Errors using AI "Timeout::Error"

AI-generated summary

tobiaseigen reports intermittent failures with their AI bot, which uses Claude Sonnet 4.6. The bot frequently returns a Timeout::Error with the message “Sorry, it looks like our system encountered an unexpected issue while trying to reply.” The errors are inconsistent; the bot sometimes responds to availability checks or even creates topic titles before failing on actual questions. The user notes that the Claude status page showed no issues for the current day, though there were problems the previous day. A provided backtrace indicates the timeout occurs during DNS resolution and HTTP connection attempts within the Discourse infrastructure (FinalDestination::Resolver, SSRFDetector, and Sidekiq processors).

tobiaseigen later updates the thread, noting that the service recovered after they took a break, suggesting the issue was likely a transient outage or connectivity problem on the Claude side, despite the status page showing no active incidents.

Today and for several hours now, my AI bot has stopped working, and almost immediately replies with the following error. But also not consistently.. sometimes when I just ask if it is available it answers but then when I ask my actual question it gives this same error message. A few times it even was able to create the topic title. So something is working but only intermittently.

Sorry, it looks like our system encountered an unexpected issue while trying to reply.

Error details

Timeout::Error

This bot is wired up with claude-sonnet-4-6 and has been working fine for a long time now. Also when I check https://status.claude.com/ I see there were issues yesterday but not today.

Instinctively my feeling is that it has to do with claude availability but I am not able to pin it down. Here’s the backtrace of a typical error, in case it helps with finding the answer.

Summary
Message (12 copies reported)

Job exception: Timeout::Error

Backtrace

/var/www/discourse/lib/final_destination/resolver.rb:31:in 'block in FinalDestination::Resolver.lookup'
/var/www/discourse/lib/final_destination/resolver.rb:8:in 'Thread::Mutex#synchronize'
/var/www/discourse/lib/final_destination/resolver.rb:8:in 'FinalDestination::Resolver.lookup'
/var/www/discourse/lib/final_destination/ssrf_detector.rb:128:in 'FinalDestination::SSRFDetector.lookup_ips'
/var/www/discourse/lib/final_destination/ssrf_detector.rb:96:in 'FinalDestination::SSRFDetector.lookup_and_filter_ips'
/var/www/discourse/lib/final_destination/http.rb:12:in 'FinalDestination::HTTP#connect'
/var/www/discourse/vendor/bundle/ruby/3.4.0/gems/net-http-0.9.1/lib/net/http.rb:1655:in 'Net::HTTP#do_start'
/var/www/discourse/vendor/bundle/ruby/3.4.0/gems/net-http-0.9.1/lib/net/http.rb:1629:in 'Net::HTTP#start'
/var/www/discourse/vendor/bundle/ruby/3.4.0/gems/net-http-0.9.1/lib/net/http.rb:1064:in 'Net::HTTP.start'
/var/www/discourse/plugins/discourse-ai/lib/completions/endpoints/base.rb:468:in 'block in DiscourseAi::Completions::Endpoints::Base#perform_completion_request_with_retries'
<internal:kernel>:168:in 'Kernel#loop'
/var/www/discourse/plugins/discourse-ai/lib/completions/endpoints/base.rb:444:in 'DiscourseAi::Completions::Endpoints::Base#perform_completion_request_with_retries'
/var/www/discourse/plugins/discourse-ai/lib/completions/endpoints/base.rb:196:in 'DiscourseAi::Completions::Endpoints::Base#perform_completion!'
/var/www/discourse/plugins/discourse-ai/lib/completions/llm.rb:258:in 'DiscourseAi::Completions::Llm#generate'
/var/www/discourse/plugins/discourse-ai/lib/agents/bot.rb:292:in 'DiscourseAi::Agents::Bot#reply'
/var/www/discourse/plugins/discourse-ai/lib/ai_bot/playground.rb:667:in 'DiscourseAi::AiBot::Playground#reply_to'
/var/www/discourse/plugins/discourse-ai/app/jobs/regular/create_ai_reply.rb:41:in 'Jobs::CreateAiReply#execute'
/var/www/discourse/app/jobs/base.rb:313:in 'block (2 levels) in Jobs::Base#perform'
/var/www/discourse/vendor/bundle/ruby/3.4.0/gems/rails_multisite-9.0.0/lib/rails_multisite/connection_management/null_instance.rb:54:in 'RailsMultisite::ConnectionManagement::NullInstance#with_connection'
/var/www/discourse/vendor/bundle/ruby/3.4.0/gems/rails_multisite-9.0.0/lib/rails_multisite/connection_management.rb:23:in 'RailsMultisite::ConnectionManagement.with_connection'
/var/www/discourse/app/jobs/base.rb:300:in 'block in Jobs::Base#perform'
/var/www/discourse/app/jobs/base.rb:297:in 'Array#each'
/var/www/discourse/app/jobs/base.rb:297:in 'Jobs::Base#perform'
/var/www/discourse/vendor/bundle/ruby/3.4.0/gems/sidekiq-7.3.10/lib/sidekiq/processor.rb:220:in 'Sidekiq::Processor#execute_job'
/var/www/discourse/vendor/bundle/ruby/3.4.0/gems/sidekiq-7.3.10/lib/sidekiq/processor.rb:185:in 'block (4 levels) in Sidekiq::Processor#process'
/var/www/discourse/vendor/bundle/ruby/3.4.0/gems/sidekiq-7.3.10/lib/sidekiq/middleware/chain.rb:180:in 'Sidekiq::Middleware::Chain#traverse'
/var/www/discourse/vendor/bundle/ruby/3.4.0/gems/sidekiq-7.3.10/lib/sidekiq/middleware/chain.rb:183:in 'block in Sidekiq::Middleware::Chain#traverse'
/var/www/discourse/lib/sidekiq/suppress_user_email_errors.rb:6:in 'Sidekiq::SuppressUserEmailErrors#call'
/var/www/discourse/vendor/bundle/ruby/3.4.0/gems/sidekiq-7.3.10/lib/sidekiq/middleware/chain.rb:182:in 'Sidekiq::Middleware::Chain#traverse'
/var/www/discourse/vendor/bundle/ruby/3.4.0/gems/sidekiq-7.3.10/lib/sidekiq/middleware/chain.rb:183:in 'block in Sidekiq::Middleware::Chain#traverse'
/var/www/discourse/lib/sidekiq/discourse_event.rb:6:in 'Sidekiq::DiscourseEvent#call'
/var/www/discourse/vendor/bundle/ruby/3.4.0/gems/sidekiq-7.3.10/lib/sidekiq/middleware/chain.rb:182:in 'Sidekiq::Middleware::Chain#traverse'
/var/www/discourse/vendor/bundle/ruby/3.4.0/gems/sidekiq-7.3.10/lib/sidekiq/middleware/chain.rb:183:in 'block in Sidekiq::Middleware::Chain#traverse'
/var/www/discourse/lib/sidekiq/pausable.rb:136:in 'Sidekiq::Pausable#call'
/var/www/discourse/vendor/bundle/ruby/3.4.0/gems/sidekiq-7.3.10/lib/sidekiq/middleware/chain.rb:182:in 'Sidekiq::Middleware::Chain#traverse'
/var/www/discourse/vendor/bundle/ruby/3.4.0/gems/sidekiq-7.3.10/lib/sidekiq/middleware/chain.rb:183:in 'block in Sidekiq::Middleware::Chain#traverse'
/var/www/discourse/vendor/bundle/ruby/3.4.0/gems/sidekiq-7.3.10/lib/sidekiq/job/interrupt_handler.rb:9:in 'Sidekiq::Job::InterruptHandler#call'
/var/www/discourse/vendor/bundle/ruby/3.4.0/gems/sidekiq-7.3.10/lib/sidekiq/middleware/chain.rb:182:in 'Sidekiq::Middleware::Chain#traverse'
/var/www/discourse/vendor/bundle/ruby/3.4.0/gems/sidekiq-7.3.10/lib/sidekiq/middleware/chain.rb:183:in 'block in Sidekiq::Middleware::Chain#traverse'
/var/www/discourse/vendor/bundle/ruby/3.4.0/gems/sidekiq-7.3.10/lib/sidekiq/metrics/tracking.rb:26:in 'Sidekiq::Metrics::ExecutionTracker#track'
/var/www/discourse/vendor/bundle/ruby/3.4.0/gems/sidekiq-7.3.10/lib/sidekiq/metrics/tracking.rb:134:in 'Sidekiq::Metrics::Middleware#call'
/var/www/discourse/vendor/bundle/ruby/3.4.0/gems/sidekiq-7.3.10/lib/sidekiq/middleware/chain.rb:182:in 'Sidekiq::Middleware::Chain#traverse'
/var/www/discourse/vendor/bundle/ruby/3.4.0/gems/sidekiq-7.3.10/lib/sidekiq/middleware/chain.rb:173:in 'Sidekiq::Middleware::Chain#invoke'
/var/www/discourse/vendor/bundle/ruby/3.4.0/gems/sidekiq-7.3.10/lib/sidekiq/processor.rb:184:in 'block (3 levels) in Sidekiq::Processor#process'
/var/www/discourse/vendor/bundle/ruby/3.4.0/gems/sidekiq-7.3.10/lib/sidekiq/processor.rb:145:in 'block (6 levels) in Sidekiq::Processor#dispatch'
/var/www/discourse/vendor/bundle/ruby/3.4.0/gems/sidekiq-7.3.10/lib/sidekiq/job_retry.rb:118:in 'Sidekiq::JobRetry#local'
/var/www/discourse/vendor/bundle/ruby/3.4.0/gems/sidekiq-7.3.10/lib/sidekiq/processor.rb:144:in 'block (5 levels) in Sidekiq::Processor#dispatch'
/var/www/discourse/vendor/bundle/ruby/3.4.0/gems/sidekiq-7.3.10/lib/sidekiq/config.rb:39:in 'block in <class:Config>'
/var/www/discourse/vendor/bundle/ruby/3.4.0/gems/sidekiq-7.3.10/lib/sidekiq/processor.rb:139:in 'block (4 levels) in Sidekiq::Processor#dispatch'
/var/www/discourse/vendor/bundle/ruby/3.4.0/gems/sidekiq-7.3.10/lib/sidekiq/processor.rb:281:in 'Sidekiq::Processor#stats'
/var/www/discourse/vendor/bundle/ruby/3.4.0/gems/sidekiq-7.3.10/lib/sidekiq/processor.rb:134:in 'block (3 levels) in Sidekiq::Processor#dispatch'
/var/www/discourse/vendor/bundle/ruby/3.4.0/gems/sidekiq-7.3.10/lib/sidekiq/job_logger.rb:15:in 'Sidekiq::JobLogger#call'
/var/www/discourse/vendor/bundle/ruby/3.4.0/gems/sidekiq-7.3.10/lib/sidekiq/processor.rb:133:in 'block (2 levels) in Sidekiq::Processor#dispatch'
/var/www/discourse/vendor/bundle/ruby/3.4.0/gems/sidekiq-7.3.10/lib/sidekiq/job_retry.rb:85:in 'Sidekiq::JobRetry#global'
/var/www/discourse/vendor/bundle/ruby/3.4.0/gems/sidekiq-7.3.10/lib/sidekiq/processor.rb:132:in 'block in Sidekiq::Processor#dispatch'
/var/www/discourse/vendor/bundle/ruby/3.4.0/gems/sidekiq-7.3.10/lib/sidekiq/job_logger.rb:40:in 'Sidekiq::JobLogger#prepare'
/var/www/discourse/vendor/bundle/ruby/3.4.0/gems/sidekiq-7.3.10/lib/sidekiq/processor.rb:131:in 'Sidekiq::Processor#dispatch'
/var/www/discourse/vendor/bundle/ruby/3.4.0/gems/sidekiq-7.3.10/lib/sidekiq/processor.rb:183:in 'block (2 levels) in Sidekiq::Processor#process'
/var/www/discourse/vendor/bundle/ruby/3.4.0/gems/sidekiq-7.3.10/lib/sidekiq/processor.rb:182:in 'Thread.handle_interrupt'
/var/www/discourse/vendor/bundle/ruby/3.4.0/gems/sidekiq-7.3.10/lib/sidekiq/processor.rb:182:in 'block in Sidekiq::Processor#process'
/var/www/discourse/vendor/bundle/ruby/3.4.0/gems/sidekiq-7.3.10/lib/sidekiq/processor.rb:181:in 'Thread.handle_interrupt'
/var/www/discourse/vendor/bundle/ruby/3.4.0/gems/sidekiq-7.3.10/lib/sidekiq/processor.rb:181:in 'Sidekiq::Processor#process'
/var/www/discourse/vendor/bundle/ruby/3.4.0/gems/sidekiq-7.3.10/lib/sidekiq/processor.rb:86:in 'Sidekiq::Processor#process_one'
/var/www/discourse/vendor/bundle/ruby/3.4.0/gems/sidekiq-7.3.10/lib/sidekiq/processor.rb:76:in 'Sidekiq::Processor#run'
/var/www/discourse/vendor/bundle/ruby/3.4.0/gems/sidekiq-7.3.10/lib/sidekiq/component.rb:10:in 'Sidekiq::Component#watchdog'
/var/www/discourse/vendor/bundle/ruby/3.4.0/gems/sidekiq-7.3.10/lib/sidekiq/component.rb:19:in 'block in Sidekiq::Component#safe_thread'

I guess it’s time for me to go outside and touch some grass! :seedling:

It came back, after I came back from a long walk. So some sort of mystery claude outage. Lasted about 6 hours.