Strategic Guidance for Leaders Navigating Complexity and Change
Jerome Leonard is a seasoned advisor, strategist, and technologist who helps leaders make clear decisions in high-pressure, high-stakes environments.
About Jerome
Jerome Leonard is a globally recognized strategist and enterprise advisor with more than 25 years of experience leading digital transformation, cybersecurity, and systems integration for Fortune 100 companies, public sector agencies, and global nonprofits.
He has served organizations like Verizon, Marriott, the American Red Cross, and the City of New York—guiding complex initiatives in risk, compliance, cloud, and IT infrastructure across the U.S., Europe, South America, and Australia.
A certified expert in Azure, AWS, and CISSP, Jerome is trusted not only for his technical depth—but for his rare ability to simplify complexity, bridge strategy and execution, and support leaders with clarity under pressure.
What Jerome Brings
- Enterprise-grade insight, grounded in real-world leadership
- Calm, high-trust presence in high-stakes rooms
- Ability to translate complex tech into board-ready strategy
- Deep experience with cybersecurity, CRM, and compliance
- Strategic thinking across tech, risk, operations, and growth
- A trusted advisor for leaders balancing ambition and alignment
Signature Services
Jerome Leonard offers high-touch strategic services to empower boards, C-suite executives, and organizational leaders facing high-stakes decisions, digital complexity, and rapid change. His offerings are grounded in governance, technology, and transformation—and tailored to drive measurable results.
Board and C-Suite Diagnostics
Evaluate the effectiveness of board governance, C-suite alignment, and stakeholder synergy. Includes board effectiveness assessments, stakeholder alignment reviews, and governance best practices audits.
Strategic Planning and Goal Development
Facilitated sessions to help boards and executives align around mission, vision, and priorities. Includes OKR/KPI development, risk/opportunity mapping, and investor positioning support.
Executive Decision-Making Support
Improve leadership clarity in moments that matter most. Includes structured decision-making tools, scenario planning, crisis response, negotiation coaching, and board-C-suite collaboration frameworks.
Cybersecurity Advisory and Risk Management
Equips boards and leaders with tools and knowledge to govern cyber risk responsibly. Includes governance audits, threat intelligence briefings, risk oversight training, and compliance advisory.
Product and Service Development Strategy
Support for boards and innovation leaders to refine market positioning and go-to-market strategy. Includes market and trend analysis, innovation facilitation, product portfolio evaluation, and launch strategy guidance.
CISO & Executive Advisory
Confidential, strategic partnership for tech and risk leaders managing board visibility, digital transformation, or high-pressure change.
Technology Integration & Risk Consulting
Enterprise-level insight on aligning technology infrastructure with business strategy—balancing security, compliance, and agility.
Training & Thought Leadership
Custom cybersecurity and cloud strategy training for teams adopting Azure, AWS, or digital transformation frameworks.
Jerome’s Philosophy
Leadership is about alignment—between your goals, your systems, and your people.
Whether you’re a CISO protecting your enterprise or a public sector exec scaling digital infrastructure, the pressure is real. But you don’t have to carry it alone.
Jerome brings clarity, calm, and a path forward.
“My job isn’t just to advise—it’s to make sure you’re positioned to lead wisely, strategically, and with confidence.”
Client Transformation
Consider short quotes like:
“Jerome’s ability to simplify complexity is unmatched. He helped us gain clarity on our tech roadmap and communicate it clearly at the executive level.”
— [Client Name, Title]
Speaking & Training
Jerome is also available for executive briefings, cloud technology training, and board-level strategy facilitation.
Topics include:
- Demystifying Digital Transformation
- Cloud Strategy for Executives
- Cybersecurity Risk & Board-Level Communication
- From Chaos to Clarity: Leading Through Complexity
Want to bring Jerome to your boardroom, offsite, or training session?
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Let’s Connect
Whether you’re building a brand, growing a business, or navigating change—Kelly provides the clarity and confidence to help you succeed. Ready to elevate your success?