111: Why You Should Never Give up on Your Dreams as an Entrepreneur with Eugene Woo of Venngage

111: Why You Should Never Give up on Your Dreams as an Entrepreneur with Eugene Woo of Venngage

For most entrepreneurs, the real test isn't whether or not you can grow a successful business, but how well you can bounce back from failure. For some, this will prove to be too much and they'll hang up the gloves and never try again. For the true entrepreneurs, though, they'll find a way to jump back into the ring no matter what. That is exactly what Eugene Woo, co-founder of Venngage, did. “I had like a taste of failure, but I still went ahead anyway and did it again,” Woo says. After his first startup went under, Woo found himself back in the corporate world feeling like a failure. Despite it all though, he dusted himself off, took it all as a learning experience and refused to give up. Armed with nothing but a nagging idea about helping job applicants by turning their resumes into beautiful infographics, Woo went ahead and pitched his idea at Startup Weekend in Toronto and, to his surprise, he won. One thing led to another and he found himself quitting his job once again to work on his startup full time. The startup known as Visiualize.me blew up, getting featured in places like Mashable and Tech Crunch and gaining more than 200,000 signups before the product was even properly released. But, once again, it was anything but smooth sailing for Woo. “I made a lot of the classic mistakes. One of the main ones was I started a company with people I didn’t know very well.” Within a few months, founders started leaving the company, with one even refusing to turn up to an interview with Y Combinator and leaving shortly after. Stung by failure again, Woo didn't know what to do and ended up selling his company. Despite it all, he knew he had a good idea on his hands. He charged right back into the startup world, this time with Venngage, a tool that allows you to easily make your own infographics, and armed with lessons he learned from his previous failures, he was determined to make Venngage a success. Today, Venngage has tripled in size with over a thousand new leads to their site every day, and over half a million users per month. We talk with Woo about the invaluable lessons he learned on his journey to success and ask him to share his best advice on how entrepreneurs can overcome their fear of failure, and the best marketing tactics to quickly grow your startup. In this episode you will learn: How to know when to give up or keep on going with your startup Why so many startups are doing content marketing wrong The secret to getting your company to start ranking high in SEO as soon as possible How and why you should do blogger outreach What the most important metrics are for growing your brand's exposure and visibility & much more!

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623: $500K in Debt, 5 Maxed Credit Cards — How Jordan Harper Built an 8-Figure Brand in Year One

623: $500K in Debt, 5 Maxed Credit Cards — How Jordan Harper Built an 8-Figure Brand in Year One

Jordan Harper built an eight-figure skincare brand in its first year by maxing out five credit cards while already $500,000 in debt — and never raised a single dollar from investors. In this inter...

15 Tammi 55min

622: (Solo) The Truth About Founder-Led Content in 2026

622: (Solo) The Truth About Founder-Led Content in 2026

Founder-led branding isn’t dead — but it is evolving fast. Showing your face and posting “day in the life” content is no longer enough to stand out. The bar has risen, audiences have matured, and what...

13 Tammi 8min

621: We Bet $200K on Bras Before Making a Single Sale — Sold 400,000 in 2 Years | Nala

621: We Bet $200K on Bras Before Making a Single Sale — Sold 400,000 in 2 Years | Nala

Nala was built by two founders with no fashion background who invested $200,000 before making a single sale and went on to sell over 400,000 pieces in just two years. In this interview, Chloe and ...

8 Tammi 51min

620: (Solo) The Secret to Making Bold Business Moves With Confidence

620: (Solo) The Secret to Making Bold Business Moves With Confidence

One of the biggest challenges founders face — especially at the end of the year — is knowing what to do next and feeling confident that the move you're about to make is the right one. Certainty feels ...

6 Tammi 11min

619: Airline Charged Me $65 - So I built a $250M Competitor | Adam Ewart

619: Airline Charged Me $65 - So I built a $250M Competitor | Adam Ewart

Adam Ewart turned a £50 excess baggage fee into a global bootstrapped logistics company operating in 145 countries and staying profitable for 15 straight years. In this interview, Adam breaks down ...

1 Tammi 48min

618: (Solo) What 5 World-Class Founders Taught Me This Year

618: (Solo) What 5 World-Class Founders Taught Me This Year

Every year I sit down with some of the world’s most fascinating founders — but this year’s interviews hit me harder than most. Reinvention, resilience, copycats, failure, loneliness after exits, scrap...

30 Joulu 202511min

617: How A Failing Skincare Brand Became An 8-Figure Makeup Empire | Aliett Buttelman

617: How A Failing Skincare Brand Became An 8-Figure Makeup Empire | Aliett Buttelman

Aliett Buttelman spent eight years grinding in the dark before a single viral moment with Taylor Swift turned Fazit into an overnight seven-figure brand. In this interview, Aliett breaks down the ...

25 Joulu 202554min

616: (Solo) 5 Honest Business Lessons I’m Taking Into 2026

616: (Solo) 5 Honest Business Lessons I’m Taking Into 2026

2025 has been one of the most eye-opening years of my founder journey — personally, professionally, and strategically. Instead of sharing a highlight reel, I want to share the real lessons that moved ...

23 Joulu 20258min

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