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)Photo by Matt O'Leary (@mattskilly)Photo by Matt O'Leary (@mattskilly)
Love this 3-step program for getting an idea off the ground. 🙌
At @goodstuffnearby we've been hard at work for 18 months designing a process to triage new ideas - we digest 1,500-2,000 new ideas per year. Lots of stuff underneath, but it comes down to 3 steps...
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This is good How to Evaluate Startup Ideas ycombinator.com/library/6e-h…
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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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This is a handy little tool that converts your vaccination receipt from Ontario Ministry of Health to an Apple Wallet pass or photo. Check it out. #VaccinePassport 💉 grassroots.vaccine-ontario.c…
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Matt O'Leary retweeted
In my experience, cooperation is a more powerful economic force than competition. 🧵
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This is 🔥
My first job was a paper route 📰, but it's never too early to start your own business Sign your 9-12yr kids up for a free Business Starter Kit from @Shopify with activities and and exercises to help design their first biz shopify.ca/kids #ShopifyKids
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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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I just had a great chat with @brucesellery on his Moolala Podcast to talk about @treasure_fi, kids, and money. Thanks for having me on the show Bruce. It was a lot of fun. 🙏
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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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This is so true.
It’s surprising how hard it still is to create fantastic software today.
Thank you sir! We love having your family on the platform as early adopters. 🙏 💪 👊
I'm loving ⁦@mattskilly⁩’s ⁦@treasure_fi⁩ to help teach my kids about money by giving them access to their allowance on terms they can understand. get.treasurecard.com/6Wy9 get.treasurecard.com/6Wy9
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Let's go! 💎 💳 💸
We just launched our Equity Crowdfunding campaign for 💎Treasure! Any Canadian can now invest in Treasure for as little as $250. This is a new way to do financing for us, but we really like the idea of making startup investing more accessible. frontfundr.com/treasure
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Matt O'Leary retweeted
14 habits of highly effective Product Managers A thread 🧵
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Yesterday I received 2 emails from founders I've invested in. One just raised a round after a major pivot and is persevering after ~5 years of struggle, where they were "near the end" many times. The other is calling it quits and moving on. I admire both.
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