Installation of C++ Redistributable failing with strange error

I have a single 2012 R2 server this is happening with, and I believe it's also preventing the upgrade of the operating system because when I attempted the OS upgrade it failed with a message about a problem due to an installed component. This is the only system in our entire environment that I've seen this issue. Initially I wouldn't have known to look for this specifically, but an attempt to upgrade VMware tools led to the discovery that trying to install/update/repair C++ Redistributable on the system is failing every time.

As a sidenote - the server does have a bunch of older C++ Redistributable versions installed, but I'm afraid to just attempt to rip it all out since I'm worried the software installed on the server might require one or more of those. I've attempted a few things from the scarce posts I found online with a similar issue - which sadly looks in most cases like it was never resolved for others.

Manually running the latest C++ Redistributable installer ends up erroring as seen here:

Here are the contents of the generated log file:

[0FE4:0D84][2023-11-14T10:26:47]i001: Burn v3.10.4.4718, Windows v6.3 (Build 9600: Service Pack 0), path: C:\Windows\Temp{C93BE7AE-B8BD-427C-B43A-F9D7BE51AF9A}.cr\VC_redist.x64.exe

[0FE4:0D84][2023-11-14T10:26:47]i009: Command Line: '-burn.clean.room=C:\Users\Administrator\Downloads\VC_redist.x64.exe -burn.filehandle.attached=324 -burn.filehandle.self=332'

[0FE4:0D84][2023-11-14T10:26:47]i000: Setting string variable 'WixBundleOriginalSource' to value 'C:\Users\Administrator\Downloads\VC_redist.x64.exe'

[0FE4:0D84][2023-11-14T10:26:47]i000: Setting string variable 'WixBundleOriginalSourceFolder' to value 'C:\Users\Administrator\Downloads'

[0FE4:0D84][2023-11-14T10:26:47]i000: Setting string variable 'WixBundleLog' to value 'C:\Users\ADMINI~1\AppData\Local\Temp\dd_vcredist_amd64_20231114102647.log'

[0FE4:0D84][2023-11-14T10:26:47]i000: Setting string variable 'WixBundleName' to value 'Microsoft Visual C++ 2015-2022 Redistributable (x64) - 14.36.32532'

[0FE4:0D84][2023-11-14T10:26:47]i000: Setting string variable 'WixBundleManufacturer' to value 'Microsoft Corporation'

[0FE4:012C][2023-11-14T10:26:47]i000: Setting version variable 'WixBundleFileVersion' to value '14.36.32532.0'

[0FE4:0D84][2023-11-14T10:26:47]i100: Detect begin, 11 packages

[0FE4:0D84][2023-11-14T10:26:47]i000: Setting string variable 'Arm64_Check' to value 'AMD64'

[0FE4:0D84][2023-11-14T10:26:47]i000: Setting version variable 'windows_uCRT_DetectKey' to value '10.0.14393.2990'

[0FE4:0D84][2023-11-14T10:26:47]i000: Setting numeric variable 'windows_uCRT_DetectKeyExists' to value 1

[0FE4:0D84][2023-11-14T10:26:47]i052: Condition '(VersionNT = v6.3 AND NOT VersionNT64) AND (windows_uCRT_DetectKeyExists AND windows_uCRT_DetectKey >= v10.0.10240.0)' evaluates to false.

[0FE4:0D84][2023-11-14T10:26:47]i052: Condition '(VersionNT = v6.3 AND VersionNT64) AND (windows_uCRT_DetectKeyExists AND windows_uCRT_DetectKey >= v10.0.10240.0)' evaluates to true.

[0FE4:0D84][2023-11-14T10:26:47]i052: Condition '(VersionNT = v6.2 AND NOT VersionNT64) AND (windows_uCRT_DetectKeyExists AND windows_uCRT_DetectKey >= v10.0.10240.0)' evaluates to false.

[0FE4:0D84][2023-11-14T10:26:47]i052: Condition '(VersionNT = v6.2 AND VersionNT64) AND (windows_uCRT_DetectKeyExists AND windows_uCRT_DetectKey >= v10.0.10240.0)' evaluates to false.

[0FE4:0D84][2023-11-14T10:26:47]i052: Condition '(VersionNT = v6.1 AND NOT VersionNT64) AND (windows_uCRT_DetectKeyExists AND windows_uCRT_DetectKey >= v10.0.10240.0)' evaluates to false.

[0FE4:0D84][2023-11-14T10:26:47]i052: Condition '(VersionNT = v6.1 AND VersionNT64) AND (windows_uCRT_DetectKeyExists AND windows_uCRT_DetectKey >= v10.0.10240.0)' evaluates to false.

[0FE4:0D84][2023-11-14T10:26:47]i052: Condition '(VersionNT = v6.0 AND NOT VersionNT64) AND (windows_uCRT_DetectKeyExists AND windows_uCRT_DetectKey >= v10.0.10240.0)' evaluates to false.

[0FE4:0D84][2023-11-14T10:26:47]i052: Condition '(VersionNT = v6.0 AND VersionNT64) AND (windows_uCRT_DetectKeyExists AND windows_uCRT_DetectKey >= v10.0.10240.0)' evaluates to false.

[0FE4:0D84][2023-11-14T10:26:47]i103: Detected related package: {3407B900-37F5-4CC2-B612-5CD5D580A163}, scope: PerMachine, version: 14.32.31332.0, language: 0 operation: MajorUpgrade

[0FE4:0D84][2023-11-14T10:26:47]i103: Detected related package: {F4499EE3-A166-496C-81BB-51D1BCDC70A9}, scope: PerMachine, version: 14.32.31332.0, language: 0 operation: MajorUpgrade

[0FE4:0D84][2023-11-14T10:26:47]i103: Detected related package: {3407B900-37F5-4CC2-B612-5CD5D580A163}, scope: PerMachine, version: 14.32.31332.0, language: 0 operation: MajorUpgrade

[0FE4:0D84][2023-11-14T10:26:47]i103: Detected related package: {F4499EE3-A166-496C-81BB-51D1BCDC70A9}, scope: PerMachine, version: 14.32.31332.0, language: 0 operation: MajorUpgrade

[0FE4:0D84][2023-11-14T10:26:47]i101: Detected package: Windows81_x86, state: Absent, cached: None

[0FE4:0D84][2023-11-14T10:26:47]i101: Detected package: Windows81_x64, state: Present, cached: None

[0FE4:0D84][2023-11-14T10:26:47]i101: Detected package: Windows8_x86, state: Absent, cached: None

[0FE4:0D84][2023-11-14T10:26:47]i101: Detected package: Windows8_x64, state: Absent, cached: None

[0FE4:0D84][2023-11-14T10:26:47]i101: Detected package: Windows7_MSU_x86, state: Absent, cached: None

[0FE4:0D84][2023-11-14T10:26:47]i101: Detected package: Windows7_MSU_x64, state: Absent, cached: None

[0FE4:0D84][2023-11-14T10:26:47]i101: Detected package: WindowsVista_MSU_x86, state: Absent, cached: None

[0FE4:0D84][2023-11-14T10:26:47]i101: Detected package: WindowsVista_MSU_x64, state: Absent, cached: None

[0FE4:0D84][2023-11-14T10:26:47]i101: Detected package: vcRuntimeMinimum_x64, state: Absent, cached: Complete

[0FE4:0D84][2023-11-14T10:26:47]i101: Detected package: vcRuntimeAdditional_x64, state: Absent, cached: Complete

[0FE4:0D84][2023-11-14T10:26:47]i101: Detected package: vcRuntime_arm64, state: Absent, cached: None

[0FE4:0D84][2023-11-14T10:26:47]i052: Condition 'VersionNT >= v6.1' evaluates to true.

[0FE4:0D84][2023-11-14T10:26:47]i199: Detect complete, result: 0x0

[0FE4:012C][2023-11-14T10:27:06]i000: Setting numeric variable 'EulaAcceptCheckbox' to value 1

[0FE4:0D84][2023-11-14T10:27:06]i200: Plan begin, 11 packages, action: Install

[0FE4:0D84][2023-11-14T10:27:06]i052: Condition 'VersionNT = v6.3 AND NOT VersionNT64' evaluates to false.

[0FE4:0D84][2023-11-14T10:27:06]w321: Skipping dependency registration on package with no dependency providers: Windows81_x86

[0FE4:0D84][2023-11-14T10:27:06]i052: Condition 'VersionNT = v6.3 AND VersionNT64' evaluates to true.

[0FE4:0D84][2023-11-14T10:27:06]w321: Skipping dependency registration on package with no dependency providers: Windows81_x64

[0FE4:0D84][2023-11-14T10:27:06]i052: Condition 'VersionNT = v6.2 AND NOT VersionNT64' evaluates to false.

[0FE4:0D84][2023-11-14T10:27:06]w321: Skipping dependency registration on package with no dependency providers: Windows8_x86

[0FE4:0D84][2023-11-14T10:27:06]i052: Condition 'VersionNT = v6.2 AND VersionNT64' evaluates to false.

[0FE4:0D84][2023-11-14T10:27:06]w321: Skipping dependency registration on package with no dependency providers: Windows8_x64

[0FE4:0D84][2023-11-14T10:27:06]i052: Condition 'VersionNT = v6.1 AND NOT VersionNT64' evaluates to false.

[0FE4:0D84][2023-11-14T10:27:06]w321: Skipping dependency registration on package with no dependency providers: Windows7_MSU_x86

[0FE4:0D84][2023-11-14T10:27:06]i052: Condition 'VersionNT = v6.1 AND VersionNT64' evaluates to false.

[0FE4:0D84][2023-11-14T10:27:06]w321: Skipping dependency registration on package with no dependency providers: Windows7_MSU_x64

[0FE4:0D84][2023-11-14T10:27:06]i052: Condition 'VersionNT = v6.0 AND NOT VersionNT64' evaluates to false.

[0FE4:0D84][2023-11-14T10:27:06]w321: Skipping dependency registration on package with no dependency providers: WindowsVista_MSU_x86

[0FE4:0D84][2023-11-14T10:27:06]i052: Condition 'VersionNT = v6.0 AND VersionNT64' evaluates to false.

[0FE4:0D84][2023-11-14T10:27:06]w321: Skipping dependency registration on package with no dependency providers: WindowsVista_MSU_x64

[0FE4:0D84][2023-11-14T10:27:06]i052: Condition '(VersionNT64) AND NOT (Arm64_Check = "ARM64")' evaluates to true.

[0FE4:0D84][2023-11-14T10:27:06]i000: Setting string variable 'WixBundleRollbackLog_vcRuntimeMinimum_x64' to value 'C:\Users\ADMINI~1\AppData\Local\Temp\dd_vcredist_amd64_20231114102647_000_vcRuntimeMinimum_x64_rollback.log'

[0FE4:0D84][2023-11-14T10:27:06]i000: Setting string variable 'WixBundleLog_vcRuntimeMinimum_x64' to value 'C:\Users\ADMINI~1\AppData\Local\Temp\dd_vcredist_amd64_20231114102647_000_vcRuntimeMinimum_x64.log'

[0FE4:0D84][2023-11-14T10:27:06]i052: Condition '(VersionNT64) AND NOT (Arm64_Check = "ARM64")' evaluates to true.

[0FE4:0D84][2023-11-14T10:27:06]i000: Setting string variable 'WixBundleRollbackLog_vcRuntimeAdditional_x64' to value 'C:\Users\ADMINI~1\AppData\Local\Temp\dd_vcredist_amd64_20231114102647_001_vcRuntimeAdditional_x64_rollback.log'

[0FE4:0D84][2023-11-14T10:27:06]i000: Setting string variable 'WixBundleLog_vcRuntimeAdditional_x64' to value 'C:\Users\ADMINI~1\AppData\Local\Temp\dd_vcredist_amd64_20231114102647_001_vcRuntimeAdditional_x64.log'

[0FE4:0D84][2023-11-14T10:27:06]i052: Condition 'Arm64_Check = "ARM64"' evaluates to false.

[0FE4:0D84][2023-11-14T10:27:06]i201: Planned package: Windows81_x86, state: Absent, default requested: Absent, ba requested: Absent, execute: None, rollback: None, cache: No, uncache: No, dependency: None

[0FE4:0D84][2023-11-14T10:27:06]i201: Planned package: Windows81_x64, state: Present, default requested: Present, ba requested: Present, execute: None, rollback: None, cache: No, uncache: No, dependency: None

[0FE4:0D84][2023-11-14T10:27:06]i201: Planned package: Windows8_x86, state: Absent, default requested: Absent, ba requested: Absent, execute: None, rollback: None, cache: No, uncache: No, dependency: None

[0FE4:0D84][2023-11-14T10:27:06]i201: Planned package: Windows8_x64, state: Absent, default requested: Absent, ba requested: Absent, execute: None, rollback: None, cache: No, uncache: No, dependency: None

[0FE4:0D84][2023-11-14T10:27:06]i201: Planned package: Windows7_MSU_x86, state: Absent, default requested: Absent, ba requested: Absent, execute: None, rollback: None, cache: No, uncache: No, dependency: None

[0FE4:0D84][2023-11-14T10:27:06]i201: Planned package: Windows7_MSU_x64, state: Absent, default requested: Absent, ba requested: Absent, execute: None, rollback: None, cache: No, uncache: No, dependency: None

[0FE4:0D84][2023-11-14T10:27:06]i201: Planned package: WindowsVista_MSU_x86, state: Absent, default requested: Absent, ba requested: Absent, execute: None, rollback: None, cache: No, uncache: No, dependency: None

[0FE4:0D84][2023-11-14T10:27:06]i201: Planned package: WindowsVista_MSU_x64, state: Absent, default requested: Absent, ba requested: Absent, execute: None, rollback: None, cache: No, uncache: No, dependency: None

[0FE4:0D84][2023-11-14T10:27:06]i201: Planned package: vcRuntimeMinimum_x64, state: Absent, default requested: Present, ba requested: Present, execute: Install, rollback: Uninstall, cache: No, uncache: No, dependency: Register

[0FE4:0D84][2023-11-14T10:27:06]i201: Planned package: vcRuntimeAdditional_x64, state: Absent, default requested: Present, ba requested: Present, execute: Install, rollback: Uninstall, cache: No, uncache: No, dependency: Register

[0FE4:0D84][2023-11-14T10:27:06]i201: Planned package: vcRuntime_arm64, state: Absent, default requested: Absent, ba requested: Absent, execute: None, rollback: None, cache: No, uncache: No, dependency: None

[0FE4:0D84][2023-11-14T10:27:06]i299: Plan complete, result: 0x0

[0FE4:0D84][2023-11-14T10:27:06]i300: Apply begin

[0FE4:0D84][2023-11-14T10:27:06]i010: Launching elevated engine process.

[0FE4:0D84][2023-11-14T10:27:06]i011: Launched elevated engine process.

[0FE4:0D84][2023-11-14T10:27:06]i012: Connected to elevated engine.

[0DF8:0564][2023-11-14T10:27:06]i358: Pausing automatic updates.

[0DF8:0564][2023-11-14T10:27:07]i359: Paused automatic updates.

[0DF8:0564][2023-11-14T10:27:07]i360: Creating a system restore point.

[0DF8:0564][2023-11-14T10:27:07]i362: System restore disabled, system restore point not created.

[0DF8:0564][2023-11-14T10:27:07]i370: Session begin, registration key: SOFTWARE\Microsoft\Windows\CurrentVersion\Uninstall{8bdfe669-9705-4184-9368-db9ce581e0e7}, options: 0x7, disable resume: No

[0DF8:0564][2023-11-14T10:27:07]i000: Caching bundle from: 'C:\Windows\Temp{AC140CF0-F3F2-4CF6-BA96-C0208997EF3D}.be\VC_redist.x64.exe' to: 'C:\ProgramData\Package Cache{8bdfe669-9705-4184-9368-db9ce581e0e7}\VC_redist.x64.exe'

[0DF8:0564][2023-11-14T10:27:07]i320: Registering bundle dependency provider: VC,redist.x64,amd64,14.36,bundle, version: 14.36.32532.0

[0DF8:0564][2023-11-14T10:27:07]i371: Updating session, registration key: SOFTWARE\Microsoft\Windows\CurrentVersion\Uninstall{8bdfe669-9705-4184-9368-db9ce581e0e7}, resume: Active, restart initiated: No, disable resume: No

[0DF8:0724][2023-11-14T10:27:07]i304: Verified existing payload: vcRuntimeMinimum_x64 at path: C:\ProgramData\Package Cache{D5D19E2F-7189-42FE-8103-92CD1FA457C2}v14.36.32532\packages\vcRuntimeMinimum_amd64\vc_runtimeMinimum_x64.msi.

[0DF8:0724][2023-11-14T10:27:07]i304: Verified existing payload: cab5046A8AB272BF37297BB7928664C9503 at path: C:\ProgramData\Package Cache{D5D19E2F-7189-42FE-8103-92CD1FA457C2}v14.36.32532\packages\vcRuntimeMinimum_amd64\cab1.cab.

[0DF8:0724][2023-11-14T10:27:07]i304: Verified existing payload: vcRuntimeAdditional_x64 at path: C:\ProgramData\Package Cache{0025DD72-A959-45B5-A0A3-7EFEB15A8050}v14.36.32532\packages\vcRuntimeAdditional_amd64\vc_runtimeAdditional_x64.msi.

[0DF8:0724][2023-11-14T10:27:08]i304: Verified existing payload: cab2C04DDC374BD96EB5C8EB8208F2C7C92 at path: C:\ProgramData\Package Cache{0025DD72-A959-45B5-A0A3-7EFEB15A8050}v14.36.32532\packages\vcRuntimeAdditional_amd64\cab1.cab.

[0DF8:0564][2023-11-14T10:27:08]i301: Applying execute package: vcRuntimeMinimum_x64, action: Install, path: C:\ProgramData\Package Cache{D5D19E2F-7189-42FE-8103-92CD1FA457C2}v14.36.32532\packages\vcRuntimeMinimum_amd64\vc_runtimeMinimum_x64.msi, arguments: ' MSIFASTINSTALL="7" NOVSUI="1"'

[0DF8:0564][2023-11-14T10:28:38]e000: Error 0x80070643: Failed to install MSI package.

[0DF8:0564][2023-11-14T10:28:38]e000: Error 0x80070643: Failed to execute MSI package.

[0FE4:0D84][2023-11-14T10:28:38]e000: Error 0x80070643: Failed to configure per-machine MSI package.

[0FE4:0D84][2023-11-14T10:28:38]i319: Applied execute package: vcRuntimeMinimum_x64, result: 0x80070643, restart: None

[0FE4:0D84][2023-11-14T10:28:38]e000: Error 0x80070643: Failed to execute MSI package.

[0DF8:0564][2023-11-14T10:28:38]i372: Session end, registration key: SOFTWARE\Microsoft\Windows\CurrentVersion\Uninstall{8bdfe669-9705-4184-9368-db9ce581e0e7}, resume: None, restart: None, disable resume: No

[0DF8:0564][2023-11-14T10:28:38]i330: Removed bundle dependency provider: VC,redist.x64,amd64,14.36,bundle

[0DF8:0564][2023-11-14T10:28:38]i352: Removing cached bundle: {8bdfe669-9705-4184-9368-db9ce581e0e7}, from path: C:\ProgramData\Package Cache{8bdfe669-9705-4184-9368-db9ce581e0e7}\

[0DF8:0564][2023-11-14T10:28:38]i371: Updating session, registration key: SOFTWARE\Microsoft\Windows\CurrentVersion\Uninstall{8bdfe669-9705-4184-9368-db9ce581e0e7}, resume: None, restart initiated: No, disable resume: No

[0FE4:0D84][2023-11-14T10:28:38]i399: Apply complete, result: 0x80070643, restart: None, ba requested restart: No