“How does a jazz musician end up with a million dollars?”/“By starting out with two million dollars.

A jazz musician riddle has been cited in print since at least 1996:
 
Q: How does a jazz musician end up with a million dollars?
A: Give him ten million and wait a couple of months.

 
“How does a jazz musician end up with a million dollars? By starting out with two million dollars” was posted on the newsgroup misc.writing on October 17, 2000.
 
“How to make a small fortune on Wall Street”/“Start with a large one” is an older form of the joke about money.
 
       
Google Books
The Musician’s Joke Book:
Knowing the Score

By N. J. Groce
London: Schirmer Trade Books
1996
Pg. ?:
How does a jazz musician end up with a million dollars? Give him ten million and wait a couple of months.
 
Google Groups: misc.writing
A Name For A Turk
Hugh Watkins
10/17/00
(...)
PS the story of my life:-
JAZZ MUSICIANS & MONEY
How does a jazz musician end up with a million dollars?
By starting out with two million dollars.
 
Google Groups: rec.music.makers.guitar.jazz
Jazz musicians & money
Mike
1/15/02
JAZZ MUSICIANS & MONEY
How does a jazz musician end up with a million dollars?
By starting out with two million dollars.
 
Twitter
Patience Hodgson
@Paehoddy
Replying to @doncandon
@doncandon How does a jazz musician end up with a million dollars?
By starting out with two million dollars.
9:34 AM - 24 Aug 2010
 
Twitter
Evan
@TheElk801
How does a jazz musician end up with a million dollars? By starting out with two million dollars.
7:20 PM - 8 Feb 2011
   
Twitter
Greg Tannen
@gregtannen
Replying to @rosannecash
@rosannecash Not to be outdone by Q: How does a musician end up with a million dollars?  A: Start out with two million.
3:01 PM - 16 Feb 2011
   
Google Books
The Beer Drinker’s Guide to God:
The Whole and Holy Truth About Lager, Loving, and Living

By William B. Miller
New York, NY: Howard Books
2014
Pg. 211:
How can a jazz musician end up with a million dollars? Start with two million dollars.
 
Reddit—Jokes
How does a musician end up with a million dollars?
submitted April 22, 2018 by AnonymousConsultant1
He starts with two million.