What Justin Jackson thinks about ambition
Canadian bootstrapper and writer on small software businesses. Co-founder of the podcast hosting company Transistor.fm and author of the book Marketing for Developers.
Justin Jackson did not write this page.
We collected these quotes from things they published elsewhere, and every quote links to where it was said. They have no account here and have not endorsed this site. Quotes are word for word; the short line under each one is our own restatement, not their wording. Their own site. Is this you? Claim it or ask us to remove it. Or tell us what is wrong here.
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3 dated positions, 2026, in their own words. Our reading of what Justin Jackson has said — not written or endorsed by them.
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Their wordsYour hardest idea is often your best idea, the one with the most potential.
↗Do the hardest thingjustinjackson.ca 1st of 3 in this piece
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Our readingThe most valuable problem to pursue is the hardest one someone is genuinely positioned to solve.
Their wordsDoing "the hard thing" means pursuing the highest-value problem you can find that still sits inside your zone of expertise; the hardest problem you're personally in a position to win.
↗Do the hardest thingjustinjackson.ca 2nd of 3 in this piece
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Their wordsChoosing to tackle "the hardest feature" generally produces power-law-level returns, as opposed to tackling something less hard.
↗Do the hardest thingjustinjackson.ca 3rd of 3 in this piece