Generations collide when Simon meets wildly successful digital entrepreneur Lucy Blakiston. The 24-year-old is the co-founder of the SYSCA (Shit You Should Care About) empire which delivers news - and more - via emailed newsletters, social media and podcasts, and counts Joe Rogan and Ariana Grande among its 3.6 million social media followers. Lucy, who is probably New Zealand's biggest Harry Styles stan, explains why she wouldn't have her picture taken with Simon, considers whether she'll meet Harry next year and offers tips on talking like a member of Generation Z.

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