For each person interested I emailed them the additional photos and video walkthrough I had of the property and let them know that if they would like to see it to please send me their proof of funds PLUS proof of downpayment (since most will be hard money financing). 4 people responded and their proof of funds checked out so I scheduled them to view the property at 30-minute appointment intervals all on the same day.

How do the lenders view this scenario?

Describe how that person will live in the property.

I assume travel to view the property before buying, closing, meeting property management companies and potential tenants, handling any serious tenant issues, but what else?

Some are of the view that only the LLC should be named as the insured in order to maintain protection rendered by the entity.  

My real estate coach is advising to not use debt to buy more debt, but I know there are different views on that.

I'm thinking I must be viewing this wrong and what are other ways to pay back a DP loan in 24 months?

In my view, there is only one real way to figure out your market rent.  

It could be viewed as a way to discourage her from seeking justice as even if she wins, your clause says she pays your costs.

@Jeff White did a killer job describing all the different routes you can take in order to house hack out here, so I won't try to reiterate those points too much!