The best case scenario is that you get the fresh-faced youngster mentioned on P1 of this thread, or to humblebrag for a moment here, someone like me for a year or two. When I first moved to Texas in 2019, I didn't have a job, since my wife was the one with the big time gig we were moving for. I worked as a reporter for about a dozen years in Rhode Island, but almost no one is hiring full-time in journalism at this point. So, I jumped on a freelance posting on this board from my area, and did it for one school year. (I think I did an OK job - really liked the sports editor I was working for, great dude, but the paper was a mess and they still owe me like $200. The check was due like the first or second month of covid, and I had finally gotten a full-time gig, so I didn't press much for it.) However, I pretty much stopped doing it once I got a decent writing job.
In the past, I was one of the people who would screen the sports freelancer applications for our region of Patch, and it was a very mixed bag. Ultimately, our two best freelancers were the two types I described in the preceding paragraph. One was a high school student that loved sports, very organized, good work ethic - he eventually went to Marquette and last I knew, he was working for NBA teams. The other guy was someone I knew from college who had gotten laid off, produced good copy, but eventually got a full-time job on the copy desk of a newspaper.
As a result, I'd say that for any freelancing position? Cast the widest net possible. I also had to hire freelance news reporters and opinion columnists at Patch, and from resume and interview alone, it was very hard to tell who would be good or bad. Our hardest working contributor that got the best feedback was a mother with 8 kids, no college degree, but an inexhaustible Tracey Flick / Leslie Knope type that did features and profile pieces. The woman with a writing degree from Brown? Technically precise, but awful with deadlines and zero idea of what resonated with an audience. As others have mentioned, do your best to give them a low stakes ashignment at first, something you can completely kill / don't need, if it turns out to be trash.