Catalina Install policy fails - log info inside

[atomczynski]

Looking to finalize steps needed to upgrade our clients to macOS Catalina.

I have the reset ignored all done.

I have the stub installer in the Applications folder.

When I run the policy to Install I see the following:

Policy Log:

[STEP 1 of 4]
Executing Policy macOS 10.15 Catalina upgrade: Step 3 - Install
[STEP 2 of 4]
[STEP 3 of 4]
Running command /Applications/Install macOS Catalina.app/Contents/Resources/startosinstall --agreetolicense --nointeraction &...
Result of command:<br/>Error: Prepare recovery failed with error: Error Domain=com.apple.OSInstallerSetup.error Code=303 "Installation of macOS could not continue." UserInfo={NSLocalizedDescription=Installation of macOS could not continue., NSLocalizedRecoverySuggestion=Installation requires downloading important content. That content can't be downloaded at this time. Try again later.}<br/>Fetching OS Recovery info from server...
[STEP 4 of 4]

and Install Log

2020-05-12 12:17:20-05 Computernamehere startosinstall[2190]: OSInstallerSetup build: 1
2020-05-12 12:17:20-05 Computernamehere startosinstall[2190]: No compatibility bundle on this version of macOS. Will assume compatible.
2020-05-12 12:17:20-05 Computernamehere osinstallersetupd[2191]: OSISSoftwareUpdateController: Using catalog (source: GM Default): https://swscan.apple.com/content/catalogs/others/index-10.15-10.14-10.13-10.12-10.11-10.10-10.9-mountainlion-lion-snowleopard-leopard.merged-1.sucatalog
2020-05-12 12:17:20-05 Computernamehere osinstallersetupd[2191]: Using product <OSISSharedSupportProduct: 0x7fc914c0c160> at distance 10
2020-05-12 12:17:20-05 Computernamehere osinstallersetupd[2191]: Using product <OSISPredicateUpdateProduct: 0x7fc914e0faf0> at distance 20
2020-05-12 12:17:20-05 Computernamehere osinstallersetupd[2191]: osinstallersetupd registered client
2020-05-12 12:17:20-05 Computernamehere osinstallersetupd[2191]: Using product <OSISPredicateUpdateInstallerProduct: 0x7fc914e141d0> at distance 25
2020-05-12 12:17:20-05 Computernamehere osinstallersetupd[2191]: ROM Features returned: 3775788407
2020-05-12 12:17:27-05 Computernamehere osinstallersetupd[2191]: OSISSoftwareUpdateController: Loaded catalog https://swscan.apple.com/content/catalogs/others/index-10.15-10.14-10.13-10.12-10.11-10.10-10.9-mountainlion-lion-snowleopard-leopard.merged-1.sucatalog (572 products)
2020-05-12 12:17:27-05 Computernamehere osinstallersetupd[2191]: OSISPredicateUpdateProduct: Incompatible Apps List: Evaluating products in catalog
2020-05-12 12:17:27-05 Computernamehere osinstallersetupd[2191]: OSISPredicateUpdateProduct: OS Installation Payload: Evaluating products in catalog
2020-05-12 12:18:01-05 Computernamehere osinstallersetupd[2191]: JS: 10.14.6
2020-05-12 12:18:02-05 Computernamehere osinstallersetupd[2191]: JS: 10.14.6
2020-05-12 12:18:04-05 Computernamehere osinstallersetupd[2191]: JS: No bundle at/Applications/SafeView.app
2020-05-12 12:18:04-05 Computernamehere osinstallersetupd[2191]: JS: No bundle at/Applications/SafeView.app
2020-05-12 12:18:05-05 Computernamehere osinstallersetupd[2191]: JS: No bundle at/Applications/SafeView.app
2020-05-12 12:18:05-05 Computernamehere osinstallersetupd[2191]: ROM Features returned: 3775788407
2020-05-12 12:18:05-05 Computernamehere osinstallersetupd[2191]: OSISPredicateUpdateProduct: OS Installation Payload: Finished evaluating products in catalog (186 installable products)
2020-05-12 12:18:05-05 Computernamehere osinstallersetupd[2191]: OSISPredicateUpdateProduct: OS Installation Payload: No product found
2020-05-12 12:18:05-05 Computernamehere osinstallersetupd[2191]: Predicate update product fetch failed with error: Error Domain=com.apple.OSInstallerSetup.error Code=303 "Installation of macOS could not continue." UserInfo={NSLocalizedDescription=Installation of macOS could not continue., NSLocalizedRecoverySuggestion=Installation requires downloading important content. That content can't be downloaded at this time. Try again later.}

[psliequ]

Do you have a clear, unproxied line of site to Apple's macOS Update CDN?
Apple Documentation
In particular, oscdn.apple.com, osrecovery.apple.com, skl.apple.com, swcdn.apple.com, and swdist.apple.com have to be reachable and I believe they also cannot be proxied.

[j_allenbrand]

@atomczynski Do you mind sharing what you used/setup to make sure everyone is updated to Catalina? We are finding there are some stragglers and doing the basic prompt to check for updates doesn't seem to work.

[atomczynski]

The above was on my home network which is pretty simple (it does have a caching server in place).

I was seeing some other weird errors in the install.log and I think I was having download issues.

I did manage to upgrade one computer yesterday after I took out the "-nointeraction" from the command.

[atomczynski]

@j_allenbrand

This is my approach:
1. Remove the Process Name Install macOS Catalina.app from Restricted Software.
2. Self Service policy to reset ignored macOS updates. The user sees this as Step One

/usr/sbin/softwareupdate --reset-ignored

1. Self Service Policy to download the Install macOS Catalina stub installer which was previously packaged. with a recon at the end

2. Self Service Policy to install (upgrade). This is scoped to a smart group that has the Install macOS Catalina in the Applicatoins folder.

/Applications/Install macOS Catalina.app/Contents/Resources/startosinstall --agreetolicense  &

This does work.
Goals to improve in the future. Use Jamf Helper to provide screens with messages and also configure authenticated restart.

[FutureFacinLuke]

Deleted