Rebecca Kacaba, DealMaker CEO & Co-Founder, wins Most Admired CEO Award

Rebecca Kacaba,  DealMaker’s CEO and co-founder, has been announced a winner of Waterstone Human Capital’s Most Admired CEO award for 2023. In co-founding and leading DealMaker, Rebecca has embodied the essence of entrepreneurial spirit, drive, and hustle. As a trailblazing female CEO for a tech company operating in the predominantly male capital markets, Rebecca is rewriting the playbook for entrepreneurship. Pairing unapologetic ambition with ingenuity, she is committed to driving change in the capital markets and doing business the right way. 

As CEO and Co-Founder, Rebecca has spearheaded DealMaker’s growth with the same intensity and vision that shaped her law career. Rebecca spent over a decade practicing law before founding DealMaker, taking an ambitious leap from her partnership at the world’s largest law firm to build a financial technology company in 2018. Seeing the need to disrupt the costly, lengthy, and still paper-based capital raise process for both public and private companies, Rebecca and her Co-Founder Mat Goldstein set out to disrupt the status quo and making raising capital as simple as eCommerce.

Under her leadership, DealMaker has been one of Canada's Top 10 Fastest Growing Companies two years in a row as ranked by the Globe & Mail's Report on Business and a 2023 Deloitte Fast 50 Company-to-Watch. With a deep commitment to fostering a work culture that encourages ingenuity and creativity, Rebecca has helped guide DealMaker to land the second spot on Fast Company’s Best Workplaces for Innovators list.  

Mat Goldstein, CSO & Co-Founder of DealMaker, comments: “Rebecca is brave, determined, and an unstoppable force when it comes to what she sets out to accomplish. She has risen to the very top of her field in business law, capital markets, and now, technology. Rebecca’s exceptional dedication to excellence is an inspiration for us all.”

Throughout scaling the business, Rebecca has remained true to her core values and purpose in founding DealMaker - the democratization of wealth and opportunity across society.  By helping create the conditions for founders to raise capital online, Rebecca’s work is instrumental in expanding business opportunities for underrepresented founders. 

“Receiving this accolade is an absolute honour,” says Rebecca Kacaba. “Thank you so much for this incredible recognition! This award is also a testament to the team around me - I am endlessly grateful for them, as well as to our entrepreneurial clients who push us forward every day. I truly couldn’t be more proud of what DealMaker has been able to accomplish in such a short period of time and I’m ecstatic for what the future holds!”

 “The 2023 Canada’s Most Admired award recipients exemplify how culture drives performance, especially in the face of economic uncertainty and other recruitment and retention challenges,” says Marty Parker, President and CEO of Waterstone Human Capital and Chair of the Canada’s Most Admired™ program. “This year’s winners are leveraging culture to drive growth and success in today’s highly competitive talent market through the acquisition, retention, and optimization of high-performance leaders, teams, and corporate cultures.”

“This year’s winning leaders and organizations actively craft culture in alignment with their purpose and values every day, and help drive culture as a competitive advantage,” says Parker. “On behalf of Waterstone Human Capital and our partners, we look forward to celebrating this year’s winners and the impact culture is having on their success.”

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