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macOS Monterey: Chef Client 17+ failing to report to automate #7279

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@jweyer8

Description

Description

Monterey machines are failing to report to Automate for Chef Client 17+

Chef Version

Chef Workstation version: 22.6.973
Test Kitchen version: 3.2.2
Cookstyle version: 7.32.1
Chef Infra Client version: 17.10.0
Chef InSpec version: 4.56.20
Chef CLI version: 5.6.1
Chef Habitat version: 1.6.420

Platform Version

ProductName: macOS
ProductVersion: 12.2
BuildVersion: 21D49

Replication Case

run Chef Client 17+ on macOS Monterey

Client Output

[2022-07-06T15:13:04-07:00] WARN: Server returned error 500 for https://oe-chef-7x6i.managedautomate.io/organizations/core/data-collector, retrying 1/5 in 3s
[2022-07-06T15:13:07-07:00] WARN: Server returned error 500 for https://oe-chef-7x6i.managedautomate.io/organizations/core/data-collector, retrying 2/5 in 7s
[2022-07-06T15:13:15-07:00] WARN: Server returned error 500 for https://oe-chef-7x6i.managedautomate.io/organizations/core/data-collector, retrying 3/5 in 10s
[2022-07-06T15:13:26-07:00] WARN: Server returned error 500 for https://oe-chef-7x6i.managedautomate.io/organizations/core/data-collector, retrying 4/5 in 27s
[2022-07-06T15:13:53-07:00] WARN: Server returned error 500 for https://oe-chef-7x6i.managedautomate.io/organizations/core/data-collector, retrying 5/5 in 63s
[2022-07-06T15:14:57-07:00] WARN: Error while reporting run start to Data Collector. URL: https://oe-chef-7x6i.managedautomate.io/organizations/core/data-collector Exception: 500 -- 500 "Internal Server Error"

Stacktrace

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