It’s awesome you’re playing around with these joke forms. I had a couple of thoughts about your “word entrepreneur.”
What does “word entrepreneur” mean? That phrase is essentially part of your setup, but it doesn’t work if the phrase doesn’t make sense by itself or in the context of the joke. I feel like a lot depends on what “word entrepreneur” means because what follows isn’t a joke or word play. You just rearrange the letters of words to come up with new words that really don’t provide any surprise, irony or I insight we expect from a punchline. (Of course, anti-comedy might be your point, so in that case never mind).
Now don’t hate me yet. Humor is taste, and we might not share tastes, but my larger point isn’t criticism of your humor. I think you’ve combined a couple of forms, which is exciting, and you should keep developing it. What I see is you’ve combined a reversal with a pun, but the kinks need to be worked out a bit.
Here’s a reversal
I love my job teaching students. You could say my students teach me to love my job.
Here’s a pun
I got a real knock out of the punch at the prom.
Here’s a crappy combo of the two
I wanted to toss jokes and make people chuckle so I learned to juggle.
Thanks for sharing your methods. This was a good read. If you haven’t tried them, look into Tom Swifties. Some people might think they’re old fashioned, but they’re a Great way to practice wordplay and writing “Yo mamma” jokes.