So I appreciate everyone's advice and right now the plan is -Finish up my two weeks at work-Enroll in school using the G.I. bill to supplement that income-Use my free time during school to focus on current properties and make some money from a side businessIll make a post for anyone who cares to see how it all turns out for me in 3 months!

I delved into the thought of RE investments last year when I had taken less than full time (12-15 credits) college credits in a given semester and had much more free time allowing me to supplement that new free time with taking a real estate agent course and that began my journey.

It is simple math and growth rates (it is a mathematical fact).If you need the cash flow in the short term to supplement your income, etc., Coastal CA may not be the correct market. 

But so many people are supplementing full-time work with gig work such as driving for Uber or creating online revenue through drop shipping.Doom forecasting and speculation is nothing but demotivation to do the hard work.

Getting serious about growing the business with a goal of "downsizing" my job in 10 years or so and supplementing retirement income.

The other owners would not approve an assessment, which would have been significant, to supplement the amount needed to replace what was destroyed.

Then you supplement it with investments as most of us do  and in whatever investment vehicle you choose to do..

Renting to faculty, out of state students, students from abroad and more of year round (such as residency) students will not carry the same short term renter displacement, but may require a higher level of finish in some cases as this becomes a year round home.Perks here are- -Year round rent under the same renter/ as your lease terms apply-Some renters having supplemented housing stipends paid in the form of allowances, stipends, and other arrangements -Lesser degree of potential property damage for those in graduate/residency programs (simply based on age and maturity - again, use the automobile industry here in why most car rental places won’t rent below age 26)-Less need for obtaining co-signers (allowing tenant to solely establish some credit history as well)When your tenants do move on and out, as a ‘thank you’ for being such great renters for the span of their academic career, it can be nice to offer a letter of reference as well for future renting needs.

But I’m ok with fewer properties and decent cash flow when I’m retired in 15 years to supplement my 401k. 

Cozy will not give you the SSN on the report since they use a 3rd party.If possible, try to get their SSN in some part of the application process (Eg: create another supplemental form where the tenant has to enter the SSN).