My pleasure, Ben.
Put yourself in the reader’s shoes, would what you write interest them?
Similarly with Fiverr, put yourself in your client’s shoes, would they like your deliverable?
That’s all, value is the keyword all the way (along with patience.)
For Medium, use Grammarly as well for tiny mistakes you don't see. Don’t think of what people would think of you writing this article. Just do it.
Monitor your progress and assess. If you feel demotivated on Medium this month, look at your stats, how many article you have written, and how many are actually good? how long did you exert effort on them, etc.
As long as you are honest with yourself, you will be alright.
Best of luck!