biggest tip is not to fall in love exclusively as a realtor.

I don't think it's in one's best interest to wrap up a property that limits your buying pool even more than it already limited by the type of property (condo and its 55+ and no FHA) in my opinion this can create a headache one selling as you mentioned.I think your biggest focal point should be how strong are the HOA's financials then how well is the property being maintained.

Obviously location and strategy will be the biggest determining factor... but everyday we are on the forums we learn more about how you pros analyze opportunities.  

For a number of reasons I've decided I want to get my license despite the effort and potential downside.  

From your time starting out, what would you say was the biggest lesson you learned starting out?

No monthly cash flow is the biggest downside and a major reason why I don't invest more.

The biggest one probably being the financing.  

Yeah I hear you but I've seen new homes that require more than 500 a year in maintenance but that's not my biggest concern.

If you are a safe driver I would just try to get the biggest deductible you can handle because that will help to reduce the premium you pay.

Are their other duplexes or triplex in the immediate area that will be the biggest clue to ask your city if the process will be permitted