Leadership, AI Readiness & Human-Centered Modernization.
I help mission-driven organizations, founders, and professionals navigate modernization, operational complexity, and AI adoption in ways that actually support the humans inside them.
Founder of Waggle.ai · Strategic Advisor · Systems Thinker · Ecosystem Architect
Choose Your Path
Where would you like to start?
01 · Organizations & Teams
For organizations navigating modernization.
Leadership readiness, organizational assessments, strategic advisory, and implementation support for mission-driven teams.
- Leadership Readiness Intensives
- Organizational Assessments
- Strategic Advisory
- Implementation Support
02 · Founders & Professionals
For founders building the next chapter.
Strategic clarity, AI integration, reinvention, and advisory for founders and operators designing the next 12 months of work.
- Strategic Architecture Sessions
- Founder Advisory
- AI Clarity Programs
- Workshops
03 · Speaking & Events
For convenings, stages, and leadership rooms.
Keynotes, workshops, retreats, and leadership development experiences for the AI era.
- Keynotes
- Workshops
- Executive retreats
- Team training
WHO I WORK WITH
The people I work with are often standing at the edge of what’s next.
Together, we make sense of the possibilities and chart a path forward.
01
Mission-Driven Organizations
Nonprofits, educational institutions, workforce development organizations, foundations, and community-centered initiatives navigating modernization, growth, and AI adoption.
02
Founders & Professionals
Founders, consultants, independent professionals, and emerging leaders navigating reinvention, strategic clarity, AI integration, and growth.
03
Leadership Teams
Executive leaders and operational teams seeking alignment, implementation readiness, organizational clarity, and sustainable modernization.
04
Strategic Ecosystems
Civic organizations, coalitions, leadership networks, associations, and ecosystem partners advancing workforce readiness, digital equity, community impact, and human-centered innovation.
In their words
Working with Diana was one of those conversations that shifts how you think almost immediately. She has a rare ability to make complex, fast-moving technology feel practical, grounded, and genuinely useful for real teams and organizations. In a short amount of time, she helped us think more clearly about communication, operations, and where AI could meaningfully support the work we’re doing without losing the human side of it. What stood out most was her ability to connect strategy, systems, and people in a way that felt thoughtful, actionable, and easy to trust.
The practice — in one line
Helping humans and organizations
adapt without losing themselves
in the process.
Reduce overwhelm
Operational clarity
Sustainable workflows
Before you write
Helping people and organizations modernize
without losing their humanity.
I work with a limited number of mission-aligned partners at a time. Telling me what you’re working on is the best way to start.