It seems risk and Cash Flow need to be proportional.

Finally, is the necessity for and Owner's Policy (if any) proportional to the equity the owner has in the property, i.e., stands more to lose?

That being said, some people can make it right away as a newbie and do fine, but I think its a small proportion that do.

When an investment is made, you need to clearly document the relative proportions of Roth and Tax-Deferred funds applied, and all future income and expenses need to be allocated on that same basis. 

In my opinion a large proportion of wholesalers rely on predatory behavior at a minimum if not out right deception.

Contractors are really good at taking problems and blowing them way out of proportion and using the fear factor to get big jobs.

Each Co-owner shall share in all revenues generated by the Property and all costs associated with the Property in proportion to the Co-owner’s undivided interest in the Property.

It can be a proportion of the rental income, or a flat fee.

This is one of the pitfalls of having rental properties in an S Corporation that investors are often unaware of.Also, keep in mind that if Tracy’s S Corp had other owners besides herself, then the other shareholders would not have been very happy with her when she transferred that property, as they would have also been required pay tax on that gain in proportion to their share of the S Corporation.

Whereas with a Roth 401k, both the basis and interest have to be distributed proportionally.