How to execute a 1031 exchange build to suitHow to operate and self manage a co-living property Did you work with any real estate professionals (agents, lenders, etc.) that you'd recommend to others?

Your realtor will do a lot of the acquisition hand holding you're looking for and BP and your local network can help with any concerns you have getting folks into the property and managing it, or you can hire a property manager to do it, albeit at 10-15% of gross and they won't do as good a job as you will.

I wouldn't worry too much about it, if you have a competent CPA or bookkeeper they should be able to review your books and within minutes have a strong grasp on who gets a 1099 (spoiler alert, not every contractor gets one, I'll be annoyed if I get one since I'm structured as an S corporation) and the amounts to report.1099 filings are usually a loss leader for us, so if you're working with a professional make sure you take advantage of them filing everything for you.

Well you received reply's from the top heavy hitters in the passive game here on BP.choosing wisely is key as noted.. real estate debt can be a great spot for the busy professional.

The tenant got bed bugs and decided to "fix it" herself and hired a company to come do it without calling me.

Had I hired a professional, it would have been done in a month and the extra five months of rent income would have paid for the contractor, saving me six months of nights and weekends.

Is the assumption here that it's owner-managed and the owner is hiring help?

House Canary (Tailored for Real Estate professionals, investors and lenders needing property assessments and market forecasts) 4.

The service fees end up being around 20.75% if you hire a "host" or property manager to make the investment as passive as a long term rental. 

That's not really a full story so it's hard to say, but generally, if you don't feel secure or confident in the person you hired, you shouldn't have hired them.