I am selling and limiting myself to buying one property at a time, at a big discount, because I think we are overpriced here in Tampa and I am not in my Accumulation stage of life.

You are going to be surprised at the accumulation of these figures and that surprise could be catastrophic to find out when you can't make a mortgage payment because you have a vacancy, have to replace the HVAC or you have an expensive tenant turn due to damage.  

In this area, that is over 100K in cash which could easily take 5-10 years to accumulate with other debts like student loans, car loans, rent, marriage, etc to pay for even if I do slim my spending down to just the necessities.

I just had second round of appraisals done on properties and I have accumulated close to 50k in appreciation on all properties since I bought.  

@Kay KeovongphetFor the profit sharing potion (employer contribution portion) of the plan that following may apply if your employer allows for it: The Employer Contributions being withdrawn have been accumulated in the PSP Plan for at least 2 years.For salary deferrals (employee contributions) Any employee contribution (including any earnings on such amounts) may not be distributed prior to the the Participant’s severance from employment, death, or disability.

I would love your advice on the best meetups for a newbie like myself, who is looking to invest in a property to flip at first (to gain a cash base) to later be able to own multiple rental properties to accumulate passive income and grow equity.I appreciate the help in advance!

If you simply have a high savings rate you can have very poor investments and still accumulate far more than you need to retire early.  

In my opinion and from experience, the key to accumulate wealth is to be debt free. 

I've never been the "save for a long time" type of guy (and accumulated ?

Then (ideally) we can accumulate some duplexes that we'll have to put down 20% for?