I use Clickup now, and am planning on fleshing out something that can be shared. 

What’s your plan B if they ban or regulate STRs like they’ve done in other European capitals.

And if I should get them out, what’s the exit plan?

Educate yourself on the local market, network with other investors and agents, and always have a solid plan in place before making any investments.

So, create status codes for both of these and a few in-between codes to help you work smarter, not harder.Which answers the “how” and is a very workable plan.

This sounds like a great opportunity to do some tax planning with a CPA to determine what type of entity structuring meets your goals. 

Your property management company will at least have the expenses of creating the company (I would strongly recommend creating an entity), bookkeeping, tax preparation and the 401k plan setup and management fees.

We plan on splitting our investments 50/50 and we both have very similar long term goals.

I just purchased my first investment property in Fletcher, NC (about 20 min outside Asheville) which I plan to use as a short term rental.

You'll need to plan to pay it off within ~10 years, too.