Cornerstone Strategy Group LLC is a business, nonprofit, and organizational development firm helping leaders move from vision to formation, from formation to structure, and from structure to sustainable growth.
About Cornerstone
We provide startup support, website development, organizational systems, program development, grant readiness, grant writing, compliance guidance, and strategic coaching. Through Cornerstone Community Impact, we also invest in women's empowerment, workforce development, coaching access, and community-resource navigation.
With hands-on experience inside nonprofits and community organizations, LaTosha has built systems, led multi-million-dollar initiatives, and coached leaders through strategic transformation across Chicago. She founded Cornerstone on one core belief: strong structure enables lasting impact.
Our Expertise
We help organizations identify gaps, align vision with operations, and build infrastructure for sustainable growth.
Build scalable infrastructure for growth and lasting impact.
Clear governance and roles that empower teams and reduce confusion.
Clear vision and actionable roadmaps aligned with your mission.
Navigate compliance and establish operational systems built to last.
Coach leaders to maximize their strategic impact.
Build partnerships that deepen community reach and sustained change.
How We Work
We start by deeply understanding your organization's current state, challenges, and aspirations.
Together, we create operational roadmaps and structures aligned with your mission.
We help you implement systems and build leadership capacity to execute strategy with confidence.
Track Record
LaTosha has supported organizations across Chicago, contributed to multi-million-dollar community initiatives, and worked alongside nonprofit and community leaders building sustainable impact.
Organizations
Supported through capacity building
Community Initiatives
Contributed to coordination and implementation
Leaders
Worked alongside through coaching and training
"Cornerstone brought clarity to our strategy, professionalism to our operations, and confidence to our leadership team. We've scaled our impact because we now have a stronger foundation."
— Executive Director, Community-Based Organization
Our Foundation
Transparent, honest guidance grounded in your reality. No shortcuts, no templates that don't fit.
Strategic frameworks and thoughtful execution. Your success built on solid ground, not assumptions.
True partners in your mission. Change happens through listening and shared commitment.
We invest in sustainable capacity, not quick wins. Our goal is your thriving organization for decades to come.
Leadership & Experience
With years of hands-on experience in nonprofit operations, community development, and organizational leadership, LaTosha brings strategic rigor and real-world understanding to every engagement.
LaTosha has supported complex organizations throughout Chicago across violence prevention, workforce development, youth programming, and community engagement. Her experience spans multi-million-dollar public and state-funded initiatives, where she coordinated implementation, ensured compliance, and developed operational systems.
Known for her ability to bring structure and clarity to organizations, LaTosha combines professional rigor with deep community-centered thinking and a commitment to authentic, lasting impact.
LaTosha believes strong organizations are built through structure, strategy, and accountability—not just funding. She partners with leaders to build the infrastructure and leadership necessary to operate effectively and secure funding with confidence.
Our Team
Diverse expertise, deep nonprofit experience, and shared commitment to building strong organizations.
Lead Organizational Development Strategist
Kenya brings deep expertise in organizational development, capacity building, and strategic planning. Passionate about empowering mission-driven organizations to build sustainable systems and unlock growth.
Visit Kenya's Website
Operations Manager
Operational leader who ensures smooth execution and excellence across all initiatives. Manages logistics, compliance, and team coordination to deliver high-quality client outcomes.
Get in TouchLet's discuss how capacity building, strategic planning, operational excellence, and strong leadership can strengthen your organization and advance your mission for sustainable impact.