I'd challenge the idea that this is an experienced vs. newbie decision when it's really a trust and systems decision.
If your goal is to get yourself out of the field, I'd lean toward hiring for reliability, professionalism, and willingness to learn over pure technical knowledge. Skills can be taught much easier than accountability and attitude. I've hired both experienced people and complete beginners. Some of my best hires came in with zero industry experience, and some experienced hires brought bad habits or struggled to adapt to our systems.
What would someone need to know and do consistently for you to trust them on a site without you?
If that answer only exists in your head right now, I'd focus on documenting and training around those expectations first. Otherwise, even an experienced hire may not perform the way you want.
Also, I'd be careful about assuming experienced employees are more likely to leave and start their own business. In my experience, people leave for a variety of reasons, and ownership is a completely different skill set than doing the work itself. If your business is still small, I'd probably hire for character and coachability, build strong systems, and create a repeatable training process. That's what gives you leverage as you grow.
