I don't know much about the business environment where you are but if there are not a substantial amount of real estate companies that way that is certainly an option to get the type of experience you are looking for.  

My business partner and I took the plunge and just closed on our second 4plex, and first property that needs a substantial rehab.

We've undertaken some substantial rehab projects in the past, but garage doors are a completely new foray -- we greatly appreciate your Bigger Pockets advice!

By reviewing investment deals before you are ready/able to buy you can gain substantial knowledge.

If you make $5k per month, you should have some substantiation of that figure, either on your tax returns or your pay stubs.

There's also value in not putting all your eggs in one basket with a single property unless of course you're looking at something with a substantial number of units where that risk can be reduced.Ultimately it comes down to your personality.

Regarding taxes, this issue that I'm running into is that all 18 condos are assessed at fair market condo values, substantially higher than if they were an 18 unit apartment complex (and a much higher valuation than where I'd like to purchase at).Any thoughts on keeping these as condos but getting a tax abatement after sale? 

Be aware, that If the Lessee puts a "substantial" amount down, the court can construe it as a Contract for Deed even if it is a Lease Option.

There will be a pretty substantial delay for the deadline, but in the long run you will probably save yourself big bucks and a big hassle.

These are designed exactly for your situation and the rates are substantially cheaper than most private loans.