How Do You DiagnOSe MacOS Issues

The Functioning of Internet Addressing When using the Internet, you may be assigned a Public IPv4 address such as 57.210.169.45 or an IPv6 address like 2000:6ba0:1902:365d:75cf:c35d:d77:96e. You can verify this information at https://test-ipv6.com/. However, attempting to communicate these addresses, or even mentioning MAC addresses like 00:e7:f8:cf:d3:89, can be error-prone and quickly become complex, especially for individuals without technical expertise. The Functioning of Internet Addressing When using the Internet, you may be assigned a Public IPv4 address such as 57.210.169.45 or an IPv6 address like 2000:6ba0:1902:365d:75cf:c35d:d77:96e. You can verify this information at https://test-ipv6.com/. However, attempting to communicate these addresses, or even mentioning MAC addresses like 00:e7:f8:cf:d3:89, can be error-prone and quickly become complex, especially for individuals without technical expertise.

The Functioning of Internet Addressing

When using the Internet, you may be assigned a Public IPv4 address such as 57.210.169.45 or an IPv6 address like 2000:6ba0:1902:365d:75cf:c35d:d77:96e. You can verify this information at https://test-ipv6.com/. However, attempting to communicate these addresses, or even mentioning MAC addresses like 00:e7:f8:cf:d3:89, can be error-prone and quickly become complex, especially for individuals without technical expertise. In addition, this method does not provide historical data, particularly during past incidents.

When trying to access a website, such as https://lemke.org, you first connect to a DNS server to convert the host part (lemke) along with the Top Level Domain (org) of the URL into an IP address, such as 219.131.80.206. Furthermore, your computer and browser transmit its type with each web request, for example:
Mozilla/5.0 (compatible; MSIE 9.0; AOL 9.7; AOLBuild 4343.19; Windows NT 6.1; WOW64; Trident/5.0; FunWebProducts)

The Significance of Default Gateways

Typically, your default gateway is automatically configured through DHCP and may appear as a default gateway like 172.25.52.120 (although they usually end in .1 or .254, depending on the scope size). This is the point to which your computer forwards all its traffic to be routed further. For IPv6, we provide an in-depth exploration in our post how-to-fix-ipv6-connectivity/, and you can verify on Mac or Linux using:

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  172.25.52.120    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   fe80:8c06:b50a:26a:8b14%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): {40.197.55.24, 199.165.105.168}
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 00:e7:f8:cf:d3:89
  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 32:72:6f:08:53:8d
}

Solutions for Resolving Connectivity Issues in Wired and Wireless Networks

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

Resolving Connectivity Problems on Apple macOS / OSX

No matter which version of OSX/macOS you are running, whether it’s 10.14.5, 11.0.3, or 12.3.8, there are various troubleshooting tools available. However, these manual actions and scripts fail to provide a set of correlated values over time. This is where automated remote troubleshooting proves to be extremely beneficial, particularly for teams that are transitioning to remote work and the Work From Anywhere (WFA) concept.

Effective Built-in Scripts

One valuable tool on OSX/macOS is the sudo wdutil info command, which provides a dump of the current wireless settings to the CLI and can also be configured to generate specific logs for troubleshooting. Additionally, for a more comprehensive approach, the sysdiagnose tool can be used to generate a wide range of logs, although many are only relevant to the wireless connection, similar to wdutil.

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

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