@Karl Kauper, There are several ways to mitigage (but not remove entirely) the angst and risk of those tight timelines.1.  

However if you have enough reserves, 6mo or greater then I'd say chance it but a couple of missed payments from the tenants and you have to foot the payments out of your own pocket.I'm all for taking risks but I think you really need to evaluate the age of the major systems so you don't get hit with a bunch of cap ex all at once as well as your reserves. 

Lower risk all the way around.  

Hey Deirdre,To address your questions:Providing freedom by handling day-to-day operations.Offering peace of mind through proactive maintenance and tenant communication.Reducing risks by staying ahead of legal requirements, tenant screening, and dispute resolution.Enhancing the bottom line by identifying cost-saving opportunities while ensuring tenant satisfaction to reduce turnover.Is the experience still important when the property thrives financially?

People with high risk tolerance will have a far different answer than someone who is risk averse. 

We are starting to explore options for buying his shares to eliminate him as a risk and a roadblock but still have funds leftover for growth.

Better advice is know the risks, mitigate the risks the best you can. 

I plan to refinance in two to three year once rates come down a bit.That said, I need to be very confident in my numbers on the hotel, since I'm putting risk on my other properties and essentially wiping out their cash flow.Happy to connect.

RE has always been a big thing that always intrigued and in 2024 I went ahead and took the risk of buying a fix and flip investment with a partner and soon it will be on the market!

Also, keep in mind that if you do self manage, you do put yourself at more risk for a legal issues.