Zoning issues?

The reason why, you're likely going to have issues with raising rents on your newly acquired tenants.

The property was impacted by hurricane Helene and there is no substantial damages letter issued (yet?)

The limit is "three unrelated people" and cousins are not considered related under this code.

Since the trust is a disregarded entity, the benefit is bypassing  probate, not tax issues or liability concerns. 

I have been able to review or been told of several audits (from other REI tax colleagues) related to cost segs in the last year or so- and of those none of DIY cost segs were allowed under audit. 

By creating a process, you can prevent these issues from taking place and save yourself a lot of time, trouble, and money.

I’m interested in purchasing an investment property with equity I’ve developed in my current home, however I’m concerned that if I have an issue renting out the new home it can blow up in my face.

You've got ADA, FHA, and the Oregon Department of Agriculture issues. 

I am a relatively new investor.