Hindsight 20/20

About 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)

Publisher

Benedict Chiu

Category

education · tv & film

Language

en

Explicit

No

First episode

5 Aug 2025

Latest episode

6 Oct 2025

Latest episodes

10 episodes in the feed.

1. 

   6 Oct 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 from being a cat dad, and the paradox of representing your authentic voice on a public podcast. We also share our time capsules and lukewarm takes - why certain lattes are getting too outlandish and why cancel culture needs to make a comeback. New episodes every Monday. Theme music by Aaron Reihs https://www.instagram.com/aaron_reihs/ (https://www.instagram.com/aaron_reihs/) Cover art by Nicole Santos https://www.instagram.com/nicolebeingsketchy/ (https://www.instagram.com/nicolebeingsketchy/) FOLLOW SHAWN! https://www.instagram.com/shawndwu/ (https://www.instagram.com/shawndwu/) FOLLOW US! https://www.instagram.com/hindsight2020podcast/ (https://www.instagram.com/hindsight2020podcast/%EF%BF%BC(DM) (DM for any 20s-related questions)

2. 

   29 Sept 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 that are a little less lukewarm than usual... why there should be more indoor public spaces with a shoes off policy, and why people should be required to have licenses to own dogs. New episodes every Monday. Theme music by Aaron Reihs https://www.instagram.com/aaron_reihs/ (https://www.instagram.com/aaron_reihs/) Cover art by Nicole Santos https://www.instagram.com/nicolebeingsketchy/ (https://www.instagram.com/nicolebeingsketchy/) FOLLOW ROHAN! https://www.instagram.com/rohan_irl/ (https://www.instagram.com/rohan_irl/) FOLLOW US! https://www.instagram.com/hindsight2020podcast/ (https://www.instagram.com/hindsight2020podcast/%EF%BF%BC(DM) (DM for any 20s-related questions)

3. 

   22 Sept 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 first ever writer’s room (Call Me Kat) and making a short film (Boy Band) during the WGA/SAG strike. We also share our time capsules - unseen footage from a family trip to Taiwan and an epic hike up Yosemite half dome. Finally, we give our lukewarm takes - why girls should also make the first move in dating and why Instagram couple accounts are a bad idea. New episodes every Monday. Theme music by Aaron Reihs https://www.instagram.com/aaron_reihs/ (https://www.instagram.com/aaron_reihs/) Cover art by Nicole Santos https://www.instagram.com/nicolebeingsketchy/ (https://www.instagram.com/nicolebeingsketchy/) FOLLOW TAYLOR! https://www.instagram.com/chanman325/ (https://www.instagram.com/chanman325/) https://www.youtube.com/wongfuproductions (https://www.youtube.com/wongfuproductions) FOLLOW US! https://www.instagram.com/hindsight2020podcast/ (https://www.instagram.com/hindsight2020podcast/%EF%BF%BC(DM) (DM for any 20s-related questions)

4. 

   15 Sept 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 our lukewarm takes - why naming pets after your friends is weird and why Heinz is the gold standard of ketchup. If you’re listening, Heinz, we are still looking for sponsors. New episodes every Monday. Theme music by Aaron Reihs https://www.instagram.com/aaron_reihs/ (https://www.instagram.com/aaron_reihs/) Cover art by Nicole Santos https://www.instagram.com/nicolebeingsketchy/ (https://www.instagram.com/nicolebeingsketchy/) FOLLOW SAM! https://www.instagram.com/samuelrubinek/ (https://www.instagram.com/samuelrubinek/) https://vimeo.com/samrubinek (https://vimeo.com/samrubinek) (and watch The Twisted Tale of Amanda Knox & The Testaments on Hulu) FOLLOW US! https://www.instagram.com/hindsight2020podcast/ (https://www.instagram.com/hindsight2020podcast/%EF%BF%BC(DM) (DM for any 20s-related questions)

5. 

   8 Sept 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 scams are the lowest of their kind. New episodes every Monday. Theme music by Aaron Reihs https://www.instagram.com/aaron_reihs/ (https://www.instagram.com/aaron_reihs/) Cover art by Nicole Santos https://www.instagram.com/nicolebeingsketchy/ (https://www.instagram.com/nicolebeingsketchy/) FOLLOW RYAN! https://www.instagram.com/ryesosirius/ (https://www.instagram.com/ryesosirius/) https://www.youtube.com/@hazelandthesound (https://www.youtube.com/@hazelandthesound) https://www.tiktok.com/@hazelandthesound FOLLOW US! https://www.instagram.com/hindsight2020podcast/ (https://www.instagram.com/hindsight2020podcast/%EF%BF%BC(DM) (DM for any 20s-related questions)

6. 

   1 Sept 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 caught on indoor cameras. New episodes every Monday. Theme music by Aaron Reihs https://www.instagram.com/aaron_reihs/ (https://www.instagram.com/aaron_reihs/) Cover art by Nicole Santos https://www.instagram.com/nicolebeingsketchy/ (https://www.instagram.com/nicolebeingsketchy/) FOLLOW GRANT! https://www.instagram.com/grantesinger/ (https://www.instagram.com/grantesinger/) https://singerville.com/ (https://singerville.com/) LISTEN TO ADMIT IT! https://podcasts.apple.com/us/podcast/admit-it/id1547056261 (https://podcasts.apple.com/us/podcast/admit-it/id1547056261) FOLLOW US! https://www.instagram.com/hindsight2020podcast/ (https://www.instagram.com/hindsight2020podcast/%EF%BF%BC(DM) (DM for any 20s-related questions)

7. 

   25 Aug 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 capsule. Finally, we share our lukewarm takes - why 30s is better than 20s, why stretching in public should not be embarrassing, and how cultural considerations in the casting process can sometimes close opportunities for Asian-American actors. New episodes every Monday. Theme music by Aaron Reihs https://www.instagram.com/aaron_reihs/ (https://www.instagram.com/aaron_reihs/) Cover art by Nicole Santos https://www.instagram.com/nicolebeingsketchy/ (https://www.instagram.com/nicolebeingsketchy/) FOLLOW JAY! https://www.instagram.com/jayeasyontheeyes (https://www.instagram.com/jayeasyontheeyes?igsh=NTc4MTIwNjQ2YQ==) ⁠https://www.playfullee.com/ (https://www.playfullee.com/) FOLLOW US! https://www.instagram.com/hindsight2020podcast/ (https://www.instagram.com/hindsight2020podcast/%EF%BF%BC(DM) (DM for any 20s-related questions)

8. 

   18 Aug 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 toxic exes. Finally, we share our time capsules - a prophetic excerpt from a vlog and a poem with a surprising connection between real estate and heartbreak. New episodes every Monday. Theme music by Aaron Reihs https://www.instagram.com/aaron_reihs/ (https://www.instagram.com/aaron_reihs/) Cover art by Nicole Santos https://www.instagram.com/nicolebeingsketchy/ (https://www.instagram.com/nicolebeingsketchy/) FOLLOW ALINA! https://www.instagram.com/alinajtang/ (https://www.instagram.com/alinajtang/) https://alinajtang.medium.com/ (https://alinajtang.medium.com/) FOLLOW US! https://www.instagram.com/hindsight2020podcast/ (https://www.instagram.com/hindsight2020podcast/%EF%BF%BC(DM) (DM for any 20s-related questions)

9. 

   11 Aug 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 our lukewarm takes - why transition glasses should make a comeback and why retirement savings is a scam. New episodes every Monday. Theme music by Aaron Reihs https://www.instagram.com/aaron_reihs/ (https://www.instagram.com/aaron_reihs/) Cover art by Nicole Santos https://www.instagram.com/nicolebeingsketchy/ (https://www.instagram.com/nicolebeingsketchy/) Special thanks to Nick Peng FOLLOW ALBERT! https://www.instagram.com/albertcyue/ (https://www.instagram.com/albertcyue/) All referenced short films / comedy sketches can be found here: https://www.youtube.com/@benedictchiu (https://www.youtube.com/@benedictchiu) FOLLOW US! https://www.instagram.com/hindsight2020podcast/ (https://www.instagram.com/hindsight2020podcast/(DM) (DM for any 20s-related questions)

10. 

    5 Aug 2025

    Age 20 - Rejection

    GUEST: Ellicia Chiu Topics include: 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 have mandated therapy before having kids. New episodes every Monday. Theme music by Aaron Reihs https://www.instagram.com/aaron_reihs/ (https://www.instagram.com/aaron_reihs/) Cover art by Nicole Santos https://www.instagram.com/nicolebeingsketchy/ (https://www.instagram.com/nicolebeingsketchy/) Special thanks to Grant Singer FOLLOW ELLICIA! https://www.instagram.com/ellici.a/ (https://www.instagram.com/ellici.a/) https://www.tiktok.com/@ellichiu (https://www.tiktok.com/@ellichiu) FOLLOW US! https://www.instagram.com/hindsight2020podcast/ (https://www.instagram.com/hindsight2020podcast/(DM) (DM for any 20s-related questions)

Reach and audience

Public platform figures. Ratings count people who left a rating, not total listeners.

Apple Podcasts (US)

5.0 / 5

12 ratings

Contact Hindsight 20/20

Guest appearances

Books guests

Based on episode analysis; this does not confirm that the show is currently accepting guests.