Builder of Trust & Momentum in Fintech | Delivery-Focused Strategist | AI Explorer
With 20+ years in fintech, payments, and public policy, I’ve worked at the intersection of innovation, regulation, and real-world delivery—leading national initiatives, bringing products to market, and helping shape the infrastructure that powers how money moves in Canada today.
I’ve held senior leadership roles at Interac Corp, CIBC, National Bank of Canada, AOL, and high-growth fintech startups. My work spans new product launches, regulatory strategy, ecosystem partnerships, and public–private initiatives that have made a measurable impact across Canada’s financial system.
What drives me? Solving the messy, high-stakes challenges—the ones that require trust, creativity, and coordination across silos. I think like a strategist but move like a builder—always focused on turning insight into momentum.
Through DeepPoole Advisory, I work with fintechs, founders, and small business owners who are navigating complexity and need trusted, hands-on support to:
I specialize in fractional delivery support—offering experienced execution that meets real-world business needs.
I’m a builder, connector, and translator—comfortable in boardrooms, government working groups, and founder brainstorms alike. I approach problems like a consultant: curious, collaborative, and focused on creating long-term value. I bring clarity, consistency, and calm to complex situations.
Trust is the real currency of financial systems—and the foundation of my work. Whether advising on payments modernization or supporting an early-stage founder’s next big step, I lead with transparency and follow-through.
I’ve recently completed advanced training in AI for business strategy, prompt engineering, and intelligent agent development—and I’m building custom AI assistants designed to help small businesses boost productivity and make smarter decisions. It’s an exciting space—and one where accessible, ethical guidance is urgently needed.
I’m open to contract roles, advisory engagements, and mission-aligned collaborations. If you’re looking for someone who can bridge strategy and delivery, spark momentum, and help turn complexity into clarity—let’s talk.
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