Cavalier Consulting | Strategic Technology Advisory
Strategic Technology Advisory

Executive Technology Leadership
On Your Terms

Fractional CTO and CIO advisory for family offices, nonprofits, and businesses—providing strategic technology counsel without the executive-level commitment.

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About Cavalier Consulting

Independent strategic technology advisory for modern organizations

We provide executive-level technology counsel to family offices, nonprofits, and businesses—delivering unbiased strategic guidance without implementation commitments.

Advisory Services

Strategic Technology Consulting

Fractional CTO/CIO Advisory

Part-time executive technology leadership. Strategic counsel on architecture, governance, innovation roadmaps, and organizational alignment—without the full-time commitment.

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Technology Strategy & Roadmapping

Multi-year strategic planning that aligns technology investments with business objectives. Develop actionable roadmaps with clear priorities and measurable outcomes.

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Cybersecurity & Risk Advisory

Strategic security counsel and risk assessment. Guide security posture, compliance frameworks, threat management strategies, and board-level security governance.

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AI & Innovation Strategy

Artificial intelligence and emerging technology advisory. Evaluate AI opportunities, develop adoption roadmaps, establish governance frameworks, and guide responsible innovation.

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Cloud & Infrastructure Advisory

Cloud strategy and infrastructure planning. Guide migration decisions, architecture design, multi-cloud strategies, and cost optimization approaches for scalable operations.

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Technology Due Diligence & Vendor Selection

Independent evaluation of technology decisions, M&A technical assessments, and unbiased vendor selection. Provide objective counsel on partnerships and technology investments.

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Our Areas Of Advisory Expertise:

Strategic Planning Executive Advisory Technology Due Diligence AI & Machine Learning Cybersecurity Strategy Cloud Architecture Family Office Technology Nonprofit Advisory AgTech Strategy Digital Transformation Risk Management Governance Frameworks Vendor Evaluation Technology Roadmapping
Why Cavalier

Independent Strategic Advisory

Executive-level technology counsel from seasoned advisors who've guided organizations through complex technology decisions and transformations.

Unbiased Advisory Perspective

Independent consultants with no vendor relationships or implementation commitments. Our only agenda is your strategic success and informed decision-making.

Flexible Advisory Models

From one-time strategic assessments to ongoing fractional leadership, we adapt our counsel to your needs—scaling engagement as your organization evolves.

Sector-Specific Expertise

Deep advisory experience in family office operations, nonprofit governance, and agricultural technology—we understand your unique challenges and opportunities.

Strategic Insights

Technology Leadership Perspectives

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Featured Insight
AI Strategy

How AI Will Transform Strategic Technology Decisions by 2026

The evolution of AI-assisted decision-making and what technology executives need to know about advising in an AI-augmented landscape.

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Strategic Planning

Building Effective Technology Advisory Boards

Structuring independent technology counsel for optimal strategic guidance and board-level oversight.

 Risk Management

Cybersecurity Due Diligence Framework

A strategic approach to evaluating security posture for mergers, acquisitions, and vendor partnerships.

 Decision Framework

Build vs. Buy vs. Partner: A Strategic Model

Decision framework for evaluating technology investment options and partnership strategies.
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Leadership

Meet Our Founder

Brandon Lind, Founder & Chief Technology Officer

Brandon Lind

Founder & Chief Technology Officer

Brandon founded Cavalier Consulting in 2017 after two decades building and leading technology capabilities for national corporations and nonprofit networks. His career spans Fortune 500 enterprises including Maersk and Ferguson, where he developed expertise in large-scale technology operations, to building complete IT departments from the ground up for mission-driven organizations serving thousands of staff nationwide.

His approach to technology advisory is rooted in pragmatic, hands-on experience rather than theory. Brandon has architected and deployed enterprise mobility solutions for over 1,000 devices, implemented organization-wide security frameworks, designed custom reporting portals, and guided leadership teams through complex technology transformations. He's led development teams of 15+ engineers, managed multi-million dollar technology budgets, and successfully delivered production systems under aggressive timelines.

What sets Brandon apart is his ability to translate technical complexity into strategic clarity. Colleagues describe him as a pragmatic leader who demonstrates quiet confidence, includes subject matter experts effectively, and maintains perspective even in challenging situations. His wry sense of humor and collaborative approach make complex technology decisions more approachable for boards and executive teams.

At Cavalier Consulting, Brandon brings this depth of experience to organizations that need executive-level technology guidance without the full-time executive commitment. Whether advising family offices on technology governance, helping nonprofits navigate digital transformation, or guiding businesses through critical infrastructure decisions, he provides the strategic counsel that comes from building, managing, and optimizing technology at scale.

Beyond his consulting work, Brandon is committed to community service as a past Rotary President and active volunteer. He regularly participates in the Great American Teach In, introducing students to technology careers and inspiring the next generation of technology leaders.

20+ years experience with Fortune 500 corporations and national nonprofit networks
Built technology departments from the ground up, supporting 5,500+ staff nationwide
Deployed 1,000+ mobile devices in 4 days; managed development teams of 15+ engineers
Expert in enterprise mobility, security architecture, cloud strategy, and mobile device management
Past Rotary President, community educator, and mentor to emerging technology professionals
Proven track record deploying production systems under aggressive timelines without compromising quality
Brandon was very knowledgeable in Information Technology Management and served as a mentor to me throughout that first year of my journey. He built a capability from the ground up to support staff with their technology needs nationwide.
Former Team Member

Former Team Member

Technology Professional

Ready For Strategic Technology Counsel?

Schedule Your Advisory Consultation

Discover how fractional technology advisory can provide the executive-level guidance you need to make confident, strategic technology decisions.

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Initial strategic consultations are complimentary | Independent, unbiased counsel
Call 855.855.5101 | Headquarters: 5321 Memorial Hwy, Tampa, FL 33634
Serving Tampa, Boca Raton, Orlando, Jacksonville, Hampton Roads, Washington DC, and New York