Not authorized /Unable to claim server

And yesterday I got the “Not authorized” issue again.
And again, even re-claiming it is a PITA, clicking the “Claim Server” button doesn’t return any error in the browser, and the following in the logs.

Jul 31, 2023 18:03:11.684 [139644608830264] DEBUG - Request: [127.0.0.1:41022 (Loopback)] POST /myplex/claim?token=xxxxxxxxxxxxxxxxxxxx3xkLsv (5 live) #bd0 GZIP / Accept => text/plain, */*; q=0.01 / Accept-Encoding => gzip, deflate, br / Accept-Language => en / Connection => keep-alive / Content-Length => 0 / Host => localhost:32400 / Origin => http://localhost:32400 / Referer => http://localhost:32400/web/index.html / sec-ch-ua => "Not/A)Brand";v="99", "Microsoft Edge";v="115", "Chromium";v="115" / sec-ch-ua-mobile => ?0 / sec-ch-ua-platform => "Windows" / Sec-Fetch-Dest => empty / Sec-Fetch-Mode => cors / Sec-Fetch-Site => same-origin / User-Agent => Mozilla/5.0 (Windows NT 10.0; Win64; x64) AppleWebKit/537.36 (KHTML, like Gecko) Chrome/115.0.0.0 Safari/537.36 Edg/115.0.1901.188 / X-Plex-Client-Identifier => mvi149fx2bm6qevg196e9qit / X-Plex-Device => Windows / X-Plex-Device-Name => Microsoft Edge / X-Plex-Device-Screen-Resolution => 2505x1321,2560x1440 / X-Plex-Features => external-media,indirect-media,hub-style-list / X-Plex-Language => en / X-Plex-Model => bundled / X-Plex-Platform => Microsoft Edge / X-Plex-Platform-Version => 115.0 / X-Plex-Product => Plex Web / X-Plex-Session-Id => 686f23dd-ae4f-4c5f-8ba3-f9850cfaa6d5 / X-Plex-Version => 4.108.0 / X-Requested-With => XMLHttpRequest
Jul 31, 2023 18:03:11.684 [139644608830264] DEBUG - [Req#bd0/HCl#4f] HTTP requesting POST https://plex.tv/api/claim/exchange?token=xxxxxxxxxxxxxxxxxxxx3xkLsv
Jul 31, 2023 18:03:11.715 [139644625230648] WARN - [HttpClient/HCl#4f] HTTP error requesting POST https://plex.tv/api/claim/exchange?token=xxxxxxxxxxxxxxxxxxxx3xkLsv (60, SSL peer certificate or SSH remote key was not OK) (SSL certificate problem: self-signed certificate)
Jul 31, 2023 18:03:11.715 [139644608830264] DEBUG - [Req#bd0] MyPlex: Did token exchange for claim (returnCode: -60)
Jul 31, 2023 18:03:11.716 [139644608830264] DEBUG - [Req#bd0] MyPlex: Got a token poked, let's act on it.
Jul 31, 2023 18:03:11.716 [139644608830264] DEBUG - [Req#bd0/HCl#50] HTTP requesting GET https://plex.tv/api/v2/user/privacy?X-Plex-Token=
Jul 31, 2023 18:03:11.731 [139644641438520] VERBOSE - WebSocket: processed 1 frame(s)
Jul 31, 2023 18:03:11.746 [139644625230648] WARN - [HttpClient/HCl#50] HTTP error requesting GET https://plex.tv/api/v2/user/privacy?X-Plex-Token=xxxxxxxxxxxxxxxxxxxxficate or SSH remote key was not OK) (SSL certificate problem: self-signed certificate)
Jul 31, 2023 18:03:11.746 [139644608830264] DEBUG - [Req#bd0] [Analytics] Using cached data for privacy preferences
Jul 31, 2023 18:03:11.747 [139644608830264] DEBUG - [Req#bd0/HCl#52] HTTP requesting GET https://plex.tv/api/v2/release_channels?X-Plex-Token=
Jul 31, 2023 18:03:11.774 [139644625230648] WARN - [HttpClient/HCl#52] HTTP error requesting GET https://plex.tv/api/v2/release_channels?X-Plex-Token=xxxxxxxxxxxxxxxxxxxxficate or SSH remote key was not OK) (SSL certificate problem: self-signed certificate)
Jul 31, 2023 18:03:11.774 [139644608830264] DEBUG - [Req#bd0] [AutoUpdateRequestHandler] Using cached data for update channels
Jul 31, 2023 18:03:11.774 [139644608830264] DEBUG - [Req#bd0/HCl#53] HTTP requesting GET https://plex.tv/api/v2/features?X-Plex-Token=
Jul 31, 2023 18:03:11.800 [139644625230648] WARN - [HttpClient/HCl#53] HTTP error requesting GET https://plex.tv/api/v2/features?X-Plex-Token=xxxxxxxxxxxxxxxxxxxxficate or SSH remote key was not OK) (SSL certificate problem: self-signed certificate)
Jul 31, 2023 18:03:11.800 [139644608830264] WARN - [Req#bd0] FeatureManager: Couldn't get features. Trying again soon.
Jul 31, 2023 18:03:11.800 [139644641438520] DEBUG - Completed: [127.0.0.1:41022] 500 POST /myplex/claim?token=xxxxxxxxxxxxxxxxxxxx3xkLsv (5 live) #bd0 GZIP 116ms 533 bytes (pipelined: 1)
Jul 31, 2023 18:03:11.828 [139644598266680] DEBUG - [Req#bd0/MediaProviderManager] we had 0 cloud providers online, we now have 0

This time I’m not able to claim it at all, just get the error above

A quick search shows I’m not alone in this issue

(No I don’t have any DNS issues in the network)