Most of the house we have used technology to automate our processes which allows us to out source our entire system.

What's your strategy when you run into guests who are trying to game the system? 

This has always been the case, but the industry is taking strides to make it more fluid.Investor Sellers can choose to pay some or all of the buyer's agent commission (that's not new) but this can no longer be advertised through the local MLS AND this must go through the seller to the agent versus through the listing agent like it did in the past.Investor buyers must be signed with an agent to step foot in listed homes.

Get yourself a fancy CRM system to handle all that precious investor data.

I do this work for large commercial building fire alarm and sprinkler system submittals.

You will get a proration of the gain free according to the amount of time you lived in it versus the amount of time it was rented. 

Every system you try will have flaws or you'll salivate over a feature that shows up in other software.

STR's aren't impossible here, but depending on the area, you'll find them to be extremely seasonal.Other strategies that have worked for me and my clients is the MTR route, there's a robust hospital system in both NYC & LI that is always hiring contracted nurses for 3-6 months contracts. 

Hi Ricardo, my best advice is to work with someone who is also an investor and can easily plug you in with their systems and network of GCs, lenders, and PMs.

It is a very system-driven profession and shouldn't be jumped into without the intention of building a business around it.