Ok, found a solution after 10 hours.
When running standalone multiple SSH commands the unlock-keychain doesn't stick between commands, running:
ssh ${REMOTE_SERVER} "security unlock-keychain -p <REDACT> /Users/<REDACT>/Library/Keychains/login.keychain-db &&
codesign -vvv --deep --force --verify --verbose --timestamp --options runtime --sign \"Developer ID Application: <REDACT>\" \"/tmp/$BUILD_ID/ui-app/<REDACT>.app\""
Fixed it.
Good luck :)
roy-bei
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