Trying to introduce someone to jazz?

I am an avid jazz enthusiast and admittedly younger than most people
who are jazz fans. However, I think that it is really important to
try to get more young people into jazz because I am honestly scared
that it is pretty much going to die in America. I have a friend my age
who is a big fan of music in general and who is a musician who has
said "I like jazz i guess but I just haven't really gotten into it."
And I understand. I think jazz is the type of thing you have to
listen to for a little while before it finally clicks and you realize
how amazing it is. Anyways, so I told said friend I'd make him some
CDs. I don't want to give him too much all at once, so I've narrowed
it down to the albums John Coltrane's "My Favorite Things" and "A Love
Supreme"; "Kind of Blue," "Cookin'," "Steamin'," "Workin'," and
"Relaxin'" By Miles Davis and his quintets; and "Jazz at Massey Hall
1953'' with Diz, Bird, Bud, Roach, and Mingus, which is the recording
that got me interested in jazz. But still haha I don't want to
smother him, so I want to narrow it down even more. Any suggestions
of one album I should give him? I'm thinking "Kind of Blue" or
"Cookin'/Steamin'/Workin'/Relaxin' with the Miles Davis Quintet"
(since those four pretty much go together anyways). What do you guys
think?