Briefings, news, and Initiative spotlights. Patterns we have seen often enough to put on paper.
Written for the seats running technology, finance, security, and compliance inside PE-backed mid-market companies. Filter by the problem on your desk, by where the company sits in the hold cycle, or by your seat. Three types of content: briefings carry the analytical thinking, news covers what is new at Preside and in the market, Initiative spotlights show what each engagement actually delivers.
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What the board should be asking about AI before approving the budget.
Microsoft is selling Copilot hard, and every major software vendor has an AI story that lands at the C-suite and reaches the board as a budget line. Most boards approve it. Most boards should be asking more questions first.
Briefing Healthcare · SecurityRC4 in healthcare: what HIPAA-covered organizations need to know before July 14, 2026.
Healthcare organizations running RC4 Kerberos in Active Directory face HIPAA compliance exposure, cyber insurance gaps, and the July 14, 2026 disablement deadline. What to do now if you have not already started.
Briefing AIWhat is AI readiness? And why it is not the same as AI maturity.
AI readiness and AI maturity get used interchangeably. They are not the same thing. One is a state. The other is the work you do to get there safely. Most organizations skip the first and assume they can buy the second.
Briefing Security · Cyber InsuranceThe cyber insurance case for RC4 remediation.
Cyber insurers are now asking about RC4 Kerberos encryption at renewal. Some are denying claims when RC4 is still active. What underwriters look for, and what your renewal questionnaire is about to look like.
Briefing Compliance · SecurityRC4 Kerberos is already a compliance violation. Not just a July 14, 2026 problem.
If your organization is subject to HIPAA, PCI-DSS, SOC 2, NIST 800-53, or CMMC, active RC4 usage in Active Directory is already a control violation today. The July 14, 2026 deadline only makes it visible to auditors.
Briefing AI · GovernanceAI governance for Microsoft 365: what has to be true before you deploy Copilot.
Copilot does not bypass your permissions. It uses them. Which means everything wrong with your SharePoint permissions, your sensitivity labels, and your data loss prevention policies becomes the AI's problem too.
Briefing SecurityYou delayed the April 2026 Kerberos patch. Here is exactly what that is costing you.
Thousands of IT teams delayed or rolled back the April 2026 Windows update after Kerberos failures. That decision quietly accrues compliance exposure, cyber insurance risk, and operational debt every week it stays in place.
Briefing SecurityWhat the April 14, 2026 Windows update actually changed on your domain controllers.
The April 14, 2026 update implemented CVE-2026-20833 Phase 2, changing how domain controllers issue Kerberos tickets. The mechanism, the failure modes, and the configuration changes that prevent the rollback trap.
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