Sasha's 'Newsletter'
a jpg of water in a dry municipality. Click to read Sasha's 'Newsletter', by Sasha Chapin, a Substack publication with tens of thousands of subscribers.
- Posts
- 271 from 6 Mar 2020 to 26 Oct 2026
- Posting
- monthly (16 in the last year)
- Kind
- personal blog
- Feed
- https://sashachapin.substack.com/feed
2026 9
- Meet my attractive single friends
- Releasing judgement as a practice
- As the sparks fly upward, we complexify
- Surrender as a non-stupid life strategy
- Without hope of resolution
- Utopia is a particular restaurant in Brooklyn
- Pre-order our book, or, what's so special about Cate?
- The two kinds of desire, and one of the most important things I know
- The rare people who are solid
2025 19
- Year in review 2025
- The three most common hallucinations
- Book Review: Sanity and Sainthood, by Dr. Tucker Peck
- Reviews Dec 7
- My Enneagram: 5, 8, 2
- My Enneagram: 4, 1, 7
- My Enneagram: 3, 6, 9
- There's trauma, and then there's Gnar
- The Bay Area is cursed
- My six stages of learning to be a socially normal person
- Love and death, kiki and bouba
- What kind of grownup I want to be
- Just to clarify
- What I'm looking for in my marriage
- Last year my mind exploded and now I'm in spiritual puberty again
- And then one day you became Comfortable Here
- As sweet as razor blade honey
- When I say I believe in God
- An open letter to 56 people I know
2024 20
- How to like everything more
- My mind transformed completely, and there were some tradeoffs
- Almost everything I've written seems wrong now
- Cosmic impostor syndrome
- Our first three perfumes
- I was not acting like me, are you acting like you?
- Come hang out with me (July update)
- On awful behavior from awakened people
- Process notes: I am becoming more annoying
- 50 things I know
- Process notes: are people not trying?
- What I've learned from frank conversation with parents
- Process notes: iso e super
- 10x happiness increases are possible, and this is an underrated fact
- Life update, March
- Acting like emotions don't exist is a poor strategy
- Talking Enneagram 7 blues
- Process notes: ethyl maltol
- Playing in the ruins
- What I wish someone had told me about starting a meditation practice
2023 54
- How to be less neurotic about getting back to people
- Befriending the void
- Certain ways that “try harder” can be a bad strategy
- My new course is out today, yay
- Completely letting go of control
- Should you meditate, and also, what is even meditation
- Connecting via the "no self"
- Connecting with people more easily
- Notes on not liking Japan as much as everyone said we would
- That time my dick didn't work
- Sasha dreams of a better sushi documentary
- What I've learned so far from making a perfume company
- The spirit does whatever it wants with you
- What maximum productivity looks like for me
- Give up: a meditation technique
- Have an actually fun wedding
- Going from being a good listener to a great listener
- Meeting my doppelgänger at a Whole Foods in the desert
- What the humans like is responsiveness
- My writing course is out today
- How to roam around your own head
- In praise of blowing up your life
- Being an extremely niche internet microcelebrity
- The science behind the world’s most miraculous nap, or, Nirodha Samāpatti
- The art of the benign pattern interrupt
- I asked the I Ching what I should do with this newsletter
- Books are subjectivity-merging devices, not efficient information transfer devices
- Getting married soon
- What I've been up to lately
- Hey, why aren't we doing more research about spiritual awakening
- I'm Embarrassed of My Writing Frequently
- Can GPT-4 Replace Me Yet?
- Notes on a Torture Party
- Two Modes of Being
- Buying Experiences Probably Doesn't Make You Happier than Buying Possessions
- The Newsletter Changes... Again
- Nyx and Kali
- How to Spot Cult Leader Personalities
- Reflections on Aphantasia
- How to Take a Compliment
- A Non-Definitive Non-Guide to Non-Duality
- Posting a Little Too Much
- A Block of Tamarind Pulp
- How to Be an Expert Fear-Driven Person
- Why Don't My Bay Area Friends Move to LA
- Review: CK One
- Things you learn dating Cate Hall
- When the Bulk Is Not So Fun Anymore
- One Year of Okayness
- Notes on "Julia"
- How to Encourage Others
- AI and Writing Predictions
- Healthy People Have Mystical Experiences
- A Quick Portrait of the Ironist
2022 67
- How I Wish Trauma Had Been Explained to Me
- Cultivated Charm and Its Limits
- Enlightenment
- Comments on My Current Fragrance Rotation
- After a Month-Long Twitter Break
- Pure Pleasure Isn't What You Want, or, Notes on the Jhānas
- On Taking a Little Twitter Break
- Update on the Direction of the Newsletter
- Notes on Vexatious Systems
- My Video Course Is Available Now, Again
- Giving You the Gift of Deafheaven
- London Notes
- We're All Capable of Missing Something Obvious
- This Post Not Sponsored By Unbound Merino
- Montreal, Again
- Some Painful Questions We Ask Ourselves
- So What's a Happy Life, Anyway
- My Next Move
- Posting Bad Things Is Healthy
- Maybe Opportunism Is an Underrated Success Factor
- A Brief Feeling of Apartness
- Becoming a Genius of Loss
- Montreal Diary
- Review: Meditation from Cold Start to Complete Mastery
- General Prohibition on Aliveness
- Making Normal Conversations Better
- Mexico City Notes
- Have a Nice Mistake
- Loyal paid subscriber, what would you like from subscriber content?
- When Safe, Let It Hurt
- Discarding My Mental Tension
- Lost on Purpose
- When My Existence Inverted Instantly
- Divorce Brain
- Damaged, Doomed, and Fleeting Things
- You Can Buy My Course Now, Until It Sells Out
- Announcing Next Week's Course Launch
- Book Review: Four Thousand Weeks
- Brief Note on the Nearness of Ghosts
- My Recent Divorce, and/or Dior Homme Intense
- Disagreeableness Is a Part of Sincerity
- Parties
- America I've Given You All and Now I'm Slightly Different
- A Brief Personal Introduction to the Enneagram
- Everything Everywhere All at Once Could Teach Hollywood a Lesson, but It Won't
- You Can Now Buy My Video Course (until 75 slots run out)
- How Satanic Is Dall•E 2?
- Brief Note on Autistic Monotony
- Self-Love Doesn't Require You to Become Huggy and Passive
- Sorry I didn't respond to your email,
- Being Too Old Is a Beautiful State of Mind
- The Sacred Practice of Cringe Equanimity
- Cloudy Los Angeles Distant Atrocity Blues
- Ask Sasha, Feb 28
- Loving Awareness as Anti-Meme
- Stater Bros
- On Possessing NPR Physiognomy
- Notes Against Las Vegas
- The Strategy of Anti-Strategy
- Some Conclusions About the High Desert After Five Months of Desert Life
- A Few Dispatches from Okayland
- Notes Against Note-Taking Systems
- House of Gucci Is Bad in Instructive Ways
- Always Crush Me
- How I Attained Persistent Self-Love, or, I Demand Deep Okayness For Everyone
- Announcing My New Coaching Program
- Legally Blonde's Elle Woods Is My Hero
2021 89
- Novice Meditator's Notes, Late December
- What I'll Do in 2022
- 2021 Year in Review
- Stranded on the Space Mountains of Self-Loathing
- Letter from Landers, CA, #2
- Announcing My New Discord Channel, the Sassy Ranch
- I Object to the Concepts of Introversion and Extroversion
- Letter from Landers, CA, UFO Capital of the World, North of Joshua Tree
- Some Advice Gathered from People Smarter than Me
- Let's All Go to Panera Bread
- Some Not Entirely Mainstream Tips for Meeting a Partner
- Some Non-Sociopathic Sales Ideas for Solo Entrepreneurs Who Hate Sales
- If You Have Writer's Block, Maybe You Should Stop Lying
- Try Asking People Why Things Matter to Them
- My Life With Cube
- Inner Warfare, or, It's Ishita Arora's World and I'm Just Living in It
- No, Really, You Should Do Strength Training
- Selected Art Writing, Volume 1
- Notes on Three Weeks in Peru
- NFTs, ICOs, and Puts on SPY: The Neo-Prospecter Lifestyle
- Thank Your Socks, Idiot (Kondo-pilled part 2)
- Quantity Is More Important than Quality
- Having a Good Life Involves Partially Dying Several Times
- First Place, Worst Place
- Strain Versus Effort, or, Contra Jacob Falkovich Contra Sasha Chapin
- Creativity Isn't Hard Work
- Animal Fries and Sociopathy
- Things You're Allowed to Do, Epicurean Edition
- Living Through Cigarettes
- You Are Too Conservative
- Self-Help Books Are Good, Actually
- City Notes: Subjective Bangkok
- Liking Every Photo on Instagram Is Loving-Kindness
- The Biscuits of Bezos
- Life Is Always Sliding Out of Control
- One Important Lesson About Creative Work from Taylor Swift
- The Forever War of Art
- How to Crush it on Twitter When You Don't Want to Do That
- I Get Most of My Clients from Shitposting on Twitter
- Getting a Major Book Deal Won't Solve Your Problems
- I'm a Lizardman
- Heal America, Run Dwayne Johnson and Oprah
- Notes on Living in Los Angeles
- Today Is the Day for Nautica Voyage
- Why People Are Scared of Marie Kondo (Kondopilled, part 1)
- Step One Make Noise Step Two Profit
- A Brief Practical Guide to Being an Infinite Player
- I Do Not Recommend the Litter-Robot
- Write in the Morning
- Some of Scott Alexander's Writing Tricks
- Bullying and the Depths of Self-Hatred
- The Moat of Low Status
- Dumb Ideas Are Powerful
- The Craziest Thing That Ever Happened to Me, or, Existential Kink and My Shadow
- This Is All Tim Ferriss' Fault
- Letter to James Stuber (or, Why Writing Is Hard Sometimes)
- Dating Sites Are Not Built for Men
- Write What Scares You
- Paul Graham Isn’t a Simple Writer, and Here Are Some of His Cool Tricks
- 30 Things About 30 Posts in 30 Days (30/30)
- Who I Am and What I Should Do (29/30)
- Notes on One Year of Writing Coaching (28/30)
- On Six Randomly Chosen People from Twitter (27/30)
- It's Weird that We Tolerate School (26/30)
- How I Feel About Some of My Writing (25/30)
- Slay the Summer (24/30)
- A Tale of Two Chads (23/30)
- When Meditation Was Very Bad for Me (21/30)
- Emojis Are the Great Softener of Communication (20/30)
- Wokeness Has Important Tactical Advantages Over Liberalism (19/30)
- Miscellaneous Contemplation Practices (18/30)
- The Tiny Titillating Oddity (17/30)
- Boring Post, Don't Read (16/30)
- Asking Someone For What You Want Is Helpful For Them (15/30)
- My Ridiculous Car (14/30)
- Hot Privilege Is Complicated (13/30)
- Productivity Tip: Acquire a Secret Nemesis (12/30)
- Kirpa Sudick, the Smartest Bachelor Contestant (11/30)
- Important Writing Isn't Important (10/30)
- Ensemble Effects, or Why Secular Church Sucks (9/30)
- Take What a City Gives You (8/30)
- Coaching Case Study: Jasmine Wang (7/30)
- 'Omit Unnecessary Words' Is Terrible Terrible Terrible Terrible Advice (6/30)
- I Wrote Something Bad Today (4/30)
- Chesa Boudin Is a Dazzling Talker (3/30)
- The Jordan Peterson We Deserve (2/30)
- Write Faster (1/30)
- Creativity as Burger Mistake
- You Should Probably Be More Extroverted
2020 13
- A Database of Spooky Ghosts
- MealSquares and the Void
- Cats, Love Languages, Love Amplitudes
- Why We Scroll
- Leaving San Francisco
- The New Friend Poison
- Dubious Life Strategies of a Dumbass
- Costco Allen Zimmerman
- Congratulations, Jew Played Yourself
- Become a Writing Coach, and Despair
- On Loving the Valley, Oh
- Jacques
- Five Brief Remarks About Le Labo Santal 33