Serial Founder and Dragon: Michele Romanow on Building, Investing, AI & Motherhood
Canada has a habit of celebrating founders on the way up and chasing them on the way down. Michele Romanow has been both, ...
Former CEO & Co-Founder, Clearco
Search every verified Michele Romanow interview, podcast appearance, and on-the-record quote — each transcript cross-checked by AI and human review to confirm speaker identity. Michele Romanow appeared on the podcast *Between Two Brunettes* on May 24, 2026, after a full day of filming *Dragons' Den*. She discussed Clearco's mission to make entrepreneurship accessible by automating access to capital using data from digital platforms, noting that the company has grown to face global competitors. Romanow also commented on the venture capital market, stating that fewer exits have occurred because companies stay private longer, and predicted that many software companies will fail. During the interview, Romanow offered several opinions on entrepreneurship. She argued that the common advice "do not quit" is "terrible advice" and that founders need to know when to move on to their next iteration. She described Canada as having "100% tall poppy syndrome," where successful people are torn down rather than celebrated. Romanow also emphasized that a business's repeat customer rate is the most reliable metric, and cautioned that raising more capital can reduce a founder's control over their company's destiny.
Canada has a habit of celebrating founders on the way up and chasing them on the way down. Michele Romanow has been both, ...
What if the key to winning in 2026 wasn't perfection—but moving so fast that your competition can't keep up? In this high-energy conversation, host Lily Dash sits down with *Michelle Romanow*—co-founder and executive chair of Clearco (which has funded over 10,000 companies and deployed $3 billion in capital), one of Canada's youngest Dragons on Dragon's Den for 12 seasons, and one of the most influential entrepreneurs and investors in North America. From building one of Canada's first e-commerce companies in 2010, to pioneering revenue-based financing for founders, to navigating the AI revolut…
What does it really take to build a business that works? In this conversation, Michele Romanow shares powerful insights on entrepreneurship, AI, rejection, product-market fit, founder mindset, and building in a fast-moving world. If you are a founder, leader, or creator, this episode delivers clear, actionable takeaways. You will learn: • Why speed creates opportunity • How to stop chasing perfection • What product-market fit actually looks like • How to handle rejection and keep momentum • Why customer behavior matters most • How AI is reshaping business and creativity • The difference be…
In this episode of The Leadership Standard, host Jamie Mason Cohen interviews Michele Romanow, renowned entrepreneur, venture capitalist and Dragon on Dragons' Den. They discuss the importance of speed over perfection in business, the lessons learned from childhood, and the shift from perfectionism to execution. Michele shares her entrepreneurial journey, including her experiences with failure, the dynamics of investor-founder relationships, and how Clearco is transforming access to capital for entrepreneurs. The conversation concludes with insights on the future of entrepreneurship and its po…
In this episode of Raise It Up, I sit down in person with entrepreneur and new mom Michele Romanow for a clear and practical conversation about growth in both business and motherhood. Michele shares why challenges never disappear, how resilience is built through repetition and curiosity, and why founders who move quickly and stay engaged with the process tend to thrive. She also reflects on the key experiences that strengthened her confidence as a leader and what she looks for when evaluating strong entrepreneurs. We also talk about her first months of motherhood, including breastfeeding hurd…
From an AI-first look at the future of scaling companies to Michele Romanow's keynote on building cultures of disruption and ...
We were at the Canadian Screen Awards celebrating achievements in Canadian entertainment. Head to my channel to see all of ...
20170318, Michelle Romanow @ Shenzhen summit, Toronto, Canada, 深圳市多倫多晚會.
20170318, Michelle Romanow @ Shenzhen summit, Toronto, Canada, 深圳市多倫多晚會.
“I think the VC market is in a really interesting place... there has been way less exits because a lot of companies have stayed private for a lot longer... There is now going to be a lot of dead software companies in a lot of these companies right now. And so that space is going to shift a little bit there.”
“We have 100% tall poppy syndrome in this country. It's like as soon as someone gets too successful, we just put all of our resources into not celebrating them, not cheering them on about trying to tear them down. Oh, you're the tallest poppy. We should snip you down.”
“The more money you raise, the more money you spend. And building something that at its core is capital efficient... owning a bigger percentage of a medium outcome can be completely life-changing. Whereas, if you're owning 10% of your company... you control a lot less of your destiny the more capital you raise.”
“There's a company with, I don't know, half a billion dollars of revenue that's now trading at basically a one times multiple, whereas a couple years ago you were seeing SaaS companies trade at like 10 times forward because people saw SaaS revenue is so stable.”
“At Clearco, I know women historically get 2% of venture capital dollars. More than half of our founders were women, and that's just because we use data to look at how their business was performing; women go bankrupt far fewer times and generally make more money.”
“The single best investor you can have is your customers' money. The ideal business for most founders is when you can hold 100% of the equity yourself and your customers are funding your growth.”
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