Matt O'Leary (@mattskilly) header
Matt O'Leary (@mattskilly) profile picture

Designer, builder & product missionary. Passionate about, product, design, tech, personal finance, coaching hockey, sports, food, music, and paying it forward.

I ♥ TO
Joined April 2010
Photo by Matt O'Leary (@mattskilly)Photo by Matt O'Leary (@mattskilly)Photo by Matt O'Leary (@mattskilly)Photo by Matt O'Leary (@mattskilly)Photo by Matt O'Leary (@mattskilly)Photo by Matt O'Leary (@mattskilly)Photo by Matt O'Leary (@mattskilly)Photo by Matt O'Leary (@mattskilly)
Matt O'Leary retweeted
I think I’ve done 2,000 interviews. I've seen things. AMA
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Matt O'Leary retweeted
These are the biggest startup red flags I look for when getting pitched. If I see any of these, I am out:
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Matt O'Leary retweeted
What's crazy to give away now, but won't be crazy to give away in 10 years? If you can answer that, you may have a good startup idea. (Those who think startups succeed by exploiting people had better look away at this point, while we figure out how to give more away for free.)
When Facebook started it was absurd to give away image hosting for free. When YouTube started it was absurd to give away video for free. Today, as Replit is starting, it *is* absurd to give away compute for free.
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Matt O'Leary retweeted
In my experience, cooperation is a more powerful economic force than competition. 🧵
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Hey, parents. Would you give your child a prepaid Mastercard? Tune in to Moolala today at 11am and 9pm
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Teach Your Children About Money | @treasure_fi Co-Founder and CEO @mattskilly joins us with more this important tool to help your kids learn about managing money. ottawa.ctvnews.ca/video?clip… via @ctvottawa
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Matt O'Leary retweeted
An educational prepaid card and app for kids, @treasure_fi 's mission is to make the next generation wealthy by empowering parents with tools to teach their kids how money really works. bit.ly/3fsXMGd
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Matt O'Leary retweeted
14 habits of highly effective Product Managers A thread 🧵
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Entrepreneurship has changed my life, and there are so many ways to start a business that don't involve building apps or VC funding. This spring, I’m creating a cohort-based course for aspiring entrepreneurs on generating your first $100K in revenue. Read on to join the beta! 🧵
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Matt O'Leary retweeted
“The role of the designer is that of a very good thoughtful host anticipating the needs of their guests.” – Charles Eames
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Matt O'Leary retweeted
Founders often ask me how to create buzz around their launch. I finally have an answer: Do something remarkable. *Something worth remarking about* In this week's post, I share examples and strategies of remarkable ✨ A few favorites in thread below 👇 lennyrachitsky.com/p/creatin…
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Matt O'Leary retweeted
Techstars Atlanta Demo Day is happening today! Please join us for a live stream at 5 pm ET to celebrate these 10 startups and the Atlanta startup ecosystem. Link here --> video.ibm.com/channel/vtfEft….
Matt O'Leary retweeted
Time To Teach Your Kids To Save Money? Here Are 5 Tips treasurecard.com/blog/time-t… #savemoney
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Matt O'Leary retweeted
🔥 A Guide to Fundraising – A Megathread 🔥 1. Preparation 2. Outreach 3. Navigating the process 4. Partner meetings + closing Below you'll find a tweet-sized summary of @mccabe's incredible guest post from last week, with templates, references, and timelines. 👇 Read on 👇
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Just one more day to apply for @intuitcanada's #IntuitProsperityAccelerator powered by Highline Beta! If you’re a startup looking to solve financial prosperity problems facing Canadian consumers and small businesses in the wake of COVID-19, submit today! buff.ly/39WFJoM
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Want to help solve the financial challenges facing Canadian consumers and small businesses in the wake of #COVID19? Check out @IntuitCanada and @HighlineBeta’s #IntuitProsperityAccelerator! Applications due next Friday! buff.ly/39WFJoM
What do #innovation opportunities in #payments look like post-COVID? Read our interview with @debgamble1 @Interac's Chief Officer, Innovation Labs and New Ventures about the importance of digital experience and setting the stage for success amidst change highlinebeta.com/insights/in…
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Matt O'Leary retweeted
Founders often overlook Board structure until things go bad. The difference between a good/useful/functioning board and a bad/toxic one can make the difference b/w success and failure.
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