Starting small, like with a duplex, is a good way to get your feet wet and minimize risks.Good luck!

A property in Boston will appreciate well, but with minimal cashflow.

Since you are doing new construction I would suggest making them private enough where guest have minimal interaction with each other.

Unfortunately, this problem waste a lot of my time that could be spent on other investments.I have used the same tax professional for many years and he is very educated, but also much older than me and it's hard for me to understand all the reasons he has expressed why is better to put the rental on my personal tax returns.

What I love the most is two fold, the interest paid back on the loan goes back to you, the fees to do this are extremely minimal. 

I do not wish to waste my time watching videos,searching the internet for how tos and what I should be doing.

Don't spend time looking for something that doesn't exist. also in the US you cannot sue the police.. unless its a direct assault on your person. your wasting your time.. 

I would probably take the risk at $500, but $1k feels more of a ripoff like most guru programs. don't waste your time if they don't meet your criteria there is ZERO chance they will meet this guys.. remember they make their money with you folks dreaming of making money and paying for the dream.. 

My top priority is having maximum flexibility with what I can invest in within my HSA, second priority is ease of use and convenience of the investing platform, third is minimizing any account, trading, or management fees charged by the HSA provider. 

Our website was just OK, our email campaigns were hit and miss, our conference presence was fairly minimal.