Batch: Achievements
- Co-founder and CEO of Proper Suit, revolutionizing online menswear
- Technical co-founder of Data Marketplace (Y Combinator '10), acquired by InfoChimps
- Part of the early Y Combinator W10 batch, gaining deep startup experience
- Worked with major industry players like Square and Deutsche Bank
- Active angel investor supporting new startups
- Proven track record of building products that solve real problems and get acquired
Peep this legend Steve DeWald
Bestie, here’s what’s good with Steve DeWald, the guy’s a straight-up tech and startup legend, no cap. He’s part of that early YC crowd, W10, which means he’s been in the game for a minute and knows his shit. Dude’s been around the block, working with some heavy hitters like Square and Deutsche Bank, so he’s got that mix of big finance and fintech hustle. But what really sets him apart is his entrepreneurial grind.
He’s the co-founder and CEO of Proper Suit, a slick custom menswear brand, think tailored suits but online, making it easy for guys to get fitted and look fresh without the hassle. That shows he’s got a passion for building stuff that solves real problems, especially in the retail and fashion space, which is kinda underrated and tough to crack.
Before that, he was the technical co-founder of Data Marketplace, a YC ’10 company that got snapped up by InfoChimps. That’s a big deal, shows he’s got the tech chops and that he’s not just talking, he’s out here building actual products that people want. Being part of YC back in W10 means he’s been through the trenches, learned the hustle, and understands what it takes to get a startup off the ground and make it stick.
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Talk to herPlus, he’s dipped into angel investing, which means he’s not just building, he’s also supporting other founders, spreading the knowledge, and spotting the future trend before most people even see it. That’s the sign of someone who’s got their finger on the pulse of innovation.
What’s crazy is, his process screams one thing: he’s all about creating solutions, whether it’s changing how men dress online or building marketplaces that get acquired. He’s got that mix of technical skill, business savvy, and a real sense of purpose, not just chasing quick wins but building something that lasts.
Bottom line? Steve DeWald’s the real deal. He’s proof that if you got the skills, hustle, and the right mindset, you can jump into any space, crush it, and leave a mark. He’s a perfect example of what it means to be a modern entrepreneur, versatile, tech-savvy, and always pushing forward.
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