You have to recommend one anime / manga to get someone hooked on the stuff

K for real, Fullmetal Alchemist: Brotherhood. That's one of the easiest ways to make someone join in the weebdom. Then I can reccomend Eromanga-sensei so that they will become a fellow lolicon and an incest connoisseur.
 
Beta Slayer

Senko-san, nothing hook you better than being healed by cute kitsune
 
Fist of the North Star

It’s JoJo for people who don’t wanna hop the bandwagon while enjoying something that resembles western media (mad max)
 
Just one anime? Damn that's a hard one. I would say that if you like more action then Hellsing Ultimate or if you like drama and story then Steins;Gate
 
Manga would be hard as well, i really think that i would ask the person what he/she likes. Romance? Drama? Action? Tragedy? Comedy? So on.
Drama/Romance: Jumyou wo Kaitotte Moratta. Ichinen ni Tsuki, Ichimanen de.
Historical with strong female protagonist: Kusuriya no Hitorigoto
Adventure/Comedy: Spirit Circle
Action/Triller/Post-Apo: Blame!

I would even change my answer based on age or gender. I guess i wasn't helpful.
 
Berserk. My first manga and till this day is one of the best pieces out there.
 
Nobody mentioned Doraemon ? It's the first manga i've ever read .

I simply joined the weebdom after Gundam series . 00 , Iron-Blooded-Orphans , Unicorn , AGE , etc . And the next thing i knew i've involved myself in the 2014~2016 World Waifu War .

fyi , that's oregairu (2014 , Yukino vs Yuigahama) , nisekoi (2015 , Chitoge vs Onodera) , re-zero (2016 , Rem vs Emilia)
 
Probably Princes Mononake to get them into Ghibli.

Even a causal observer who's not too well-versed into animation could recognize how well-done it is, and how well-written it is, and it could better introduce them into Eastern methods of story-telling without being too alienated.

Once they've watched a few Ghibli films, I'd probably get them to watch some of the more philosophical anime like NG:E and Ghost in the Shell and just gradually work them outwards.

You have to put your best foot forward.
 

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