Strategic IT & Program Leader

Meet
Cindy Okosun

Community Builder · Speaker · Author · Educator — Empowering individuals and organizations through digital transformation, coaching, and purposeful leadership.

4
Board Roles
6+
Services
2
Major Awards
3
Continents
Leadership

Board Leadership Roles

Cindy actively shapes communities and institutions through dedicated board leadership across Canada.

Board Director
Rising Oaks Learning Ontario
Board Director
Support Black Charities
Board Director
Cambridge Federal Liberals Association
Board Director
Nigerians in the Region of Waterloo
Recognition

Press & Awards

Nationally recognized for excellence in leadership, entrepreneurship, and community impact.

40 Under 40, Canada
Business Elite Awards · 2025
40 Under 40, Canada
Women of Distinction Award
YWCA Cambridge · 2025
Women of Distinction Award
20 Black Female Entrepreneurs — Canada's Total Mom Pitch Semifinalist
Women of Rubies · 2020
20 Black Female Entrepreneurs — Canada's Total Mom Pitch Semifinalist
YWCA Women of Distinction Nominee
Cambridge Today · 2020
YWCA Women of Distinction Nominee
Works & Talks

My Works & Talks

Speaking engagements, training sessions, and thought leadership in action.

PME Academy – Lead Consultant
Training

PME Academy

Lead Consultant — Become a project management expert in 6 weeks

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Mastering Projects – Real-World Hacks for a Competitive Market
AI-Powered Success – Afriwat Hub Expert
Convener – The PM EXPO
Event

The PM EXPO

Convener — Bringing together project management professionals

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The LIFT Business Summit – Speaker
Mastering ERP Projects: Winning strategies from the Experts – Book cover
What I Offer

My Services

From keynote speaking to consulting — every service is crafted to inspire growth and drive transformation.

Personal Branding

Ready to embark on personal projects? Reach out to Cindy for branding insights, where passion meets purpose in every creation.

Book a session

Mentorship & Coaching

Empower your journey with Cindy's personalized mentorship and coaching for emerging and established professionals across industries.

Book a session

Online Courses

Unlock your potential by connecting with Cindy O's specialized online courses in Project Management and IT domains.

Explore courses

Keynote Speaking

Connect with Cindy to deliver empowering speaking engagements that inspire and authentically connect with your audience.

Book a talk

Books

Dive into empowering literature authored by Cindy O. Her debut book Mastering ERP Projects is available now on Amazon.

Order on Amazon

Consulting

Expert guidance on Digital Transformation, PMO Setup, Policy and Process Formulation, and Strategic Management.

Get in touch
Community

Voices From My Community

Cindy's speaking engagements and coaching in project management and AI bring a unique depth and perspective that truly resonate with her audience, demonstrating her unwavering professionalism. It is her ability to connect on a personal level while conveying core values that makes her insights impactful and inspiring.

Community Member
Community Member
Program Participant

Cindy Okosun's leadership capacity shines through her ability to connect deeply with her team, consistently reflecting professionalism and genuine values in every interaction. Her strategic decision-making demonstrates remarkable depth and perspective, positioning her as a trusted voice in shaping her personal brand portfolio.

Community Member
Community Member
Mentorship Program