How To DiagnOSe Apple IP Settings

Understanding Internet Addressing When connecting to the internet, you are assigned a Public IPv4 address (e.g. 234.151.179.41) or an IPv6 address (e.g. 2000:7e23:17e1:81c8:271:10d:77c6:8f6e). You can verify this information at https://test-ipv6.com/. However, conveying these addresses to individuals who are not technically inclined or mentioning MAC addresses like f6:49:ea:39:7f:64 can be prone to errors and become complex quickly. Understanding Internet Addressing When connecting to the internet, you are assigned a Public IPv4 address (e.g. 234.151.179.41) or an IPv6 address (e.g. 2000:7e23:17e1:81c8:271:10d:77c6:8f6e). You can verify this information at https://test-ipv6.com/. However, conveying these addresses to individuals who are not technically inclined or mentioning MAC addresses like f6:49:ea:39:7f:64 can be prone to errors and become complex quickly.

Understanding Internet Addressing

When connecting to the internet, you are assigned a Public IPv4 address (e.g. 234.151.179.41) or an IPv6 address (e.g. 2000:7e23:17e1:81c8:271:10d:77c6:8f6e). You can verify this information at https://test-ipv6.com/. However, conveying these addresses to individuals who are not technically inclined or mentioning MAC addresses like f6:49:ea:39:7f:64 can be prone to errors and become complex quickly. Moreover, this approach lacks historical data, especially when addressing past issues.

Accessing a web page such as https://larkin.io begins with contacting a DNS server to convert the host segment (larkin) combined with the Top Level Domain (io) of the URL to an IP address, such as 113.209.123.106. Your computer and browser transmit their information with every web request (e.g.
Mozilla/5.0 (Windows NT x.y; Win64; x64; rv:10.0) Gecko/20100101 Firefox/10.0).

The Significance of Default Gateways

The default gateway, typically an automatically configured address via DHCP, is the point to which your computer directs all of its traffic to be routed onwards. You receive a default gateway such as 192.0.0.95 (although they commonly end in .1 or .254 based on the scope size). For a more in-depth look at IPv6, you can refer to how-to-fix-ipv6-connectivity/. To check on Mac or Linux, you can use:

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  192.0.0.95    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   fe80:9537:d2cc:db1f:7577%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): {130.231.97.51, 45.119.252.218}
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 f6:49:ea:39:7f:64
  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 8b:95:f5:00:95:60
}

Problem-Solving for Wired and Wireless Connections

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

Guidelines for Apple macOS / OSX Users

No matter which version of OSX/macOS you’re operating on, whether it’s 10.13.8, 11.6.9, or 12.2.7, there are various tools available for troubleshooting. However, the manual actions and scripts at your disposal may not provide a set of interconnected values over time. For this reason, automated remote troubleshooting is particularly beneficial for teams that endorse remote work and Work From Anywhere (WFA) setups.

Pre-Installed Scripts That Offer Assistance

An extremely useful tool on OSX/macOS is the sudo wdutil info command, which provides a dump of current wireless settings to the CLI, and can also be configured to generate specific logs for troubleshooting purposes. In addition, the more comprehensive sysdiagnose tool can be used to produce a wide range of logs (although much of it is only relevant at a specific point in time, particularly in relation to wireless networks, similar to wdutil).

Running sudo nohup /usr/bin/sysdiagnose -u & in the background will generate logs in /var/tmp/<blah>.tar.gz for you. If you prefer to run it interactively (although there isn’t much interaction), you can execute
sudo /usr/bin/sysdiagnose, which will prompt a privacy warning. If not run in the background, it should open Finder in the appropriate location, or you can navigate to /var/tmp or use Cmd+Shift+G in Finder to point it to the correct path. Just be mindful of the file sizes, which are typically around 300MB.

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