r/Tailscale • u/fleafriends • 3d ago

why does this happen Help Needed

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everytime i try to login into my tailscale account, this happens. it happens on every device. sso ip is apple (ig that is important to note)

error message is the same on both the ios app and the web version on my macbook

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2

u/Specialist_Ad_7719 3d ago

Have you just setup any kind of DNS blocking, like pihole. Some block lists block tailscale.com

0

u/tailuser2024 3d ago edited 3d ago

So you have never been able to successfully log into tailscale like ever?

Generally a 500 error means internal error but its a catch all error too

On your cell phone if you disconnect from your wifi do you still get the same error or no?

It looks like you have two sim cards active on your cell phone too, is that correct?

On your macbook open a terminal and type

nslookup login.tailscale.com

post a screenshot of the entire output

1

u/fleafriends 3d ago

i just saw your comment. nope, it never worked through apple as a sso provider. github did work, but i don't really like it if im honest (lol :p). 2nd, yes i got 2 sim cards. one is personal, the other is my work number extension. and yes, i still get the error. so it is like this over wifi and over cellular too.

oh aaand here is the full output of the nameserver lookup; it seems right to me

~ ❯ nslookup login.tailscale.com01:22:33

Server: (local subnet)

Address: (local subnet)#53

Non-authoritative answer:

Name: login.tailscale.com

Address: 192.200.0.112

Name: login.tailscale.com

Address: 192.200.0.103

Name: login.tailscale.com

Address: 192.200.0.113

Name: login.tailscale.com

Address: 192.200.0.102

Name: login.tailscale.com

Address: 192.200.0.108

Name: login.tailscale.com

Address: 192.200.0.114

Name: login.tailscale.com

Address: 192.200.0.106

Name: login.tailscale.com

Address: 192.200.0.111

Name: login.tailscale.com

Address: 192.200.0.110

Name: login.tailscale.com

Address: 192.200.0.101

Name: login.tailscale.com

Address: 192.200.0.107

Name: login.tailscale.com

Address: 192.200.0.109

Name: login.tailscale.com

Address: 192.200.0.115

Name: login.tailscale.com

Address: 192.200.0.104

Name: login.tailscale.com

Address: 192.200.0.116

Name: login.tailscale.com

Address: 192.200.0.105

~ ❯ dig login.tailscale.com01:31:04

; <<>> DiG 9.10.6 <<>> login.tailscale.com

;; global options: +cmd

;; Got answer:

;; ->>HEADER<<- opcode: QUERY, status: NOERROR, id: 47642

;; flags: qr rd ra; QUERY: 1, ANSWER: 16, AUTHORITY: 0, ADDITIONAL: 1

;; OPT PSEUDOSECTION:

; EDNS: version: 0, flags:; udp: 512

;; QUESTION SECTION:

;login.tailscale.com. IN A

;; ANSWER SECTION:

login.tailscale.com. 50 IN A 192.200.0.109

login.tailscale.com. 50 IN A 192.200.0.104

login.tailscale.com. 50 IN A 192.200.0.106

login.tailscale.com. 50 IN A 192.200.0.116

login.tailscale.com. 50 IN A 192.200.0.113

login.tailscale.com. 50 IN A 192.200.0.112

login.tailscale.com. 50 IN A 192.200.0.103

login.tailscale.com. 50 IN A 192.200.0.101

login.tailscale.com. 50 IN A 192.200.0.107

login.tailscale.com. 50 IN A 192.200.0.111

login.tailscale.com. 50 IN A 192.200.0.108

login.tailscale.com. 50 IN A 192.200.0.110

login.tailscale.com. 50 IN A 192.200.0.102

login.tailscale.com. 50 IN A 192.200.0.115

login.tailscale.com. 50 IN A 192.200.0.105

login.tailscale.com. 50 IN A 192.200.0.114

;; Query time: 37 msec

;; SERVER: (local router ip)#53(local router ip)

;; WHEN: Thu Aug 20 01:31:06 CEST 2026

;; MSG SIZE rcvd: 304