Benedict Chiu
Hindsight 20/20
Join me (and a guest) as I wade through the existential crisis of aging into a new decade. Turning 30! Hindsight 20/20 is a podcast about being in your 20s. Each episode will focus on an age, and a theme relevant to me at the time. So whether you’re just entering your 20s, actively going through it, or want to reminisce on that time of many growing pains… I hope you enjoy. Hosted by Benedict Chiu. https://www.instagram.com/benedictchiu/ FOLLOW US! https://www.instagram.com/hindsight2020podcast/ (DM for any 20s-related questions)
Author
Benedict Chiu
Category
Podcast website
Latest episode
Oct 6, 2025
Where to listen?
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Episodes
Age 29 - Authentic Self 06.10.2025
Age 29 - Authentic Self GUEST: Shawn Wu In the final episode, we share our philosophy about the 20s - how you start off as a people pleaser trying to fit into everyone's molds, and eventually find your authentic self by letting go of any shame of who you are and expectations of who you should be. We discuss the millennial grind and how it made Shawn break into his own room, Benedict's life lessons...
Age 28 - Celebrating The Moment 29.09.2025
Age 28 - Celebrating The Moment GUEST: Rohan Puranik Topics include: wedding season, food poisoning at bachelor parties, prioritizing health through running and therapy, falling back in love with reading, and how working on something that genuinely bothers you - both in entrepreneurship and creativity - can make you successful. We also share our time capsules of celebration, and lukewarm takes tha...
Age 27 - Imposter Syndrome 22.09.2025
Age 27 - Imposter Syndrome GUEST: Taylor Chan Topics include: navigating group friendships in your 20s, submitting to film festivals, and our respective experiences battling imposter syndrome in the entertainment industry. For Taylor, stepping up on projects at Wong Fu Productions (Yappie, Dating After College) while trying to avoid reading too many YouTube comments. For Benedict, working in his f...
Age 26 - Harvest 15.09.2025
Age 26 - Harvest GUEST: Sam Rubinek Topics include: how we broke in as professional writers (via the Warner Bros. Television Writers’ Workshop), dating and relationships after a pandemic dry spell, “filling up the tank” with life experiences outside of writing, and celebrating office birthdays… on Zoom. We also share our time capsules - a physical relic and a musical experience. Finally, we give o...
Age 25 - Parents 08.09.2025
Age 25 - Parents GUEST: Ryan Smith On a very special COVID-19 pandemic episode, we talk about moving back to our hometowns, living with our parents, finding solace in games like Halo 3 and Animal Crossing, exploring our childhood bedroom museums, and time capsules that deal with loss and legacy. We also share our lukewarm takes on proper shoe etiquette on airplanes and why celebrity impersonator s...
Age 24 - Pivoting 01.09.2025
Age 24 - Pivoting GUEST: Grant Singer Topics include: encountering old flames at weddings, the only 3 reasons to ever make a short film, the value of a writer’s group, and how we made a narrative podcast (Admit It) despite never meeting in person during the COVID-19 pandemic. We also share our related time capsules and lukewarm takes - including one about a hypothetically embarrassing situation ca...
Age 23 - Routine 25.08.2025
Age 23 - Routine GUEST: Jay Lee Topics include: getting that first “big break”, getting crushed by reality (ie. having your routine uprooted by a car accident), being a stereotypical Hollywood assistant that hoards frozen bagels, and why input is undervalued and output is overrated. We also talk about the shows Jay acted in (Colony, American Vandal, Looking for Alaska), one of which is his time ca...
Age 22 - Impatience 18.08.2025
Age 22 - Impatience GUEST: Alina Tang Topics include: overcoming birthday curses, moving to New York, getting our first jobs out of college (NBC Page Program & Universal Pictures), “who friends” vs. “what friends”, and why Forbes 30 Under 30 is a scam. We also give our dating lukewarm takes that will set you up for success… or at least enough to avoid crashing out over missed potentials and to...
Age 21 - Carpe Diem 11.08.2025
Age 21 - Carpe Diem GUEST: Albert Yue Topics include: jumping into other people’s beds in college, re-selling street furniture, being addicted to League of Legends, and why the rats in Cinderella are so relatable. Slightly more serious topics include: first jobs after graduation, planning for the future, and the creative process. We also share our time capsules (one profound, one very dumb), and o...
Age 20 - Rejection 05.08.2025
Age 20 - Rejection GUEST: Ellicia Chiu In the inaugural episode, we talk about college (USC & BU), professional frats (ie. cults), internships (RocketJump), new friends, failed romances, failing in public, and cringe culture. We also share the time capsules that got us through college, and our lukewarm takes - why whistling is the most annoying sound known to humankind and why parents should h...
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