Guide · Comparison

101 Essays vs 365 Days of Philosophy

Both books promise to change the way you think, and both can. Brianna Wiest works from her own reflections on emotional life; ours works from 2,400 years of philosophers. Which changes you depends on which kind of thinking needs changing. Hers first.

Last updated: August 17, 2026 · Written by the editors at Airplane Mode Publishing House

What Wiest's book is

101 Essays That Will Change the Way You Think (Brianna Wiest, 2016) collects Wiest's short essays on emotional intelligence: why you self-sabotage, how feelings work, what daily routines do to a life. It became one of the most-loved personal-growth books of its decade, with rating counts in the six figures, largely by word of mouth. The essays are warm, direct, and genuinely useful on the subject they own: your inner weather.

The fair characterization: it's one modern writer's reflections, born on the internet (Wiest wrote for Thought Catalog) and polished into a book. The psychology is folk-plus-therapy-culture rather than cited research, and the wisdom traditions appear as background flavor. None of that stops it working for its readers; it does mean the book is Wiest all the way down.

What ours is

365 Days of Philosophy is the canon itself on a daily schedule: 130+ philosophers from Socrates to Sartre, chronological, each in their own voice with context for when and why they wrote. It changes the way you think by showing you the people who invented the ways of thinking, disagreements included. ★4.5 across 253 Amazon ratings, August 2026.

The actual differences

Feelings versus ideas. Wiest is strongest where philosophy is weakest: the daily texture of emotional life. Philosophy is strongest where essays go thin: whether the frameworks underneath your feelings actually hold. Different layers of the same person.

One voice versus 130. Wiest's consistency is her charm; if her voice lands for you, 101 doses of it is a feature. Ours bets on range: somewhere in 130 thinkers is the one who rearranges you, and you can't know in advance which.

Structure. An essay collection browses; a dated daily reader builds. If your last five self-improvement books are half-finished on the nightstand, the dated page is the intervention.

How to pick

For your emotional life this season: Wiest, and there's no shame in that door; it's where many people start. For the longer renovation: ours, one thinker a day, with the free daily philosophy email to try the rhythm first. Readers who want the modern-essay comfort and the canon often run Wiest as bedtime reading and ours with the morning coffee; the books never argue, because they're not on the same floor.

Common questions

Is 101 Essays That Will Change the Way You Think a philosophy book?

It's personal-growth essays on emotional intelligence and self-awareness, written in Wiest's own voice. It borrows philosophy's ambitions (examining your assumptions) without its sources. Readers who want the source material itself need a primary-text reader.

What should I read after 101 Essays?

If Wiest's inward focus worked, The Mountain Is You (her follow-up on self-sabotage) continues it. If the essays woke an appetite for the deeper questions, that's the philosophy door: a beginner's book or a daily reader through the actual canon.

Is 365 Days of Philosophy hard to read?

It assumes zero background. One page a day, each thinker introduced in plain language with the context of their moment, in chronological order so the story builds. The hardest ideas get the most careful pages; that's the editing job.

Which book actually changes how you think?

Honestly: whichever one you finish. Wiest changes how you narrate your feelings; the philosophers change the frameworks under the narration. The dated daily structure exists because finishing, not reading, is where the change happens.