Deli Boys Season 2 First Look: More Money, More Problems, and a Whole Lot of Fred Armisen

The Dar brothers are back, and somehow, they’ve managed to fail upward into even higher stakes. Hulu just dropped the first look at Deli Boys Season 2, and if the initial images are any indication, the family business is pivoting from lukewarm samosas to high-stakes gambling and federal investigations.

When we last left Mir (Asif Ali) and Raj (Saagar Shaikh), they were busy realizing their late father wasn’t just a deli owner, but a low-key international kingpin. Season 2, set to premiere on May 28, 2026, looks to double down on that inheritance. The fresh batch of stills confirms that the brothers have traded their aprons for suits, though, knowing Raj, the suit is probably rented and slightly ill-fitting.

New Faces in the Family Business

The casting department clearly had a field day during the hiatus. The most jarring (and exciting) addition is Fred Armisen as Max Sugar. Described as an unhinged gambling savant, Armisen’s character appears to be the primary antagonist or the world's worst mentor. The images show him looming over a craps table, looking exactly like the kind of man who would ruin your life for a sandwich.

Joining the fray is Kumail Nanjiani as Danyal, a high-priced defense attorney. It’s a bit of a departure to see Nanjiani playing the "adult in the room," but given the Dars' penchant for accidental felonies, they’re going to need someone who knows how to bury a subpoena. We also get a glimpse of Lilly Singh as Aisha, whose singular obsession with Raj promises to make his already messy life even more complicated.

From the Deli to the Casino Floor

The aesthetic this season has shifted from the grease-stained walls of the shop to the neon-soaked floors of a Philadelphia casino. The brothers find themselves under the thumb of a casino magnate, drowning in "dirty cash" while trying to dodge an ambitious District Attorney played by Andrew Rannells.

Fans of the first season will be relieved to see Tan France returning as the British-Pakistani mobster, Zubair. His presence remains a highlight, offering a level of sophistication that the Dar brothers desperately lack. The dynamic between the brothers remains the show's pulse; Mir is still trying to be the moral compass in a room full of magnets, while Raj is leaning into the lifestyle with a terrifying lack of foresight.

What to Expect

If Season 1 was about discovery, Season 2 is clearly about survival. The FBI is closing in, the money is piling up, and the Dars are completely out of their depth. It’s the kind of television that reminds you why you never want to inherit a secret empire, too much paperwork and too many people trying to kill you.

Deli Boys Season 2 lands on Hulu and Disney+ next month. Mark your calendars, because watching these two try to navigate the Philadelphia underworld is the exact kind of disaster we’ve been waiting for.

Which new cast member do you think will be the biggest threat to the Dar brothers this season?