This could involve hiring local property managers to handle day-to-day operations.4.

just a couple things:-you can house hack and not deal with tenants directly as @William Collins notes. you just hire a property manager. it will cost more, but that's the trade off.

He just said "now I don't feel appreciated, let's settle those favors I did you before we proceed any further" and sent me an invoice for $2K for the lost materials + time with the break-ins.Overall, the job seems to be ~80% complete but with poor quality, and I will absolutely need to hire someone else to fix his mistakes.

In my opinion, the more income you have, the higher the allocation should be towards stock / fixed income.As much as you can make real estate passive(Hiring a PM, getting into syndications), there is still a level of work that you need to do.Why spend hours when you already can afford what you can.The extra return isint' worth it.

Hire a Architect to provide drawings with a lot of details such as existing house elevations and floor plan, proposed elevations and new floor plan, roof, wood deck, addition, etc.

The tenant did not challenge the eviction, but apparently hired an attorney who filed a few documents in the eviction case, but I never received any of these documents.Later I learned that the attorney convinced the tenant to assign her rights to make a claim for the security deposit (presumably because she could not pay the attorney) to an LLC that the attorney created.

Would hiring someone through up work be a good strategy to cold call on prospects for giving me an opportunity to CoHost their STR?

.☺️)However, if there's any chance that something could go awry, you might want to hire the buyer agent for a flat fee to do the paperwork and look over your shoulder to make sure you don't miss doing something. 

However, they let us know that they've hired a skilled team of developers and started working on the platform.

If you just hire the cheapest or first PMC you speak with and it turns into a bad experience, please don’t assume ALL PMC’s are bad and start trashing PMC’s in general.