His fifth stand-up comedy show, Live, played at the 2018 Melbourne International Comedy Festival, Brisbane Comedy Festival, Perth Comedy Festival, Sydney Comedy Festival, and Adelaide Fringe. The material from the show later formed part of his third stand-up special of the same name, filmed at The Comedy Store in Sydney in November 2018. He again performed Live at these same events in 2019 as well as at the Canberra Comedy Festival and Newcastle Comedy Festival. The show's 2019 run at the Adelaide Fringe received a four out of five star rating from Silvana Weyerhauser-Maher of The Iconic Blonde.
In 2018, Kolhatkar received prominent attention for his role in the Network 10 series Street Smart, where he played Uber driver Raj. Alongside the rest of the Street Smart cast, which included notable Australian entertainment figures Tahir Bilgiç, Maria Tran, and Casey Donovan, he was nominated for 'Outstanding Performance by an Ensemble in a Comedy Series' as part of the 2019 Equity Foundation Awards. The Street Smart cast eventually lost to the cast of the SBS series Homecoming Queens. Receiving poor ratings for its premiere, the show was moved to a different time slot after one episode and later cancelled after one season.
In 2018, he was engaged by the National Rugby League as part of their campaign to re-popularise the annual State of Origin rugby league series between New South Wales and Queensland. Alongside influencer Michael Beveridge, Kolhatkar participated in the campaign #BetterStateDebate, producing a number of videos released throughout the three match series debating various topics. The videos were featured on the National Rugby League's YouTube channel. Campaign agency We Are Social also developed GIFs of him for online use.