I'm simplifying but by no means do those riders enhance coverage - they prevent the contract from being voided and add premium to make up for the increased risk.You're an investor with multiple properties so adding this type of rider isn't really what your initial post was about at all, was it?

What Nathan said.You are following the red herring of the (real or imagined) roach problem, but the tenant just told you they cannot afford a $35/mo. rent increase in an under market rent apartment!

Her lawyer told her that she really needs to increase the rent she is charging her father-in-law to to $800/month, but when we were looking at her finances today, she has only actually been getting $150/month.

A higher CTR tells Airbnb’s algorithm your listing is engaging, which improves your ranking, increases visibility, and leads to more bookings.With the rise of professional photography, simply having high-quality photos isn’t enough anymore.

This is obviously much better than $1,400 per month.On top of that, you will now get 2x the depreciation write-off so your taxes should go down.On top of that, you will now get 2x the appreciation when real estate price go up.On top of that, your tenants are helping you pay down the loan, initially at about $100/mo for both properties, which gradually gets better and better.On top of that, you now have more units so if one or two goes vacant, you have more renters covering the losses of the vacant units.If you want to keep these properties, I would do a cash-out refi and go buy more rental real estate.

Of course, when the cap rate eventually increase, that would be a different story.For those of you who invested in previous funds, do you know what was the going in cap rate for the MHP in your fund?

This may be expensive and not worth it but having it legally split, may also increase value. 

But just like a lot of things, what is increasing here, could be decreasing in a few cities over.

If you choose to set it up in Illinois (IL) and then file as a foreign entity in MI, you will end up paying two state filing fees, which unnecessarily increases your costs.

It sounds like a single family house where you will be living in the house(personal use).Therefore, you may not be getting the tax benefits you think you are.Consult an accountant.I am not sure why your sister would agree to this as well, she is losing $170,000 in this transaction and she faces the possibility of you increasing her rent.You also have to charge market rent or close to market rent or it is all deemed personal use.