The album features guest appearances from 6LACK, ASAP Ferg, BJ the Chicago Kid, Ella Mai, J. Cole, Joey Badass and Method Man.

Production of DiCaprio 2 was handled by a variety of record producers, including Christo, J. Cole, Elite, Nice Rec, Hollywood JB, WondaGurl, Kenny Beats, Skhye Hutch, Ron Gilmore, ChaseTheMoney and the late Mac Miller among others, contributing to the album.

The album explores a variety of topics including competition, loyalty, criticism, depression, drug abuse and women's empowerment.

[5] On October 31, JID revealed of what was then billed as the album's official artwork, featuring Konrad Annerud, a model and look-alike of actor and film producer, Leonardo DiCaprio.

[9] JID's manager Zekiel "Zeke" Nicholson explained why the album is an interesting contrast between the artist and actor: The DiCaprio theme is really an ode in the biggest way.

[15] The second leg of the tour was announced on February 12, with Saba, Mereba, Deante' Hitchcock, and Mez serving as supporting acts.

[27] On November 28, JID performed "Skrawberries" on the Tonight Show Starring Jimmy Fallon (with BJ the Chicago Kid and Thundercat), paying tribute to the late Mac Miller.

The music video recreates the opening tracking shot from Robert Altman's 1973 film, The Long Goodbye, based on Raymond Chandler's 1953 novel of the same title.

[30] Writing for Uproxx, Aaron Williams praised the album calling it "the blueprint for the next generation of talent in the rap game".

He continued saying: "DiCaprio 2 is a masterclass in the good things that happen when an up-and-coming talent takes the game seriously enough to work on the skills.

breaks the mold originally set by J. Cole, takes all the best parts and mixes them with his own distinctive practice and pitch that work seamlessly with the array of trap and soulful beats (Thanks Christo and company).

"[36] Jonah Bromwich of Pitchfork complimented the sounds of each track with noting that "J.I.D's melodic instincts are strong, sharing ties with Isaiah Rashad and even, occasionally, Bone Thugs, and he has the ability to get jokes off even in the midst of triple-time rapping, a la Big L or Lil Wayne.

admired its concept of the whole body of work saying "Dicaprio 2 exemplifies what the ideal student of the game sounds like — someone who's conscious of how a hook presents itself, how to control their delivery and how to diversify their lyrical bonds.