Support MacOS Issues

Explanation of Internet Addressing When using the Internet, one may have a public IPv4 address, represented by something like 7.21.182.222, or an IPv6 address, such as 2000:c717:b9e0:d426:68ba:d6b3:66ec:d456. It is possible to verify this by visiting https://test-ipv6.com/. However, for those who are not well-versed in technology, conveying these addresses or even mentioning MAC addresses like 82:20:67:90:33:d1 can be problematic and become complex very quickly. Explanation of Internet Addressing When using the Internet, one may have a public IPv4 address, represented by something like 7.21.182.222, or an IPv6 address, such as 2000:c717:b9e0:d426:68ba:d6b3:66ec:d456. It is possible to verify this by visiting https://test-ipv6.com/. However, for those who are not well-versed in technology, conveying these addresses or even mentioning MAC addresses like 82:20:67:90:33:d1 can be problematic and become complex very quickly.

Explanation of Internet Addressing

When using the Internet, one may have a public IPv4 address, represented by something like 7.21.182.222, or an IPv6 address, such as 2000:c717:b9e0:d426:68ba:d6b3:66ec:d456. It is possible to verify this by visiting https://test-ipv6.com/. However, for those who are not well-versed in technology, conveying these addresses or even mentioning MAC addresses like 82:20:67:90:33:d1 can be problematic and become complex very quickly. Moreover, this method does not provide any historical data, particularly regarding past issues.

In order to reach a website, such as https://ferry-von.biz, the initial step is to access a DNS server, which will translate the host portion (in this case, “ferry-von”) combined with the Top Level Domain (“biz”) of the URL to an IP address, like 209.40.142.159. Your computer and browser actually send information about their type with every web request, as seen in the following example:
Mozilla/5.0 (Macintosh; Intel Mac OS X 10_9_3) AppleWebKit/537.75.14 (KHTML, like Gecko) Version/7.0.3 Safari/7046A194A

Significance of Default Gateways

By default, your gateway is an automatically configured address through DHCP. For instance, one may receive a default gateway like 192.168.17.154 (although they typically end in .1 or .254 depending on the scope size), and this is where one’s computer sends all its traffic to be routed onwards. For IPv6, a detailed explanation can be found by visiting how-to-fix-ipv6-connectivity/. On Mac or Linux, this can be checked with:

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  192.168.17.154    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   fe80:61e2:5eec:3e59:5e1%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): {52.157.225.218, 29.235.151.206}
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 82:20:67:90:33:d1
  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 1a:dc:a6:0b:17:99
}

Resolving Connectivity Issues with Wired and Wireless Networks

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

Tips for Apple macOS / OSX Troubleshooting

Irrespective of the version of OSX/macOS you are using - be it 10.14.6, 11.2.8, or 12.1.9 - there are various tools available for troubleshooting. Unfortunately, these manual actions and scripts do not provide a set of correlated values over time. This is where automated remote troubleshooting proves to be extremely beneficial, especially for teams that are embracing remote work and the concept of Work From Anywhere (WFA).

Utilizing Built-in Scripts for Assistance

One incredibly useful tool for OSX/macOS is the sudo wdutil info, which provides a dump of current wireless settings to the CLI and can also be configured to generate specific logs for troubleshooting. Additionally, the sysdiagnose tool can be used to produce a wide range of logs, although many relate 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 for you. If you prefer to run it interactively, you can execute sudo /usr/bin/sysdiagnose, which will result in 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. However, be cautious of the file sizes, which are approximately 300MB.

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