You may get more responses in the mortgage and real estate thread. We've had many discussions about this there and everyone is great about offering thoughtful and detailed advice. https://www.surlyhorns.com/board/topic/186-all-encompassing-mortgage-and-real-estate-thread/?do=getNewComment
Just off the top of my head, it seems like money can solve a number of your concerns (tenants and day to day management), but it comes down to opportunity costs. What return are you getting on the property? (Rent + increase in property value - PITI, repairs, management fees) vs what can you get from the money of you were to sell the property, both in terms of utility and return (how would you spend or invest it?). If you're in a great market that should continue increasing in value and for which rent demand will remain strong (and therefore quality renters easier to obtain), and you're sitting on an historically low interest rate, that's probably hard to pass up and difficult to beat in terms of growth. But the rental income you receive may get significantly reduced by management fees and repairs to the point that alternative investments or ways of enjoying the capital you have in the house are more appealing.
As a side note, I don't know what you've tried for finding renters, but I've had success using Zillow to find renters. They have everything you need built-in, including the obvious marketing infrastructure, but also background checks, references, and even a payment system if you wish. I considered using an agency my realtor recommended but Zillow made it all pretty easy. Meeting and communicating with prospective tenants is obviously going to come with some degree of inconvenience that you can shop out to a rental agency, but again it's all part of the opportunity cost and utility considerations that are unique to your situation.