How to Audit a Technology Estate You’ve Never Seen Before

Walking into an organisation on day one and being asked “so, how are we doing” is the single most common moment in fractional CTO work, and it’s also the moment where a wrong first move costs months. There’s no existing context, no institutional memory of past decisions, and a genuine risk of either taking too …

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AI-Accelerated Shadow IT: When Non-Coders Build Ungoverned Agentic Workflows

Shadow IT used to mean a marketing team quietly signing up for an unapproved SaaS tool. It now means a non-technical employee, using a low-code agent builder, quietly wiring together a workflow that reads customer data, calls an external API, and takes automated action — with no code review, no security review, and no one …

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Technology Due Diligence in the Agent Era: New Questions for the Data Room

The technology due-diligence checklist most acquirers still use was written for a world of static software estates. It asks about the codebase, the infrastructure, the technical debt. It does not ask, in most current versions I’ve seen, what AI agents the target company runs, what those agents can actually do, and what happens to that …

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Book a Pillar 01 - Asset & Estate Visibility scoping call