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

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Today Rebecca Kacaba, DealMakers CEO and co-founder, has been announced a winner of Waterstone Human Capitals 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 DealMakers 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 worlds 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 Companys 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. Rebeccas 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, Rebeccas 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 couldnt be more proud of what DealMaker has been able to accomplish in such a short period of time and Im ecstatic for what the future holds!

The 2023 Canadas 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 Canadas Most Admired program. This years winners are leveraging culture to drive growth and success in todays highly competitive talent market through the acquisition, retention, and optimization of high-performance leaders, teams, and corporate cultures.

This years 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 years winners and the impact culture is having on their success.

To date, DealMaker has processed over $2B in transactions and over one million investments – more than any counterparts or competitor in North America. DealMakers technology was deployed in eight of the 10 largest online capital raises globally in the past 14 months. Issuers and organizations in the capital markets can learn more about DealMaker at

About DealMaker

DealMaker is making online capital raising mainstream with a sophisticated suite of primary issuance and shareholder management solutions, including investor ranking algorithms and data analytics tools. Its mission is to put brands and founders back in control, running streamlined, successful capital raises in one centralized platform for investors globally. The company has offices in Toronto, Canada; Austin, Texas; and Tampa, Florida. Visit for more information.

About Waterstone Human Capital

At Waterstone, we inspire organizations to build high-performance teams and cultures. We are a leading cultural talent management professional services firm working with entrepreneurial minded, high-growth organizations that see culture as their single greatest asset. We support organizations in unleashing the power of their corporate culture to drive growth and performance through: our best-in-class executive search and recruitment practice; and the Waterstone Culture Institute, a proven resource for organizations looking for culture transformation, culture measurement and advisory, leadership assessment, and leadership and team development services. Waterstone is also the founder of the Canadas Most Admired Awards programs. These national programs annually recognize best-in-class Canadian organizations, CEOs, and Chief People and Culture Officers for fostering cultures that enhance performance and help sustain a competitive advantage.

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Contact Details


Natasha Jose – Marketing & PR Manager

[email protected]

Most Admired Awards, Waterstone Human Capital

Robyn Levy, Program Manager

+1 416-408-4545

[email protected]

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