the key to investing in these types of deals is just like you just said.. you can lose the money and not change your lifestyle..

This is the reality of the lifestyle of the typical tenant. 

While short-term rentals in areas like Kissimmee, Florida, can pay for themselves and offer lifestyle benefits, the ROI typically doesn’t match what I see from my traditional portfolio of long-term rentals in North Texas.That said, short-term rentals can still be a great choice, especially if you're drawn to the area and the opportunity to combine personal use with investment income.

This will enable me to double NW every 7-8 years which is very attainable and realistic.The next logical plan going forward would be funding overfunded whole life policies and expand to lifestyle/investment properties overseas which serve many functions at once.

SF investing supports my lifestyle goals better than MF, because it is a lot more passive and I can focus on my other businesses.Which brings me to the next point.

Honestly think about the lifestyle you want.

Right now, we're a bunch of strangers commenting on your post - we don't know your background, financial situation, W2 job, lifestyle (single, married, kids, etc), risk tolerance etc (not that you should share all that information on a public forum). 

So it depends on your current knowledge base, passion, lifestyle, confidence level and established partnerships.

Learn by experience and making mistakes.One issue is most people who buying coaching only buy one program or max 2, so it's pretty hard to rank them.If you are convinced this is what you want to do, I'd look at Lifestyles, Total Wealth Academy and Brad Sumrok's programs. 

I worked nonstop for 7-8 years building up my business but now the money has afforded me the lifestyle and freedom that is absolutely worth it.