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Seasons & episodes

S1 · E1How To Make Small Talk 2020-10-23 · 28 min

John Wilson reflects on the delicate balancing act of making – and safely redirecting – casual conversation, highlighting the rewards and risks of small talk.

S1 · E2How To Put Up Scaffolding 2020-10-30 · 27 min

John Wilson offers a unique history of New York’s hideous yet sprawling network of overhead “protection,” otherwise known as scaffolding – and contemplates what it might take to reduce its nearly 300-mile eyesore presently overtaking the city.

S1 · E3How To Improve Your Memory 2020-11-06 · 26 min

John Wilson taps into his “Memory Palace” for an unforgettable exploration into our ability – or inability – to remember things.

S1 · E4How To Cover Your Furniture 2020-11-13 · 25 min

While trying to live peacefully with his furniture destroying cat, John Wilson explores the challenges of keeping an object in pristine condition.

S1 · E5How To Split the Check 2020-11-20 · 25 min

John Wilson attempts to make sense of the intricacies – and fairness practices – behind the complex art of splitting the check.

S1 · E6How To Cook the Perfect Risotto 2020-11-27 · 29 min

To thank his elderly landlord for all the times she has cooked and cleaned for him, John attempts to make her favorite dish. Season finale.

S2 · E1How To Invest in Real Estate 2021-11-26 · 28 min

After renting the same apartment for years, John contemplates an unexpected opportunity to become a homeowner.

S2 · E2How To Appreciate Wine 2021-12-03 · 28 min

When confronted by the overwhelming and mysterious world of wine, John attempts to master his senses and make informed choices.

S2 · E3How To Find a Spot 2021-12-10 · 28 min

John reflects on the competitive and complex process of parking in NYC, where the possibilities opened by having a car comes with a catch.

S2 · E4How To Throw Out Your Batteries 2021-12-17 · 29 min

Seeking a solution to the universal conundrum of battery disposal, John ponders the value of things we hold onto – and what we throw away.

S2 · E5How To Remember Your Dreams 2021-12-24 · 28 min

After years of rooting his life in non-fiction, John drifts from the world of rational thought in hopes of finally remembering his dreams.

S2 · E6How To Be Spontaneous 2021-12-31 · 29 min

Though determined to let fate be his guide, John’s attempt at spontaneity doesn’t go as planned.

S3 · E1How To Find a Public Restroom 2023-07-28 · 29 min

As the availability of public restrooms dwindles in NYC, John tries to find clever ways to relieve himself.

S3 · E2How To Clean Your Ears 2023-08-04 · 29 min

After having his ears properly cleaned, John wonders if better hearing is what he actually wants.

S3 · E3How To Work Out 2023-08-11 · 29 min

John starts working out and tracks the pros and cons of big.

S3 · E4How To Watch the Game 2023-08-18 · 29 min

John's discovery of the deeply-embedded rituals and bonding in sports leads to a greater appreciation of the game.

S3 · E5How To Watch Birds 2023-08-25 · 29 min

After realizing too much of his life is spent inside, John tries out birding, which opens up a world of possibility...and dubious claims.

S3 · E6How To Track Your Package 2023-09-01 · 38 min

After having a delivery stolen, John investigates how to keep his packages secure.

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