Fractional CTO/CIO
Retained strategic technology leadership — roadmap development, vendor management, team oversight, and board reporting — without the full-time executive cost. Engagements structured monthly, minimum 6-month terms.
Clarity Through Experience
Cavalier Consulting provides Fractional CTO, CIO, and CISO services to family offices, nonprofit organizations, and growth-stage companies — delivering senior technology leadership without the full-time executive cost.
We specialize in organizations where technology decisions carry real financial and operational consequences — and where trusted, independent guidance matters most.
Multi-generational wealth structures depend on secure, reliable technology they can trust. We provide dedicated technology leadership for single and multi-family offices — protecting sensitive data, ensuring vendor accountability, and aligning technology with your legacy and values.
Family Office ServicesMission-driven organizations deserve technology that amplifies impact rather than consuming resources. We bring enterprise-grade technology strategy to nonprofits — protecting donor data, ensuring regulatory compliance, and stretching every technology dollar further.
Nonprofit ServicesScaling operations require technology that can keep pace. We provide the strategic CTO-level oversight growing companies need — without the $300K+ full-time salary — to build infrastructure that scales.
Technology risk is often the greatest hidden liability in acquisitions. We provide pre-close technology due diligence, post-acquisition integration planning, and transformation leadership that protects deal value.
From ongoing retained leadership to targeted project engagements, every service is designed to deliver executive-level technology expertise at every stage of your organization's growth.
Retained strategic technology leadership — roadmap development, vendor management, team oversight, and board reporting — without the full-time executive cost. Engagements structured monthly, minimum 6-month terms.
Dedicated cybersecurity leadership — policy development, risk management, compliance program oversight, vendor security review, and incident response planning. Essential for organizations handling sensitive financial or donor data.
Full-engagement temporary leadership during executive transitions. We step in on short notice, stabilize the technology organization, and maintain momentum while you conduct a permanent executive search.
Project-based advisory covering digital transformation roadmaps, AI and automation opportunity scans, vendor selection and RFP management, and technology architecture planning for complex environments.
Pre-acquisition technology assessments for acquirers, investors, and PE firms. We identify the technical liabilities, hidden costs, and integration risks that destroy deal value before you sign — protecting your investment.
Fixed-scope diagnostic engagements — Technology Health Check™, Cybersecurity Baseline, Cloud Readiness Assessment, and IT Spend Analysis — delivering prioritized, actionable findings in 2–3 weeks.
Technology is like an assembly line. Most consultants know how to install the windshield. We know how to build the entire car.
Most technology advisors are siloed — the Salesforce expert who only knows Salesforce, the cloud architect who has never touched security. Cavalier brings genuine cross-functional breadth across hardware, software, networks, cloud, data, security, and business systems. We see how each layer affects every other — and make recommendations accordingly.
Brandon gave us the technology leadership we desperately needed without asking us to make a $400,000 commitment. Within 90 days he had rebuilt our vendor relationships, documented every critical system, and presented a roadmap our board actually understood.
We were about to close an acquisition when Brandon's due diligence uncovered three critical technology liabilities the target had never disclosed. We renegotiated the price and saved considerably more than his entire engagement fee in the process.
As a family office, we needed someone who understood both the complexity of our holdings and the sensitivity of our data. Brandon thinks like an owner, not a vendor. He has become an indispensable part of how we manage and protect our technology.
Headquartered in Tampa with presence in Washington, DC and New York — serving clients across the United States.
DC Metro Area
DC@cavalier-consulting.com
Focus: Government contractors, professional services, federal-adjacent organizations
New York Metro Area
Focus: Family offices, M&A transactions, financial services, major enterprise
Schedule a complimentary 30-minute discovery call. No sales pitch — just a substantive conversation about where you are, where you want to be, and whether Cavalier is the right fit.