I've done excel comparison of cashflows between selling now (all gain is tax free) and selling in 15 years when i retire (only 8/(8 + 15) of gain is tax free), but it seems that the outcome really depends on the assumptions i use e.g., return % on the cashflow, future property value, etc.

What was the outcome?

Part of an engagement letter with a real estate lawyer reads like this:“Attorney makes no guarantee whatsoever as to the investment outcome of the proposed venture, and Client is advised that Client may be sued for damages by investors under many theories of law should the investment fail, even if all securities compliance matters have been correctly implemented.”

Please make sure a tenured contractor has prepared a budget, unless you are in the trades.  

What was the outcome?

Maybe use the $50k to pay off a car or trade in your car, pay off the credit cards, put yourself in a position where your only debt is your primary residence (if you're a homeowner, bonus points if you're house hacking).

Whats the deal w this work around that was mentioned Anyone here about a outcome with Reddington and the rule there. 

The market there is totally different and you can't just apply what's being done in the US because oftentimes it won't work.The market in Mexico is divided in two parts: the market for the wealthy Mexicans and foreigners in which properties are traded in USD and the "local" market, in which properties are traded in pesos (MXN).The USD is overwhelmingly condos and some villas as well.

I've traded some pings with a few people but they are realtors, lenders or they represent their interests and not sure I'm getting objective information for MY interests.I want to shorten my learning curve, avoid costly mistakes, and shape a strategy and goals.Thanks for any guidance on the topic.

Just traded quicker rental income for having to do repairs while the tenant is living there.