Patch tracker / KB5099414

KB5099414: Windows Server 2019 Security Update (July 2026)

KB5099414 is a Critical security update for Windows Server 2019, released 2026-07-14. It closes 17 CVEs with a maximum CVSS of 9.8. At least one of them is actively exploited (CISA KEV), so this is a deploy-first update. The most likely of them to be attacked is CVE-2026-42982, which FIRST.org rates at 64% probability of exploitation in the next 30 days.

Update summary

CriticalCISA KEV
2026-07-14
Released
17
CVEs fixed
9.8
Max CVSS
Critical
Severity
Deploy now
This update fixes vulnerabilities confirmed exploited in the wild.

Fixes 17 CVEs. At least one is actively exploited (CISA KEV). Most severe CVSS 9.8 (Critical). EPSS exploit probability up to 64%. Among the top 25% of tracked Microsoft updates by EPSS exploit probability.

Senserva found thiswe track every release for this product line, so we can tell you this package is behind

A newer security update for Windows 10 Version 1809 for 32-bit Systems has shipped since this one: KB5094041 (2026-08-11). For cumulative update families the newer package includes these fixes, so installing that one is usually the shorter path. Verify against your own update rings before you skip this package.

Senserva found thisread these before you deploy broadly

Microsoft documents 1 known issue with this update.

  • Microsoft is not currently aware of any issues with this update.

The full text, quoted from Microsoft

Senserva AI Opinion for KB5099414

KB5099414 is a Security Update for Windows 11 Version 23H2 on both ARM64 and x64 systems, shipping in the July 2026 Patch Tuesday cycle. The per-update CVE detail is still provisional because Microsoft has not published it for this cycle yet, and the release document maps no named zero-days to this specific update. The surrounding cycle is unusually large at 622 CVEs total including 56 rated Critical, so this update lands amid a heavy overall patch load.

Do this: Deploy KB5099414 to your Windows 11 23H2 ARM64 and x64 fleet through your normal ring process, and recheck MSRC for the per-update CVE breakdown once Microsoft finalizes it.

AI-generated from public data, 2026-07-21. Verify against the vendor advisory before acting.

Senserva AI Opinion and rich prompt for KB5099414

Copy this prompt into Claude, ChatGPT, or Copilot. The facts are included, sourced from this page.

Full tracking and change history for KB5099414

Released
2026-07-14
Last changed
2026-07-29
Changes tracked
2

Senserva began recording day-to-day change history on 2026-07-07, and refreshes it several times a day. Release dates are historical where Microsoft publishes them; revision history is tracked from that date forward, so it does not include changes made before then.

Check if KB5099414 is installed

Elevated PowerShell. No output means it is not installed.

Known issues, from Microsoft

Quoted from Microsoft's support article for KB5099414 (checked 2026-08-11). Verify against the article before acting.

Microsoft is not currently aware of any issues with this update.

CVEs fixed by this update

Sorted exploited-first, then by CVSS. Every CVE links to its Senserva page with the full risk facts, references, and a ready-to-paste AI prompt.

CVESeverityCVSSEPSSExploited
CVE-2026-32202Medium4.364%KEV
CVE-2026-42990Critical9.864%No
CVE-2026-49172Critical9.864%No
CVE-2026-42982High7.864%No
CVE-2026-44800High7.864%No
CVE-2026-50471High7.864%No
CVE-2026-58601High7.864%No
CVE-2026-40378High7.564%No
CVE-2026-58640High7.364%No
CVE-2026-48571High7.064%No
CVE-2026-48572High7.064%No
CVE-2026-56173High7.064%No
CVE-2026-58629High7.064%No
CVE-2026-34348Medium6.564%No
CVE-2026-33842Medium5.564%No
CVE-2026-34328Medium5.564%No
CVE-2026-34346Medium5.564%No

See this and every Microsoft update ranked by real-world risk on the Microsoft Patch Tracker.

New to a term on this page? CVE, KB, KEV, CVSS, and EPSS are each explained once, on the Senserva security lexicon. Reference: Microsoft CVE and vulnerability management and the Microsoft patching guide.
Provided as is, without warranty; verify against the vendor advisory before acting. Data notice and terms.