros/cons.

I understand that a lot of investors just use general contractors or their own expertise, but I am curious if maybe something like same day home inspections would be helpful, since some deals can get snatched quickly?

Reason: You do not have the time nor the expertise.

I own an e commerce company and my wife stays home so I figure I could use my expertise and her time, plus my fathers mls capabilities to continue the revenue stream and grow it.

What would be your advice on the levels of risk-reward grading of the following Real Estate categories?

I would not volunteer any information about your property ownership or corporate structure as it is and area outside the expertise of most boarder agents and foisting such material upon them is just asking for a longer sojourn at the border.In short, when asked tell the truth, but only the information sufficient to answer the question.

.#3 seems like a lot of work for not as much reward as #1

Hey BP!  I live in St. Louis and am recently full time in real estate with wholesale, wholetail, rehab, and retail.  In addition I'm looking to pick up a rental every year or two to add to the 4 I currently have.My qu...

The other is once he has the job locked down, he doesn't really have an incentive to fix it fast since there is no real reward at the end of it while you have to cover the carrying costs.