Is he ready to retire?

Thanks,Mostly we're looking into investing in rental property there.... with the possibility of moving there when we retire.  

Even though I was “only” 29, I knew I had to start saving for life-cycle events and retirement.

My immediate course of action is to transition over to a small multiplex and rent out the extra units so that I can live alone and still have the property paid for by someone else.My goal is to acquire enough buy and hold properties to be able to retire on the cash flow within 6 years.  

In the meantime, I've also been applying to various Government positions - at a significantly reduced rate of pay in that unless I move, the likelihood of my finding another job in my field is very slim...and I have about another 20 years of working before reaching retirement age.I interviewed for a residential real estate appraiser position at Jefferson County.  

I found that the seller is moving to Florida for retirement and is eager to sell the investment properties he owns.

My parents have a rental property there for 3years then retired and moved into it last year. 

The fear of not trying, not creating passive income, & not providing a legacy for my family & my retirement was far greater than any real estate challenge placed in front of me.

It would mainly just be for my own self development, to have it (even if in retirement) if I ever did choose to change career fields, or to buy my own properties myself.My question is, since I have investment properties now and hold security deposits, would having my license change anything?

I meet some of the locals and they are retiring, you might be able to buy them for $70K per door.