Growth, Partnerships & Strategy for Ambitious Fintechs and Small Businesses
Helping fintechs & small businesses unlock growth, harness AI with confidence and reach new markets across Canada and beyond

Helping fintechs & small businesses unlock growth, harness AI with confidence and reach new markets across Canada and beyond
DeepPoole Advisory exists to clear the path for ambitious fintechs and small businesses—turning complexity into strategic advantage and helping them compete and grow in markets across Canada and internationally. We help you navigate Canada’s payments ecosystem, build strong partnerships, and harness practical, accessible AI to boost productivity, sales, and sustainable growth with a human-centered approach.
We don’t just advise; we work alongside founders, owners, and teams to demystify AI and teach practical ways to integrate it into daily operations—empowering small businesses to level up and compete with confidence.
For fintechs, we offer deep industry expertise to help amplify your market presence, define your value proposition clearly, and craft compelling investor pitches that close deals. With over 20 years of executive experience spanning leadership roles at Interac Corp, National Bank of Canada, CIBC, AOL, The Gap, fintech startups, and retail small businesses, we bring unmatched insight into the challenges and opportunities across industries.
Our work includes engagements with all levels of government on policy creation and regulatory change, as well as collaboration with Payments Canada, the Bank of Canada, and various industry advisory groups—giving us the access, credibility, and understanding needed to accelerate your success in one of the world’s most tightly regulated markets.
Whether you’re looking to integrate with payment rails, form strategic partnerships, adopt AI to streamline and grow, secure funding, or simply tell your story with clarity and impact, DeepPoole Advisory bridges the gap between vision and real-world traction.
Simplify complexity. Unlock growth.
Navigating Canada’s payments ecosystem or building strategic partnerships doesn’t have to be overwhelming. We make it clear and practical.
Whether you’re launching or expanding a fintech product, looking to integrate with Canada’s payment infrastructure, or wanting to better understand regulatory requirements and partnership pathways—we guide you through the process and connect you with the right stakeholders to deliver results.
We also help you identify and cultivate partnerships that unlock scale—through direct integrations, platform partnerships, or third-party enablers. With deep knowledge of Canada’s payments and fintech ecosystem, we’ll help you build a plan that aligns with your goals and delivers measurable growth.
Turn your big idea into a clear, compelling story.
Your pitch isn’t just slides—it’s your chance to win trust, attract capital, and build the right partnerships. We help founders and startups refine their value proposition, target the right audience, and craft investor-ready pitch decks that resonate.
Our process sharpens your message, clarifies your ask, and ensures you deliver with confidence. The result isn’t just a better pitch—it’s a clearer roadmap for growth and go-to-market success.
Make AI your competitive advantage.
AI doesn’t have to be complicated, expensive, or reserved for big companies. We help small business owners truly understand what AI can do for them—and how to use it effectively.
Think of Agentic AI like the browser was to the early Internet. It turns something complex into a simple, accessible tool you can use every day to get real work done. From automating repetitive tasks to improving customer communication or sales processes, we show you practical, human-centered ways to apply AI so you can level up your business without losing your personal touch.
We don’t just tell you what AI is—we teach you how to use it confidently to boost productivity, grow sustainably, and stay competitive.
Turn big plans into real results.
Ambitious goals need structure and experienced leadership to succeed. We offer fractional program management to keep your initiatives on track—from product launches to partnership rollouts.
Think of us as an extension of your team, bringing the structure, follow-through, and accountability you need to execute with confidence and focus on growth.
Learn it. Build it. Apply It.
A hands-on, live cohort experience designed to move you from AI theory to real-world application.
Over 4 weeks you will learn how to:
This interactive program blends live workshops, peer learning, and take-home toolkits so you can put AI to work in your business with confidence all while staying authentic to how you work with customers.
Building inclusive fintech networks in Atlantic Canada
DeepPoole Advisory’s Michele Poole is the proud Co-Founder of Finclusiv Edge, a women-led nonprofit initiative that connects fintech founders, entrepreneurs, and newcomers to the networks, resources, and community they need to succeed.
By fostering collaboration, inclusion, and practical support, Finclusiv Edge helps strengthen the fintech ecosystem while opening doors for underrepresented voices and new talent.
Because good ideas begin with a connection, and we’re here to turn them into something impactful.
We don’t keep typical office hours, but we do keep commitments. Expect a thoughtful reply within 1–2 business days.
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