How to Outsource New Content

I'm not even sure if there really is a playbook for how to outsource updating old content. Is that something that you outsource at all? Do you have any tips for people who like, let's say they need to make updates,. Some would argue you need to just be constantly update old content. Well I do have a, I create a spreadsheet. So the more in depth stuff that I'm doing, I've hired two people to basically full time dedicated to doing that.