Next up: $SHOP to $200 BTC to $200k

I hate to say it, but knowledge work was always a trap. It just paid well enough that no one questioned it. now the value is shifting from knowledge workers to knowledge entrepreneurs. GPT-5 is going to make this even more obvious.

If you're not spending at least 30 hours a week learning AI outside of work...you're doing yourself and your career a huge disservice.

Tyler Cowen on why Mississauga, Brampton, Markham, Scarborough are producing world class talent Toronto suburbs are our YC and Tyler Cowen is our PG

Honestly being bad at fundraising was a blessing. I sucked at it...still remember over 10 years ago going to SF with a group of Toronto startups, pitching big name VCs in the valley and going absolutely nowhere. maybe the idea was bad, who knows. but it made me realize three things: 1) i don't actually need permission to build stuff 2) building the business is way more fun than building pitch decks 3) there's something liberating about building within your means... forces you to focus on what actually matters irony is after i sold my last company and started Boom, VCs and angel friends started reaching out asking to invest. classic case of when you need it, you can't get it. when you don't need it, everyone wants to give it to you.

trying out a new summer schedule 9–5: family time 5–9: creative time might be the permanent schedule once AI takes all our jobs lol

Were you always ambitious or did something switch it on later in life?

You only realize how rare great designers are if: – you are one – or you’ve been lucky enough to work with one I’ve been fortunate to work with and invest in a few.

only good things come from betting on yourself

Steve Jobs got his first job at 12 by cold calling the co-founder of HP most kids don’t need permission. they need someone who believes in them.