In a uniquely hilarious odyssey of self-discovery and cultural observation, documentary filmmaker and self-described "anxious New Yorker" John Wilson covertly and obsessively films the lives of his fellow New Yorkers while attempting to give everyday advice on relatable topics. The awkward contradictions of modern life are eased by Wilson’s candid, unpolished commentary. Building upon Wilson’s previously released "how to" short films, each episode takes wildly unexpected turns but is grounded in John's refreshing honesty.
| Title | Air Date | Duration | ||
|---|---|---|---|---|
| Season 1 | Episode 1 | How To Make Small Talk | 2020-10-23 | 28 min |
| Season 1 | Episode 2 | How To Put Up Scaffolding | 2020-10-30 | 27 min |
| Season 1 | Episode 3 | How To Improve Your Memory | 2020-11-06 | 25 min |
| Season 1 | Episode 4 | How To Cover Your Furniture | 2020-11-13 | 30 min |
| Season 1 | Episode 5 | How To Split the Check | 2020-11-20 | 30 min |
| Season 1 | Episode 6 | How To Cook the Perfect Risotto | 2020-11-27 | 30 min |
| Season 2 | Episode 1 | How To Invest in Real Estate | 2021-11-26 | 30 min |
| Season 2 | Episode 2 | How To Appreciate Wine | 2021-12-03 | 30 min |
| Season 2 | Episode 3 | How To Find a Spot | 2021-12-10 | 30 min |
| Season 2 | Episode 4 | How To Throw Out Your Batteries | 2021-12-17 | 30 min |
| Season 2 | Episode 5 | How To Remember Your Dreams | 2021-12-24 | 30 min |
| Season 2 | Episode 6 | How To Be Spontaneous | 2021-12-31 | 30 min |
| Season 3 | Episode 1 | How to Find a Public Restroom | 2023-07-28 | 30 min |
| Season 3 | Episode 2 | How to Clean Your Ears | 2023-08-04 | 30 min |
| Season 3 | Episode 3 | How To Work Out | 2023-08-11 | 30 min |
| Season 3 | Episode 4 | How to Watch the Game | 2023-08-18 | 30 min |
| Season 3 | Episode 5 | How To Watch Birds | 2023-08-25 | 30 min |
| Season 3 | Episode 6 | How to Track Your Package | 2023-09-01 | 30 min |
