I heard a story today where there were two people who were so afraid of doing public speaking that they decided to do something about it. One person decided to get a mentor where essentially it was like paying for a class. The other person decided to take a part time job that forces people to be in-front of people all day and interacting with them.
While in the end both of them became pretty comfortable in being able to address a large crowd, financially speaking the person who decided to do the job ended up ahead as technically he earned money doing this. That’s something to think about if you are trying to learn a new skill as even if the position is entry level it can make more sense than paying for a like a private coach instead assuming this is all a side skill you are trying to learn. Especially if the company is going to specifically train you.
Of course this probably wouldn’t work for things like if you are trying to learn a new language. Then again, some people have said working as a teacher in a foreign country kind of does just that too. Though that isn’t exactly something you can do part-time I would imagine.