The builder admitted they provided inaccurate information, and they proactively helped the home buyers affected by this issue to get exceptions allowing us to build a fence and plant shrubs on top of and beyond the easement line (but we still can't plant tress). hence, they refused to reimburse us furthermore. 

Some cities require the STR permit number in the title or very top of the OTA listing so city permit  technicians can scan and keep track otherwise the owner will be contacted and fined for forgetting or shut down if operating illegally.Some cities have a 24/7 STR hotline dedicated to receiving any complaints (from neighbors, HOA) for a code compliance officer to act onSome cities issue expensive fines for those operating without the STR permit

Once you're ready to put pencil to paper, drop me a line at the link below.

We actually have our in-person meetup down here in the city this coming Saturday if you are free...here is a link: https://www.biggerpockets.com/forums/95/topics/1177930-insur...What are you looking to do in the real estate space? 

But agree that the condition of the roof could be an issue for your lender and your potential insurance carrier.

You will need to supply 2-3 quotes from different General Contractor's or licensed builder for all work.Some things that can occur are builder/vendor issues with lack of inventory, broken material, employee "no shows", date of completed work extensions, bad work, additional costs not factored on blue prints or cost analysis, delayed permits.Keep in mind any delays or issues will slow down your clear to close/funding date.

In Oregon (not just in Portland) you can't preemptively issue a no-cause eviction due to a property sale unless you have an accepted offer.If you are going to make an offer to the tenants to move out early or prior to your property going up for sale that offer can't be for less than what they would be eligible to automatically receive via Rental Relocation Assistance.

Also, told me money is not an issue but in the same breath asked if they could give less than 3 month's rent to move in (I had already explained the requirements). 

Cash flows well and has not had any "neighborhood" issues.

I have done a lot of research on this issue and the bottom line is yes, you can require that your tenants have renters insurance.