Sanjay Singhal
Canadian entrepreneur, author, and enthusiastic character in a world that he now suspects is a very elaborate holographic simulation.
These days I write about life and ideas: getting good at something, who that makes you, and what all of it is.

What I do now
I write about life and ideas.
For most of my working life I built things: software companies, a champagne bar, Audiobooks.com. By every external measure it went well, and the life underneath didn't feel like mine. So I attacked that too, with meditation, therapy, psychedelics, philosophy and spreadsheets.
What I learned is a journey in three parts that run at the same time. I write it down as the Enwaken Life Book: a newsletter structured like a book. It's built from my life, so it never gets finished and published; it lives on.
- AchievingGet good at something.Money, work and people: what it takes to be successful, and what it costs.
- BecomingBecome someone.The inner work: the person that getting good at something changes you into.
- EnwakeningSee it for what it is.Understanding what all of it is. Where it gets weird.
Enwaken Life Book
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Start here
Three essays, one from each part
AchievingHow to Make Big Money Without Taking Big RisksYou have to spend money to make money, but you don't have to spend it all at once.
BecomingBecoming A Success First Meant Losing All My MoneyThe dollar signs in my eyes were preventing me from seeing what really mattered.
EnwakeningLife Isn't About Finding a Better FlashlightThe truth is hidden by the glow of all the lights you're using to find it.
“I've had wealth. But I've gotten over it.”
Before
The story so far

Founder
Audiobooks.com
Founded back when people still thought downloading MP3s was futuristic, grown, and sold.

General Partner
500 Startups Canada
A victory lap through venture capital.

Founder
Nikean Foundation
Funds psychedelic research and mental health solutions not designed by 19th-century pharmaceutical companies.

Owner
à toi
Toronto's first authentic world-class speakeasy. Coffee Oysters Champagne to some, à toi to those in the know.

Author
Zero to Tesla
A memoir about losing money, making money, and realizing that neither has much to do with actual joy.

Newsletter
Sanjay Says
My newsletter is now the Enwaken project. Everything I wrote there is on enwaken.com, in order, as the Enwaken Life Book.
Bio
In the third person
For introductions and event programs; use as much as you need.
Sanjay Singhal is a Canadian entrepreneur, author, and enthusiastic character in a world that he now suspects is a very elaborate holographic simulation. He founded Audiobooks.com back when people still thought downloading MP3s was futuristic, sold it, did a victory lap through venture capital as General Partner at 500 Startups Canada, and then wandered into the hospitality business for reasons that still aren't clear.
After opening à toi, Toronto's first authentic world-class speakeasy, he launched the Nikean Foundation to fund psychedelic research and support mental health solutions not designed by 19th-century pharmaceutical companies. He also wrote Zero to Tesla, a memoir about losing money, making money, and realizing that neither has much to do with actual joy.
These days he writes about life and ideas in the Enwaken Life Book, a newsletter structured like a book: a journey in three parts, achieving, becoming and enwakening, built from his own life, so it never gets finished.
He lives in Toronto with his wife, three children, and two dogs, none of whom are impressed by his accomplishments.
Contact
Get in touch
Write to sanjay [at] enwaken.com. I read everything; I can't always answer.
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