Date With Tait

Allday goes on a Date With Tait! On this episode, Allday and Tait McGregor discuss his parent's divorce, his brief stint as an olive picker in Italy, his dating history, siblings, Allday's love of Step Up and Clairo, and his battle with ALLDAY PROJECT.Tom “Allday” Gaynor is an Australian rapper, singer and songwriter from Adelaide who first made waves in 2011 by uploading tracks online for free. After a move to Melbourne and a signing with Illy’s ONETWO label, his debut album Startup Cult (2014) reached No. 3 on the ARIA charts, establishing him as a rising force in alternative hip-hop. Over time, Allday’s sound has evolved—blending rap, indie-pop, dream pop, and rock influences—and his later albums reflect a more melodic, introspective style. He's collaborated with the likes of Troye Sivan, Mallrat, Cub Sport and YNG Martyr; and is well known for his hits including 'Always Know The DJ', 'Girl In The Sun' and 'In Motion'.

Medium Build goes on a Date With Tait! On this episode, Medium Build opens up about kids and fertility, his biological dad, dating culture, his album 'Country', social media detoxing and how he got his iconic gold tooth.Medium Build, aka Nick Carpenter, is an American singer-songwriter whose music blends indie-folk, country, and bedroom-pop with emotionally candid lyrics and a deeply authentic voice. Hailing from Atlanta, Georgia, he’s built a devoted following through intimate performances, heartfelt storytelling, and standout support slots for artists like ROLE MODEL, Alex Warren and Lewis Capaldi. In 2023 he signed with Slowplay/Island Records and in 2024 released his fifth studio album, Country, marking his major-label debut and earning wider recognition in the indie music scene. He's just released his new single 'Last Time' - the first foray into a new chapter for Medium Build.

Del Water Gap goes on a Date With Tait! In this episode, Del Water Gap and Tait McGregor deep dive into the psyche, learn about Del Water Gap's relationship with his 102-year-old grandma, their thoughts on the concept of dying, the intricacies of dating and more. Del Water Gap is the indie-pop solo project of American singer-songwriter and producer S. Holden Jaffe, originally from Connecticut and now based in Brooklyn, New York. He first gained widespread attention with his 2020 single 'Ode to a Conversation Stuck in Your Throat', which helped establish his reputation for emotionally intimate songwriting and dreamy, atmospheric pop production. Since then, he has released full-length albums and built a dedicated following through his evocative sound and collaborations with other artists. He's currently gearing up to release his studio album 'Chasing the Chimera'.A big thank you to ATTENZIONE! Food & Wine for hosting our first date!

Calum Hood goes on a Date With Tait! On this episode, the CEO himself opens up about his solo music venture, the realities of being in 5 Seconds of Summer (5SOS), his musical family and even conducts Tait’s first tarot card reading.Calum Hood is grew to international recognition as the bassist in Australian pop rock outfit, 5 Seconds of Summer, alongside bandmates Ashton Irwin, Luke Hemmings and Michael Clifford. The band grew to international fame as the support act of One Direction, as well as breaking records with their hits 'She Looks So Perfect', 'Youngblood' and 'Teeth'. Calum’s embarked on his own solo music project, releasing his debut album ‘ORDER chaos ORDER’ in June 2025, with lead tracks such as 'Don't Forget You Love Me', 'Call Me When You Know Better' and 'Sunsetter'.

Mr Microphone aka Mike's Mic goes on a Date With Tait!On this episode, Mike's Mic talks his dating success, shows off his endless talents (note to self, invite him to every party), discusses celeb fans and his endless love of Charli XCX, his not-so-flirtatious nature and more.Mike's Mic (Michael Messineo) is one of Australia's most notable YouTube personalities, known for his epic deep dive videos into some of Gen Z's favourite television shows such as Lost, Pretty Little Liars, Gossip Girl and Glee. He's a celebrity interviewer, pop culture specialist and one of the most trusted voices in entertainment commentary. He touts fans such as ROLE MODEL, Charli XCX, Rina Sawayama and more.

Ross Lynch and Rocky Lynch of The Driver Era go on a Date With Tait!On this episode, Ross and Rocky discuss their touring lifestyle and wanting a family, address political rumours, what's inside Ross' journal and more.The Driver Era is the California-based pop duo of brothers Ross Lynch and Rocky Lynch, formed after the dissolution of their family band R5. Known for their vibrant seductive live shows, the brothers have amassed a significant audience around the globe. The band is gearing up for the release of their fourth studio album 'Obsession' later this year. Ross Lynch first come to public attention through his Disney channel show 'Austin & Ally', as well as lead role in 'Teen Beach Movie'. He's had a significant acting career with roles in pivotal titles such as 'My Friend Dahmer' and 'Chilling Adventures of Sabrina'

Spacey Jane lead singer, Caleb Harper, goes on a Date With Tait!On this episode, Caleb talk with Tait McGregor about growing older, dating in Los Angeles, upcoming Spacey Jane music, his ridiculous wrists and more.Spacey Jane is the indie-rock four-piece hailing from Western Australia who captivated fans with their hits 'Feeding The Family', 'Lots of Nothing' and 'Booster Seat'. They've just announced their highly anticipated third studio album "If That Makes Sense" alongside a track marking their new era, 'All The Noise'.

Dylan Minnette, Braeden Lemasters and Cole Preston of the band Wallows go on a Date With Tait!On this episode, Wallows talk with Tait McGregor about who's the most competitive and charming in the band, Dylan's lookalike competition (someone say Logan Lermann?!), dazzling eyes and more. Wallows is the three-piece indie-rock outfit based in Los Angeles, who first made mainstream waves with their track 'Are You Bored Yet?' featuring Clairo. Their third studio album 'Model' was released in 2024, featuring tracks like 'Your Apartment' and 'Calling After Me'.

Declan McKenna goes on a Date With Tait! On this episode, Declan talks about his Australian experience, mullets, his revival of Kylie Minogue, his DJ project 'Darles Chickens', and more. All at the iconic Sydney Opera House - someone cue Natasha Bedingfield 'Unwritten' for a little 'Anyone But You' moment!Declan McKenna is an indie pop-rock artist from England who rose to international prominence with his mega-hit 'Brazil' in 2015. His third studio album 'What Happened To The Beach?' was released in February 2024, and has supported artists such as Sabrina Carpenter and Imagine Dragons.

BENEE goes on a Date With Tait! On this episode, BENEE tells Tait McGregor about her IRL boyfriend (yikes!), her almost-collab with Macklemore, nearly getting married in Vegas, her spirit animal and more. After this date, there's no way she's ever gonna be Supalonely!Kiwi pysch-pop artist BENEE (Stella Bennett) has been making international waves since gaining recognition with her mega-hits 'Supalonely' and 'Glitter' during the pandemic. The New Zealand native's since relocated to Los Angeles, released her debut album Hey U X alongside three EPs, opened for Wallows in the US and recently supported Olivia Rodrigo's AUNZ tour. She's also hit the road with Tate McRae's UK/EU 'Miss Possessive' tour and is gearing up to release her next body of work after teasing 'Off The Rails'.

grentperez goes on a Date With Tait! On this episode, grentperez tells Tait McGregor about his bedtime routine, the pressure of virality, how he imagines life at 80, and how he knows he's in love. Filipino-Australian singer-songwriter grentperez (Grant Perez) magnetised audiences with his sweet and easy-listening sound, first going viral on YouTube for his 'Sing U To Sleep' covers. He then blew up with his song 'Cherry Wine' and has become a beloved musician on TikTok, garnering global fans with his warm charisma and artistic prowess. He has collaborated with artists such as Ruel, Benny Sings and Lyn Lapid.

Lizzy McAlpine goes on a Date With Tait! On this episode, Lizzy opens up to Tait McGregor about her dating style, the best gift she's ever given, her thoughts on ghosts, her love of LEGO and even the last time she was kissed.Lizzy McAlpine is an indie-folk artists who's enthralled Gen Z with her sensitive and delicate lyricism. She captured millions of listeners with her viral TikTok hit 'Ceilings', sending the young American artist into the global zeitgeist. Following up her success, she has recently released her beautifully observed album 'Older', featuring tracks such as 'Older', 'I Guess' and 'Come Down Soon'. She's also collaborated with artists such as ROLE MODEL, Noah Kahan, FINNEAS, Thomas Headon ,John Mayer, Jacob Collier and JP Saxe.