Founder Development · Measurement · Ecosystem Advisory
Progress
you can prove.
Waymark helps Black-led Entrepreneurship Support Organizations
prepare founders for commercialization, measure their progress, and
strengthen their role in Canada’s business and innovation ecosystem.
Moving beyond participation metrics.
Strong programming should leave behind more than
just attendance records.
It should leave founders equipped to make sound decisions, execute with confidence, and move their businesses forward.
Leaving clear evidence of the progress made along the way.
From program delivery to institutional impact.
Waymark works across the three key areas where stronger outcomes are built.
Pathways
Founder Development
Practical founder programs built around commercial milestones, applied learning, and structured checkpoints.
Proofpoints
Measurement & Evaluation
Measure changes in founder capability and business activity and communicate the impact that matters.
Positioning
Advisory & Intelligence
Understand your ecosystem, close critical gaps and build a role your organization can credibly own.
Progress that goes beyond the programming.
Why Waymark
Built around the realities of the work.
01
Founder Informed
Firsthand venture-building experience keeps our work grounded in the decisions, uncertainty and execution founders face every day.
02
Institutionally Fluent
We understand program delivery, accountability and reporting, helping ESOs turn their work into clear evidence of progress and impact.
03
Culturally Grounded
Designed for Black and racialized founders, our approach combines cultural understanding with high standards and commercial discipline.
04
Outcome Oriented
We move beyond participation counts to track the milestones, capabilities and business activity that show whether founders are actually moving forward.
Waymark
by the numbers
+10
yrs of expertise
+45
coached globally
>$22M
raised by our founders
About Waymark
Waymark is a founder-led advisory practice working across founder development, outcomes measurement, and ecosystem strategy.
Our approach is grounded in more than a decade of building ventures, navigating capital, and supporting early-stage founders across Canada.
That experience shapes how we work with both sides of the ecosystem: the founders expected to progress and the organizations accountable for helping make that progress possible.
English & French engagements available.
Charles F. Milton
Founder & Principal
Waymark 1837
Build the capacity. Capture the progress.
Whether you are strengthening founder programming, improving how you measure impact or defining your role in the ecosystem, Waymark can help turn your intentions into structured, measurable progress.
Waymark 1837 © 2026 . All rights reserved.
Waymark 1837 is the operating name of Waymark 1837 Insights & Advisory Group Limited.
Waymark 1837 is a consulting practice operating in Kjipuktuk in Mi’kma’ki, the ancestral and unceded territory of the Mi’kmaq, and works with organizations across what is now known as Canada. We recognize that our work and the economic opportunities it seeks to create benefit from the lands, relationships, and Treaties that make this work possible. We honour the Peace and Friendship Treaties and recognize our shared responsibilities as Treaty People.