For example, RentRedi gave us some trouble in refunding a tenant's security deposit and the customer service representatives also notified me that there is currently not a way to refund a tenant's security deposit after 6 months once the deposit is made which concerned us with long term tenants. 

The two earliest popular and successful “gurus” were Jimmy Napier, whose speciality was investing in notes, mobile homes, and real estate “exchanging”, and John Beck, whose speciality was tax auctions, and complex series of exchanges in which John used near worthless lots acquired for pennies at tax auctions at full tax assessed value for exchange purposes, usually as a downpayment, or as collateral for a private note.

Relying on a home warranty = bad customer service to your guests.  

Terrible software, terrible customer service, and terrible company.

If you're looking for some unbiased feedback on services providers we get a lot of recommendations from our customers and networks and would be happy to pass these along. 

I know trailers are very popular and even considered renting out spots.

A call to customer service fixed this.  

I wanted to ask about pricing as well.I have reached out to support@biggerpockets twice (Feb 16th, Feb 19th), no response and reached out to the general customer service a few days ago, no response. 

Its a popular product and can accomplish your goals.

But the flexibility of your schedule, no boss or direct customers, and potential for a great year, and realistic expectation that you set make it all doable.