You have 100k in equity.

Personally, I'd rather have that cash in the bank than tied up in equity that isn't working hard for me.

If I have my math right, if I were to invest $100K into a deal with the assumptions below, I would get $70K in cash back after the refinance, I would have to leave $30K in the property, but I would get $6K yearly and have $96K in equity in the property.

In this example you have negative $50,000 in equity.

Generally speaking, if you want to put them in a trust, this does not start to make sense until you have over 1m in equity. 

Easily can lose money each month, Good luck I would do it because I’m still gaining 17k a year in equity on principle payoff and safe to say 5% appreciation a year.

Cash flowing over $700/month. 200k in equity on the buy (difference between purchase price & appraised value).

As someone who has invested in equities my whole life I was trained to look at the WACC value or Beta of risk based on the fluctuation of similar equities.

And then, If you feel confident in the money you have made and feel like you could walk away happily, I would sell, 350K in equity is a pretty big spread. 

Buying in equity markets adjusts expectations as does buying in a low inventory,  mostly sellers market.