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Certificate for Tailscale domain is not found if email option is set in Caddyfile #4779

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Plorenzo opened this issue May 10, 2022 · 5 comments
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bug 🐞 Something isn't working
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@Plorenzo
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Full context on the forum: No matching certificate for Tailscale domain

If you add the email global directive to a Caddyfile that has a Tailscale domain, a certificate not found error is triggered.

May 08 06:51:15 azabache caddy[259395]: {"level":"debug","ts":1651992675.3014572,"logger":"tls.handshake","msg":"no matching certificates and no custom selection logic","identifier":"azabache.narwhal-nominal.ts.net"}

Working Caddyfile:

{
        debug
        servers {
                protocol {
                        experimental_http3
                }
        }
}

azabache.narwhal-nominal.ts.net {
        encode zstd gzip
        rewrite * /admin{uri}
        reverse_proxy localhost:1080
        log {
                output file /var/log/caddy/pihole.log
        }
}

Faulty Caddyfile:

{
        debug
        email plorenzo@hey.com
        servers {
                protocol {
                        experimental_http3
                }
        }
}

azabache.narwhal-nominal.ts.net {
        encode zstd gzip
        rewrite * /admin{uri}
        reverse_proxy localhost:1080
        log {
                output file /var/log/caddy/pihole.log
        }
}

adding the tls directive in the server block fixes the issue:

{
        debug
        email plorenzo@hey.com
        servers {
                protocol {
                        experimental_http3
                }
        }
}

azabache.narwhal-nominal.ts.net {
        encode zstd gzip
        tls {
                get_certificate tailscale 
        }
        rewrite * /admin{uri}
        reverse_proxy localhost:1080
        log {
                output file /var/log/caddy/pihole.log
        }
}
@mholt mholt added the bug 🐞 Something isn't working label May 10, 2022
@mholt mholt added this to the v2.5.2 milestone May 10, 2022
@mholt
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mholt commented Jun 1, 2022

Gah, this bug is really in the weeds. I'm working on it though.

@mholt mholt closed this as completed in 886ba84 Jun 1, 2022
@mholt
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mholt commented Jun 1, 2022

@Plorenzo Can you give the latest commit a try? According to my testing, this should work now. Thanks for the report.

@Plorenzo
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Plorenzo commented Jun 2, 2022

Hi @mholt thanks for taking a look into this. I just tested building from the latest commit on master and the issue persists.

Adding the email directive makes the certificate not reachable and removing it works again.

Jun 02 04:05:47 azabache systemd[1]: Reloaded Caddy.
Jun 02 04:05:47 azabache caddy[829]: {"level":"info","ts":1654142747.5788102,"logger":"admin","msg":"stopped previous server","address":"tcp/localhost:2019"}
Jun 02 04:05:59 azabache caddy[829]: {"level":"debug","ts":1654142759.9399483,"logger":"admin.api","msg":"received request","method":"GET","host":"localhost:2019","uri":"/metrics","remote_ip":"127.0.0.1","remote_port":"39898","headers":{"Accept":["application/openmetrics-text; version=0.0.1,text/plain;version=0.0.4;q=0.5,*/*;q=0.1"],"Accept-Encoding":["gzip"],"User-Agent":["Prometheus/2.31.2+ds1"],"X-Prometheus-Scrape-Timeout-Seconds":["10"]}}
Jun 02 04:06:14 azabache caddy[829]: {"level":"debug","ts":1654142774.9371946,"logger":"admin.api","msg":"received request","method":"GET","host":"localhost:2019","uri":"/metrics","remote_ip":"127.0.0.1","remote_port":"39898","headers":{"Accept":["application/openmetrics-text; version=0.0.1,text/plain;version=0.0.4;q=0.5,*/*;q=0.1"],"Accept-Encoding":["gzip"],"User-Agent":["Prometheus/2.31.2+ds1"],"X-Prometheus-Scrape-Timeout-Seconds":["10"]}}
Jun 02 04:06:29 azabache caddy[829]: {"level":"debug","ts":1654142789.940137,"logger":"admin.api","msg":"received request","method":"GET","host":"localhost:2019","uri":"/metrics","remote_ip":"127.0.0.1","remote_port":"39898","headers":{"Accept":["application/openmetrics-text; version=0.0.1,text/plain;version=0.0.4;q=0.5,*/*;q=0.1"],"Accept-Encoding":["gzip"],"User-Agent":["Prometheus/2.31.2+ds1"],"X-Prometheus-Scrape-Timeout-Seconds":["10"]}}
Jun 02 04:06:35 azabache caddy[829]: {"level":"debug","ts":1654142795.5468433,"logger":"tls.handshake","msg":"no matching certificates and no custom selection logic","identifier":"192.168.10.64"}
Jun 02 04:06:35 azabache caddy[829]: {"level":"debug","ts":1654142795.5469923,"logger":"tls.handshake","msg":"all external certificate managers yielded no certificates and no errors","sni":""}
Jun 02 04:06:35 azabache caddy[829]: {"level":"debug","ts":1654142795.5470796,"logger":"tls.handshake","msg":"no certificate matching TLS ClientHello","server_name":"","remote":"193.106.191.48:49996","identifier":"192.168.10.64","cipher_suites":[49195,49199,49196,49200,52393,52392,49161,49171,49162,49172,156,157,47,53,49170,10,4865,4866,4867],"cert_cache_fill":0.0003,"load_if_necessary":true,"obtain_if_necessary":true,"on_demand":false}
Jun 02 04:06:35 azabache caddy[829]: {"level":"debug","ts":1654142795.5474699,"logger":"http.stdlib","msg":"http: TLS handshake error from 193.106.191.48:49996: no certificate available for '192.168.10.64'"}
Jun 02 04:06:42 azabache caddy[829]: {"level":"debug","ts":1654142802.2033286,"logger":"tls.handshake","msg":"no matching certificates and no custom selection logic","identifier":"azabache.narwhal-nominal.ts.net"}
Jun 02 04:06:42 azabache caddy[829]: {"level":"debug","ts":1654142802.2034338,"logger":"tls.handshake","msg":"no matching certificates and no custom selection logic","identifier":"*.narwhal-nominal.ts.net"}
Jun 02 04:06:42 azabache caddy[829]: {"level":"debug","ts":1654142802.2034578,"logger":"tls.handshake","msg":"no matching certificates and no custom selection logic","identifier":"*.*.ts.net"}
Jun 02 04:06:42 azabache caddy[829]: {"level":"debug","ts":1654142802.20348,"logger":"tls.handshake","msg":"no matching certificates and no custom selection logic","identifier":"*.*.*.net"}
Jun 02 04:06:42 azabache caddy[829]: {"level":"debug","ts":1654142802.2035,"logger":"tls.handshake","msg":"no matching certificates and no custom selection logic","identifier":"*.*.*.*"}
Jun 02 04:06:42 azabache caddy[829]: {"level":"debug","ts":1654142802.2035313,"logger":"tls.handshake","msg":"no certificate matching TLS ClientHello","server_name":"azabache.narwhal-nominal.ts.net","remote":"100.113.84.16:58512","identifier":"azabache.narwhal-nominal.ts.net","cipher_suites":[4865,4867,4866,49195,49199,52393,52392,49196,49200,49162,49161,49171,49172,156,157,47,53],"cert_cache_fill":0.0003,"load_if_necessary":true,"obtain_if_necessary":true,"on_demand":false}
Jun 02 04:06:42 azabache caddy[829]: {"level":"debug","ts":1654142802.2037165,"logger":"http.stdlib","msg":"http: TLS handshake error from 100.113.84.16:58512: no certificate available for 'azabache.narwhal-nominal.ts.net'"}
Jun 02 04:06:42 azabache caddy[829]: {"level":"debug","ts":1654142802.4555392,"logger":"tls.handshake","msg":"no matching certificates and no custom selection logic","identifier":"azabache.narwhal-nominal.ts.net"}
Jun 02 04:06:42 azabache caddy[829]: {"level":"debug","ts":1654142802.4556484,"logger":"tls.handshake","msg":"no matching certificates and no custom selection logic","identifier":"*.narwhal-nominal.ts.net"}
Jun 02 04:06:42 azabache caddy[829]: {"level":"debug","ts":1654142802.4556935,"logger":"tls.handshake","msg":"no matching certificates and no custom selection logic","identifier":"*.*.ts.net"}
Jun 02 04:06:42 azabache caddy[829]: {"level":"debug","ts":1654142802.4557316,"logger":"tls.handshake","msg":"no matching certificates and no custom selection logic","identifier":"*.*.*.net"}
Jun 02 04:06:42 azabache caddy[829]: {"level":"debug","ts":1654142802.4557655,"logger":"tls.handshake","msg":"no matching certificates and no custom selection logic","identifier":"*.*.*.*"}
caddy build-info
caddy build-info                                                                                                                                                                                                                                     130 ↵
go_version: go1.18.1
go_os:      linux
go_arch:    arm64
path:       github.com/caddyserver/caddy/v2/cmd/caddy
main:       github.com/caddyserver/caddy/v2 (devel)
dependencies:
filippo.io/edwards25519 v1.0.0-rc.1 h1:m0VOOB23frXZvAOK44usCgLWvtsxIoMCTBGJZlpmGfU=
github.com/AndreasBriese/bbloom v0.0.0-20190825152654-46b345b51c96 h1:cTp8I5+VIoKjsnZuH8vjyaysT/ses3EvZeaV/1UkF2M=
github.com/BurntSushi/toml v1.1.0 h1:ksErzDEI1khOiGPgpwuI7x2ebx/uXQNw7xJpn9Eq1+I=
github.com/Masterminds/goutils v1.1.1 h1:5nUrii3FMTL5diU80unEVvNevw1nH4+ZV4DSLVJLSYI=
github.com/Masterminds/semver/v3 v3.1.1 h1:hLg3sBzpNErnxhQtUy/mmLR2I9foDujNK030IGemrRc=
github.com/Masterminds/sprig/v3 v3.2.2 h1:17jRggJu518dr3QaafizSXOjKYp94wKfABxUmyxvxX8=
github.com/alecthomas/chroma v0.10.0 h1:7XDcGkCQopCNKjZHfYrNLraA+M7e0fMiJ/Mfikbfjek=
github.com/antlr/antlr4 v0.0.0-20200503195918-621b933c7a7f h1:0cEys61Sr2hUBEXfNV8eyQP01oZuBgoMeHunebPirK8=
github.com/aryann/difflib v0.0.0-20210328193216-ff5ff6dc229b h1:uUXgbcPDK3KpW29o4iy7GtuappbWT0l5NaMo9H9pJDw=
github.com/beorn7/perks v1.0.1 h1:VlbKKnNfV8bJzeqoa4cOKqO6bYr3WgKZxO8Z16+hsOM=
github.com/caddyserver/certmagic v0.16.1 h1:rdSnjcUVJojmL4M0efJ+yHXErrrijS4YYg3FuwRdJkI=
github.com/cenkalti/backoff/v4 v4.1.2 h1:6Yo7N8UP2K6LWZnW94DLVSSrbobcWdVzAYOisuDPIFo=
github.com/cespare/xxhash v1.1.0 h1:a6HrQnmkObjyL+Gs60czilIUGqrzKutQD6XZog3p+ko=
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github.com/cheekybits/genny v1.0.0 h1:uGGa4nei+j20rOSeDeP5Of12XVm7TGUd4dJA9RDitfE=
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github.com/cpuguy83/go-md2man/v2 v2.0.0 h1:EoUDS0afbrsXAZ9YQ9jdu/mZ2sXgT1/2yyNng4PGlyM=
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github.com/imdario/mergo v0.3.12 h1:b6R2BslTbIEToALKP7LxUvijTsNI9TAe80pLWN2g/HU=
github.com/jackc/chunkreader/v2 v2.0.1 h1:i+RDz65UE+mmpjTfyz0MoVTnzeYxroil2G82ki7MGG8=
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github.com/klauspost/cpuid/v2 v2.0.12 h1:p9dKCg8i4gmOxtv35DvrYoWqYzQrvEVdjQ762Y0OqZE=
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github.com/lucas-clemente/quic-go v0.27.1 h1:sOw+4kFSVrdWOYmUjufQ9GBVPqZ+tu+jMtXxXNmRJyk=
github.com/manifoldco/promptui v0.9.0 h1:3V4HzJk1TtXW1MTZMP7mdlwbBpIinw3HztaIlYthEiA=
github.com/marten-seemann/qpack v0.2.1 h1:jvTsT/HpCn2UZJdP+UUB53FfUUgeOyG5K1ns0OJOGVs=
github.com/marten-seemann/qtls-go1-18 v0.1.1 h1:qp7p7XXUFL7fpBvSS1sWD+uSqPvzNQK43DH+/qEkj0Y=
github.com/mattn/go-colorable v0.1.8 h1:c1ghPdyEDarC70ftn0y+A/Ee++9zz8ljHG1b13eJ0s8=
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go.opentelemetry.io/otel/exporters/otlp/otlptrace/otlptracegrpc v1.4.0 h1:buSx4AMC/0Z232slPhicN/fU5KIlj0bMngct5pcZhkI=
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go.opentelemetry.io/otel/metric v0.27.0 h1:HhJPsGhJoKRSegPQILFbODU56NS/L1UE4fS1sC5kIwQ=
go.opentelemetry.io/otel/sdk v1.4.0 h1:LJE4SW3jd4lQTESnlpQZcBhQ3oci0U2MLR5uhicfTHQ=
go.opentelemetry.io/otel/trace v1.4.0 h1:4OOUrPZdVFQkbzl/JSdvGCWIdw5ONXXxzHlaLlWppmo=
go.opentelemetry.io/proto/otlp v0.12.0 h1:CMJ/3Wp7iOWES+CYLfnBv+DVmPbB+kmy9PJ92XvlR6c=
go.step.sm/cli-utils v0.7.0 h1:2GvY5Muid1yzp7YQbfCCS+gK3q7zlHjjLL5Z0DXz8ds=
go.step.sm/crypto v0.16.1 h1:4mnZk21cSxyMGxsEpJwZKKvJvDu1PN09UVrWWFNUBdk=
go.step.sm/linkedca v0.15.0 h1:lEkGRDY+u7FudGKt8yEo7nBy5OzceO9s3rl+/sZVL5M=
go.uber.org/atomic v1.9.0 h1:ECmE8Bn/WFTYwEW/bpKD3M8VtR/zQVbavAoalC1PYyE=
go.uber.org/multierr v1.6.0 h1:y6IPFStTAIT5Ytl7/XYmHvzXQ7S3g/IeZW9hyZ5thw4=
go.uber.org/zap v1.21.0 h1:WefMeulhovoZ2sYXz7st6K0sLj7bBhpiFaud4r4zST8=
golang.org/x/crypto v0.0.0-20220210151621-f4118a5b28e2 h1:XdAboW3BNMv9ocSCOk/u1MFioZGzCNkiJZ19v9Oe3Ig=
golang.org/x/net v0.0.0-20220127200216-cd36cc0744dd h1:O7DYs+zxREGLKzKoMQrtrEacpb0ZVXA5rIwylE2Xchk=
golang.org/x/sys v0.0.0-20220209214540-3681064d5158 h1:rm+CHSpPEEW2IsXUib1ThaHIjuBVZjxNgSKmBLFfD4c=
golang.org/x/term v0.0.0-20210927222741-03fcf44c2211 h1:JGgROgKl9N8DuW20oFS5gxc+lE67/N3FcwmBPMe7ArY=
golang.org/x/text v0.3.8-0.20211004125949-5bd84dd9b33b h1:NXqSWXSRUSCaFuvitrWtU169I3876zRTalMRbfd6LL0=
google.golang.org/genproto v0.0.0-20220222213610-43724f9ea8cf h1:SVYXkUz2yZS9FWb2Gm8ivSlbNQzL2Z/NpPKE3RG2jWk=
google.golang.org/grpc v1.44.0 h1:weqSxi/TMs1SqFRMHCtBgXRs8k3X39QIDEZ0pRcttUg=
google.golang.org/protobuf v1.27.1 h1:SnqbnDw1V7RiZcXPx5MEeqPv2s79L9i7BJUlG/+RurQ=
gopkg.in/natefinch/lumberjack.v2 v2.0.0 h1:1Lc07Kr7qY4U2YPouBjpCLxpiyxIVoxqXgkXLknAOE8=
gopkg.in/square/go-jose.v2 v2.6.0 h1:NGk74WTnPKBNUhNzQX7PYcTLUjoq7mzKk2OKbvwk2iI=
gopkg.in/yaml.v3 v3.0.1 h1:fxVm/GzAzEWqLHuvctI91KS9hhNmmWOoWu0XTYJS7CA=

@Plorenzo
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Plorenzo commented Jun 2, 2022

Nevermind, I said nothing. I was trying with caddy reload after restarting the service instead, is working fine now.

@mholt
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mholt commented Jun 2, 2022

Awesome, thanks!

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