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Co-founder/CEO at GoodDay, reinventing the ERP for Shopify brands | Prev: Co-founder & Fmr. CEO at Chubbies ($100M+ exit)

Reflecting on the Chubbies Shorts, Loop, and GoodDay Software experience, one of the most interesting threads is that they are all very optimistic organizations. It is powerful to see how simple optimism can shape a team for the better. I first learned this from Chubbies. Our team identified “positivity” as a key shared value when creating our shared culture document. It was the reason they were passionate about showing up to work every day and authentic to how our entire team showed up. We used this explicitly when considering new hires. Over time, we worked hard to ensure our external brand efforts represented this as well. As a leader & CEO, I’ve grown to consider it core to my role as the Chief Optimist and to set an overwhelmingly optimistic tone for what we can achieve together. With each brand—Chubbies, Loop, and GoodDay—we’re disrupting competitive spaces or creating new markets entirely. This is hard work. Failure is around every corner. But so is opportunity. Approaching this exercise with a pessimistic attitude simply doesn’t work. Innovation, in particular, doesn’t stem from pessimistic energy, so I recommend that every organization cultivate and reward optimism when you see it. Many great leaders have lived by this principle. I’m fortunate to have benefitted from the power of collective positivity. At GoodDay, I think about this daily: “Where can I infuse positive energy into our business to create a world for our merchants that even they couldn’t imagine?” Optimism is an excellent counter-balance to support the inevitable setbacks of entrepreneurship, tiding over recessions, or dealing with new competitive pressures. At the end of the day, whatever challenges you’re currently facing will come and go—the future favors the optimist. Both Chubbies and GoodDay Software explicitly mention optimism or positivity as one of the five important cultural principles. It’s as simple as this. Who would you rather follow—someone optimistic about the future or someone who views the world with a half-empty glass mentality? I choose the former 10 out of 10 times. #brandbuilding #ecommerce #optimism

Alex Schinasi

2x Exited Founder I Co-founder of Hulken I D2C I SAAS Expert

1w

Love this. We’ve also always prioritized positivity and FUN. The highs are high but wow the lows are lows- the mindset is what keeps us going.

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Bradley Wolf

Building Something New | Former COO @ Airhouse.io | Ex Google | Tinkerer by Nature

3w

Needed this reminder today, thanks for sharing!

Preston 🩳 Rutherford

Cofounder @ Chubbies 🩳 (>$100M) & now, MARATHON 🏃♂️ Measure revenue impact from Brand (FINALLY) in a way the CFO approves of. Applies to all your ads and social posts.

2w

love this.

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