Services | Cavalier Consulting - Strategic Technology Advisory
Strategic Technology Services

Strategic Technology
Advisory & Counsel

Independent technology consulting from fractional executive advisory to cybersecurity strategy, risk assessment, and technology planning—we provide senior-level strategic guidance to family offices, nonprofits, and discerning organizations.

20+ Years Experience
50+ Organizations Served
$100M+ Technology Value
37 States National Reach
Our Approach

Independent strategic technology counsel without vendor bias or implementation commitments

We provide objective, senior-level advisory services across technology leadership, strategy, architecture, security, and governance. Every engagement delivers unbiased recommendations grounded in your mission, informed by deep expertise, and designed to guide your decision-making with clarity and confidence.

Service Portfolio

Strategic Technology Consulting

Fractional CTO/CIO Advisory

Strategic executive technology counsel on a fractional basis. We provide architectural guidance, strategic planning, vendor evaluation, and board-level advisory without the commitment or cost of a full-time executive.

  • Technology strategy & roadmap development
  • Architecture assessment & planning guidance
  • Technology team advisory & mentorship
  • Vendor evaluation & selection counsel
  • Board presentations & executive briefings
Learn More

Cybersecurity & Risk Advisory

Independent security strategy counsel, risk assessment, and compliance framework guidance. We evaluate your security posture, recommend controls, and guide governance decisions to protect your digital assets.

  • Security posture assessment & audits
  • HIPAA, SOC 2, ISO compliance advisory
  • Incident response planning guidance
  • Security program strategy & roadmaps
  • Zero-trust architecture planning
Learn More

IT Operations Advisory

Strategic counsel on infrastructure management, operations optimization, and service delivery models. We evaluate your IT operations, recommend improvements, and guide vendor selection for managed services and support.

  • IT operations assessment & optimization
  • Managed service provider evaluation
  • Cloud strategy & vendor selection guidance
  • Disaster recovery planning advisory
  • Service delivery model recommendations
Learn More

Strategic Technology Advisory

Objective counsel for complex technology decisions and organizational transformation. We guide digital transformation planning, technology evaluation, M&A due diligence, and innovation strategy through independent, expert recommendations.

  • Digital transformation strategy & roadmaps
  • Technology stack evaluation & recommendations
  • M&A technology due diligence
  • Innovation strategy & emerging tech assessment
  • Technology governance framework design
Learn More

AI & Automation Strategy

Strategic guidance on artificial intelligence implementation, intelligent automation, and machine learning adoption. We assess AI opportunities, develop automation roadmaps, and advise on responsible AI governance and change management.

  • AI opportunity assessment & use case identification
  • Intelligent automation strategy & RPA advisory
  • Machine learning feasibility & planning
  • AI governance & ethical framework design
  • Automation vendor evaluation & selection
Learn More

Data Architecture & Analytics Strategy

Strategic counsel on data architecture, analytics platforms, and governance frameworks. We guide data warehouse design decisions, business intelligence strategy, and analytics program development to enable data-driven leadership.

  • Data architecture strategy & assessment
  • Business intelligence platform evaluation
  • Analytics program advisory & roadmaps
  • Data governance framework design
  • Analytics vendor selection guidance
Learn More

Software Development Strategy

Advisory on custom application strategy, integration architecture, and technology modernization. We guide build-vs-buy decisions, evaluate development vendors, and advise on software roadmaps that align with business objectives.

  • Application strategy & roadmap planning
  • Build-vs-buy decision framework
  • Development vendor evaluation & selection
  • Integration architecture advisory
  • Legacy modernization strategy
Learn More

Cloud Strategy & Architecture Advisory

Independent counsel on cloud architecture, migration strategy, and multi-cloud planning. We assess cloud readiness, develop migration roadmaps, and guide vendor selection across AWS, Azure, and GCP to optimize for your requirements.

  • Cloud readiness assessment & strategy
  • Migration planning & roadmap development
  • Multi-cloud & hybrid architecture guidance
  • Cloud cost optimization recommendations
  • Cloud vendor evaluation & selection
Learn More

Technology Due Diligence

Independent technology assessments for mergers, acquisitions, and vendor selection. Objective evaluation of systems, risks, and opportunities to inform strategic decisions.

  • M&A technology assessment
  • Vendor evaluation & selection
  • Technology stack analysis
  • Technical debt evaluation
  • Integration feasibility studies
Learn More
Our Methodology

A Proven Approach to Excellence

01

Discovery & Assessment

Comprehensive evaluation of your technology landscape, strategic objectives, and organizational context to identify opportunities and inform our recommendations.

02

Strategy & Recommendations

Tailored strategic recommendations with clear priorities, implementation guidance, and measurable success criteria aligned with your mission.

03

Advisory & Guidance

Ongoing counsel during implementation phases, vendor selection support, and decision-making guidance to ensure successful outcomes.

04

Strategic Oversight

Continuous strategic advisory, performance monitoring guidance, and recommendations for optimization as your organization evolves.

Why Cavalier

Independent Advisory Counsel

Objective technology guidance from senior advisors with no vendor relationships, no implementation obligations—only strategic counsel focused on your success.

Pure Advisory—No Implementation Bias

We provide strategic counsel only. No implementation services, no vendor partnerships, no product sales. Our sole agenda is delivering objective recommendations that serve your best interests.

Senior-Level Expertise

Every engagement led by principals with 20+ years of enterprise technology leadership. No junior consultants—only experienced advisors who understand your challenges.

Flexible Engagement Models

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

Industry Expertise

Sector-Specific Knowledge

Family Offices

Confidential, multi-generational technology strategies with discretion and sophistication.

Nonprofits

Mission-aligned technology that maximizes impact and ensures stewardship transparency.

Healthcare

HIPAA-compliant solutions, EHR optimization, and patient data protection strategies.

Financial Services

Regulatory compliance, cybersecurity, and fintech innovation for wealth management.

Professional Services

Secure infrastructure and collaboration tools for law firms and consultancies.

Agriculture & Horticulture

IoT integration, supply chain optimization, and precision agriculture technology.

AI & Automation

Strategic AI implementation, machine learning strategy, and intelligent automation advisory.

Manufacturing & Operations

Industrial IoT, process automation, and smart manufacturing technology guidance.

Ready For Independent Counsel?

Schedule Your Advisory Consultation

Discover how independent technology advisory can provide the strategic guidance and objective recommendations you need to make informed, confident technology decisions.

Complimentary initial consultations | Independent, objective counsel
Serving Tampa, Boca Raton, Orlando, Jacksonville, Hampton Roads, Washington DC, and New York