I currently have 7 doors, a couple of small businesses, and work a regular w2 job.

Substantial security deposits are s natural deterrent for bad tenant behavior.

Purchase price: $27,500 Cash invested: $70,000 Sale price: $150,000 Purchased thinking I'd live there and work on it while doing my regular realtor duties.

And it is true that the regular VA Loan requires the property to be in good condition.

Is it common to regularly treat for termites? 

If you are unaware of what that is, it is essentially creating a plan where you invest a specific amount of money on a regular basis (month, quarter, whatever) in a stock, index fund, or combination of your choosing. 

AirBnB and other short-term rental laws are going to be different from city to city and the biggest difference is that you'll have to furnish the home unlike having a regular tenant.  

Here it is...the year is 2007We are produce farmers FIL sells farm-we have basically zeroHusband under-educated /only job he ever had (46 yo)I took our lives into my own handsTraveled upstate (NY) Bought a house for cash WITHOUT TELLING HIM (425K)Ummmm-where the F am I getting that moneyWent to local mall with my 3 girls-called him from my flip phone to break the news- he fell silent BTWDrove back home (near NYC)Sold my house for 500k to a mansion owner close by (look up GLENMERE MANSION)Got my RE licenseFound my husband a job-he obvi couldn’t use a computer We are still in that houseWe’ve only lived in 2 houses I now buy houses regularly WITHOUT TELLING MY HUSBAND Because that sh*t is funny.

You would naturally want that difference to be basis so you don't pay tax on it. 

He said he will pay Security at end of month and pay regular rent which is due on first, on the 11th.