I'm still actively searching for a solid contractor as I eye a BRRRR in early to mid 2025

I see a conflict of interest in your role as fund manager and principal in the “operating” company.

This doesn't necessarily mean just an investor, but somebody who active works in the space and puts in at least 700 hours of work into it per year. 

There are a handful of active agents here on BP in the Portland area (including my business partner and I) who would be good places to start.

It's too important of a role to be done by a moonlighter whose business doesn't rise and fall on it.- Understand what you value . . . do you want to have a phone call from the PM every Friday? 

For the past two years, I’ve been diving deep into the world of real estate, and I’ve accumulated over four years of active experience in acquisitions.

If you’ve been active in the area, I’d love to hear your take—what’s working, what’s not, and anything I should watch out for.Appreciate any tips or advice you’ve got?

I don't mean to discredit them, I am genuinely curious as to their roles/function/incentives.

Currently I'm looking for some kind of methodology, software or app, that I can use to manage the properties, which will allow for another family member to step in to my role relatively seamlessly if I were to pass in the future.

If you have no desire to actively pursue other investments where you make more than a 2.8% return, then by all means pay it off faster.TYFYS and best of luck!