Is there any canonical work about someone who achieved financial freedom and tries to pursuit something exciting and...

Spot me 20?

>achieved financial freedom and tries to pursuit something exciting and new
Thinking this over, I don’t believe you’ll find a positive take on this situation in literature.
You can find plenty of inspiring traveling accounts (to name but a few authors: Chatwin, Jünger, Krasznahorkai) that implicitly presume a nice budget.
But in a novel, a situation like yours is bound to continue in "protagonist cannot escape the dullness of his own existence, even with all the newfound money." You know, if the protagonist succeeded, it just wouldn’t be worth writing about. Only in a kind of comedy like Felix Krull it can make sense -- but even then, Felix Krull does not seek wealth because his live lacks excitement (it has plenty of that), but because he’s gay and likes shiny things tbqh.

So here’s a few more books, featuring melancholic wealthy protagonists:
Map and Territory (Houellebecq): Protagonist finds huge success as an artist, goes on to do mostly nothing, and create some more art.
The Great Gatsby: Gatsby is very rich, but he cannot get the woman he loves.
Wittgenstein’s Nephew (Bernhard): An account of the life of Paul Wittgenstein, nephew of Ludig Wittgenstein, from the perspective of his friend Thomas Bernhard. Paul burns through his inheritance (the Wittgenstein’s are a very wealthy Austrian family), orders Champagne for breakfast, loves car racing and the opera.

And another comedy:
El congreso de literatura (Aira, not translated into English): Aira becomes very rich by finding a hidden treasure, proceeds to build clone labs with that money, in order to clone Carlos Fuentes. Very silly book.

Thanks you so much! That's a fine reading list.

It's apparent that wealth and melancholy is a common theme in literature. On the other hand, wealth and the pursuit of happiness isn't. Maybe this won't show me what to do but rather what NOT to do. That's a good a start for sure. The biggest issue for me in this situation is the feeling of guilt and I guess that's also the (unconscious) reason many people end up in this kind of melancholy.

Join these guys:

youtube.com/watch?v=1Md288oK46A

Almost every canonical work from early modern times onwards is about that, on a meta-level

What if you don't have financial security? How do you achieve it?

>>Veeky Forums
(Don’t get tricked into buying LINK though.)

I just watched the whole thing. Holy moly!

>A E S T H E T I C
>E
>S
>T
>H
>E
>T
>I
>C

aesthetic as a dying fish

How rich are you OP? I’ll tell you my dream if I was in your position and maybe it will give you ideas.

>move to a wealthy European country, one of the Scandinavian ones or Switzerland would be my choice, but I could see France or Italy being cool too.
>Live in one of the major cities, my dream is Zürich or Geneva.
>Learn the language as fluently as possible, correct grammar and writing skills, pay for lessons with a dialect coach to try to have as little of an accent as I possibly can muster.
>Pick up a part time job, something easy that will serve mainly to slow down slightly the bleeding from my bank account, but mainly for me to get out and meet people and be out of my home. A barista or working at a bookstore would be my preference if I’m allowed to be choosy.
>Either: pay my way through university at a leisurely pace, part time or least amount of credits possible, I’m not sure how European university works. Study something like Psychology, Architecture, or Mathematics. Going at a slow pace should help me get better marks. OR, start learning a trade, become a craftsman, like a jeweler or carpenter.
>Join a church that has a strong community of moral people who are racially homogenous whites. High church preferably.
>Try to become a citizen.
>Marry a beautiful white European woman.
>live happily ever after and maybe move to the country in my middle age where I will raise my children on a farm.

That sounds pretty stupid.