How Can I Troubleshoot Apple Internet Connection

Understanding How Internet Addresses Function When using the Internet, you are assigned a Public IPv4 address, such as 14.90.132.148, or an IPv6 address, such as 2000:a3f1:5093:73c9:f514:9bee:e589:5f3. This information can be verified at https://test-ipv6.com/, but explaining or communicating these addresses to non-technical individuals, as well as referring to MAC addresses like 36:04:52:9c:15:6a, can be prone to errors and become complex. Understanding How Internet Addresses Function When using the Internet, you are assigned a Public IPv4 address, such as 14.90.132.148, or an IPv6 address, such as 2000:a3f1:5093:73c9:f514:9bee:e589:5f3. This information can be verified at https://test-ipv6.com/, but explaining or communicating these addresses to non-technical individuals, as well as referring to MAC addresses like 36:04:52:9c:15:6a, can be prone to errors and become complex.

Understanding How Internet Addresses Function

When using the Internet, you are assigned a Public IPv4 address, such as 14.90.132.148, or an IPv6 address, such as 2000:a3f1:5093:73c9:f514:9bee:e589:5f3. This information can be verified at https://test-ipv6.com/, but explaining or communicating these addresses to non-technical individuals, as well as referring to MAC addresses like 36:04:52:9c:15:6a, can be prone to errors and become complex. Furthermore, it does not provide any historical data, particularly when addressing previous issues.

To access a webpage, such as https://kozey-heathcote.co, the initial step involves contacting a DNS server to convert the host portion (kozey-heathcote) in combination with the Top Level Domain (co) of the URL into an IP address, like 226.249.247.233. Whenever web requests are made, your computer and browser consistently submit their type, as seen in the example:
Mozilla/5.0 (Windows NT 6.1) AppleWebKit/537.36 (KHTML, like Gecko) Chrome/41.0.2228.0 Safari/537.36

Significance of Pre-Set Gateways

The default gateway is typically an address automatically configured via DHCP. This is the location where your computer forwards all of its traffic and is commonly found ending in .1 or .254, depending on the scope size, like 192.0.0.50. For an in-depth explanation on IPv6, refer to how-to-fix-ipv6-connectivity/, or perform a check on Mac or Linux using the following method:

IPv4 Routes and the Host IPv4 Route Table (inc. VPN)

netstat -rn -f inet | egrep -i "default|0/1|128.0/1"

0/1      172.18.12.193  UGScg  utun3
default  192.0.0.50    UGScg  en0
128.0/1  172.18.12.193  UGSc   utun3

Note: We are not just looking for the default but also for any VPN that overrides the public v4 address space.

IPv6 Routes and the Host IPv6 Route Table (inc. VPN)

netstat -rn -f inet6 | egrep -i "default|2000::/3"

If you have IPv6 active the above should return at least one route (as per below) via a known interface such as “en0 " on a Mac.

default   fe80:f4b4:a5be:799b:8b10%en0  UGcg   en0
default   fe80::%utun0                   UGcIg  utun0
default   fe80::%utun1                   UGcIg  utun1
default   fe80::%utun2                   UGcIg  utun2
2000::/3  utun3                          USc    utun3

Note: We are not just looking for the default but also for any VPN that overrides the public v6 address space.

Debugging DHCP for both IPv4 and IPv6

To get a look at the low level DHCP configuration (Mac/Linux):

ipconfig getpacket en0

...
domain_name_server (ip_mult): {209.83.83.35, 102.43.8.165}
end (none):
...

So, in the above we are not getting IPv6 DNS servers from the DHCPv4 reply but…

ipconfig getv6packet en0

DHCPv6 REPLY (7) Transaction ID 0x80940b Length 76
Options[4] = {
  CLIENTID (1) Length 14: DUID LLT HW 1 Time 668691856 Addr 36:04:52:9c:15:6a
  DNS_SERVERS (23) Length 32: 2606:4700:4700::1111, 2001:4860:4860::8844
  DOMAIN_LIST (24) Length 0:  Invalid
  SERVERID (2) Length 10: DUID LL HW 1 Addr 61:d8:9e:9d:72:02
}

Fixing Issues with Wired and Wireless Connections

When it comes to transmitting data to your router, you may be using either a wired or wireless (Wi-Fi) medium at the physical and data layer.

Troubleshooting Tips for Apple macOS / OSX

Regardless of whether you’re using OSX or macOS version 10.15.9, 11.0.2, or 12.2.4, there are various tools available for troubleshooting. However, these manual actions and scripts do not provide a series of correlated values over time. Automated remote troubleshooting becomes particularly valuable for teams embracing remote work and Work From Anywhere (WFA).

Useful Built-in Scripts

A useful tool on OSX/macOS is sudo wdutil info, which provides a CLI dump of current wireless settings and can be configured to generate specific troubleshooting logs. Additionally, the sysdiagnose tool can be used to generate various logs, although much of it is only related to wireless settings at a specific point in time, similar to wdutil.

Running sudo nohup /usr/bin/sysdiagnose -u & in the background will write logs to /var/tmp/<blah>.tar.gz. To run it interactively, you can use sudo /usr/bin/sysdiagnose, which will provide a privacy warning. When not run in the background, it should open Finder in the correct location, or you can navigate to /var/tmp using Finder with Cmd+Shift+G. Keep in mind that the file sizes are approximately 300MB.

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