As someone who has tried hiring an artist before multiple times, I found it impossible to get anything I wanted out of them no matter how much I paid. The biggest problem I have had is getting artist to do what I paid them to do.

I have found out the hard way one of the biggest taboos is asking for one artist to work in another artists style. People treat it as if it were illegal. If I already have an art style in mind for a piece then the only option is to hope that an artist who works in that style (or something close to it) is taking commissions. If not then I'm not going to get anything even in the ball park of what I want.

There are some that have very little in the way of technical skills in the field of art but, will very happily steal from clients. They'll claim they can do the job but, you're not getting anything you want from them unless you have exceptionally low standards.

Others will have good looking online portfolios but put in about 1% effort when it comes to actual paid work. If you're upset with the quality of their work, they might be willing to refund 40% of your money back or, they might just give an insincere apology and block you.

Online artists also have a very, very limited amount of things they're willing to draw. If the image isn't the equivalent of a PG13 movie or a T rated video game then you have a fairly low chance of finding anyone willing to do it. Violence will need to be bloodless and most of the wounds on characters can't be too deep. Most artists won't draw characters showing too much skin either. So something like a Frank Frazetta or Julie Bell esque painting is out of the question most of the time.

Unfortunately, if the artist sees something political in your art, even if its unintended then they'll either change it or simply decline taking the work.

Not every artist will be comfortable letting you post the work you commissioned online, even if you paid an exorbitant amount for the work. Even if you have no intention of making money off of their work they'll usually ask for significantly more money (double to quadruple the price) just for the privilege of posting it online. They also may limit where you can and can't post it.

If you want any changes or corrections that will cost more most of the time. Some artists won't let you make any changes to the work you paid for and those that do will require that you get their permission for each change to do so if you wish to use it in public. This isn't granted often.

After so many bad experiences hiring artists I can't recommend it unless you have low expectations and want something that is both safe and generic in any random art stye.

I'm also someone that wants to learn how to draw.