The Cavan Group takes an operations-focused approach to IT due diligence — first understanding how the business transacts, then reviewing how technology is aligned to support those key processes. Our team of former CIOs, CTOs, operations leads, and development professionals has collectively executed more than 100 diligences across a broad range of industries.

We investigate the ability of systems, infrastructure, and personnel to support current operations, planned growth, and the changes brought by the acquiring firm as they seek to execute on their investment thesis — protecting value and creating it.

Business Alignment

Evaluate how IT leadership thinks strategically and cross-functionally. We review KPIs, IT roadmaps, and the relationship between business and technology teams.

Business Applications

Assess application suitability and scalability, contract terms, support models, and functional gaps — validating the ability to support 2–3x growth.

Custom Applications

Detailed analysis of custom-developed platforms: architecture, SDLC practices, hosting costs, security posture, and alignment to business goals.

Infrastructure

End-to-end review of connectivity, hardware, cloud services, business continuity, disaster recovery, and monitoring — from on-premise to multi-cloud.

Organization

Analysis of IT org size, skill sets, reporting structure, managed service providers, and outsourced development relationships with go-forward recommendations.

IT Spend

Review of all IT expenditures — systems, infrastructure, personnel, and third parties — benchmarked against industry norms to identify cost-take-out opportunities.

VALUE CREATION	RISK MITIGATION
Ability to scale and absorb add-ons	Unsupported software or hardware EOL
Reduce manual work and cycle time	Deferred CapEx during hold period
Hosting and per-user cost reductions	Architectural inefficiencies
Right-size IT spend vs. revenue	Key person and skills gaps
Cloud migration strategies	Shadow IT and budget adherence

IT Due Diligence for Mergers & Acquisitions

Our Areas of Assessment