This episode of the CFO Playbook features an interview with Rebecca Kacaba, CEO & Co-Founder of Dealmaker, the leading platform turning all capital raise types into simple ecommerce.

Rebecca practiced law on Bay Street for over 10 years, founded the startup practice group at one law firm, and was co-chair of the Toronto Venture Technology and Emerging Growth Companies Group. Rebecca’s vision and drive have landed her in Lexpert’s Top 40 Under 40 and recognized as one of North America’s most innovative lawyers by the Financial Times. Rebecca led DealMaker to be Canada’s 3rd Fastest Growing Company 2022. 

In this episode, Rebecca talks about equity crowdfunding as a go-to method for raising capital, leading and persevering through the global pandemic, and provides advice for aspiring female entrepreneurs as she is considered one of the most powerful women in Canada.

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Guest Quotes:

“If you think about that [equity crowdfunding] versus the traditional process of walking into a boardroom and shaking hands and heuristics based on appearance and even just joking around and making connections with people. That is a different process fundamentally than putting up the value prop of your business online. A quick video elevator pitch, and that's what's gonna resonate with people. So it moves away from who the founder is and the founder presenting the story to, Hey, here's the idea. Does the person investing over the internet really connect with this idea?”

"Maybe you have a CEO who doesn't get along with institutional capital well, or maybe control is important to your founder. And equity crowdfunding can be a really meaningful way for them to set their own terms, go to market, get capitalized, and continue lots of companies."

“We try to treat our team as well as possible, but ultimately, having a strong culture, we know what we are, we know we're a culture of high performers, and other high performers wanna be a part of that. And that's a very unique culture.”

“I think to me, finance is such a cool function because when you have strong control over the numbers, it can play a really predictive, forward looking role in the organization in terms of helping filter through acquisition targets and modeling future revenues as part of the capital raising process. I think traditionally a lot of people think of finance and back-office as just back looking, and to me, the power of finance is in the forward looking aspect of the numbers and what the numbers can tell you about the future.”

“I had practice zooming into detail and then zooming back out as a partner from a macro perspective and I think that's really what's required of you as a growth company CEO. You have to know when to jump in on something and dive down into the weeds, and then you have to know when to pull back up and stay at a high level.”

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Topics:

02:34 Rebecca’s background and the birth of DealMaker

03:56 Equity crowdfunding as a go-to method for raising capital

07:12 Role of a growth company CEO

09:57 Leading through a global pandemic

12:00 Future plans at DealMaker

14:25 Qualities of a great CEO

17:15 Hiring and employee retention

20:35 Data analytics in equity crowdfunding

23:31 Mentorship in business

26:07 Advice for aspiring female entrepreneurs

28:34 Lessons learned from mistakes

29:21 Advice for CFOs

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Sponsor:

This show is brought to you by Soldo, the brighter way to manage business spending and expenses. With Soldo, you can control every expense, track spend in real time, automate financial reporting, and then use those insights to fuel growth. Learn more at Soldo.com

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Links:

Connect with Rebecca on LinkedIn