I would definitely proceed with lots of caution and plenty safeguards.  

In my mind you only replace a roof on a house or non sensitive commercial setting(ei not a server farm) when you have leaks that cannot be fixed, or you have a insurance event like a hail storm.  

In this way, they can better safeguard themselves from exploitation and unfair treatment.

You may have to work for free or at low cost to the small company, as they will be very sensitive to cash flow and costs.Get a mentorThis is the single most important part of the advice in this article.

This works OK for relatively static and simple investments like a private placement or crowdfund, but can become rather cumbersome and expensive with a more time sensitive and transaction intensive asset such as a rental property.

You must be able to understand how to work with the numbers to define sensitivity to de-risk a deal before you tackle one.Feel free to contact me if you have any specific questions or concerns.Feel free to contact me if you have any specific questions.

Running sensitivity analyses can help with investment decisions.  

You want to safeguard yourself against any frivolous lawsuits if she thinks she is being targeted.

When I see (seems a bit rare) a sensitivity analysis produced, it is usually on one factor, maybe two.

If they don't, and you're into the conversation a bit, ask with some sensitivity.