Why is it we would never consider doing this for a sport yet would do it for music?
i'm not so sure that is accurate. I have plenty of friends that spend way more than that in sports like softball where spending $800 on just a glove and bat is normal. Then there are the batting cages, tournaments with travel expenses, uniforms and fees to join leagues. Total cost per year can go way north of $2k.
Don't get me started on the golfers….
But on the question of me paying $2,000 to learn how to play jazz OL, that is a hard no. One main reason is the width and depth of what is called Jazz make it unlikely you will end up as a finished product at the end of the sessions.
No doubt by the end you will have a greater appreciation for the art form, but making you commercially viable? Either you have chops, which is a lifelong journey of dedicated practice and performance or not, and or the musical sophistication required.
Personally, if I was going to play jazz, I rather play it on a tuba gigging paddle wheel river boat.