How Can I Understand OSX Connectivity

Understanding Internet Addressing When using the Internet, you are assigned a Public IPv4 address, such as 178.224.54.94, or an IPv6 address, like 2000:c7ea:4ea9:f6ca:294:ae92:5632:6e02. You can verify this information on https://test-ipv6.com/. However, conveying these addresses to individuals who are not technically inclined, as well as mentioning MAC addresses like 24:b0:a0:f8:90:5c, can be prone to errors and become complex. Understanding Internet Addressing When using the Internet, you are assigned a Public IPv4 address, such as 178.224.54.94, or an IPv6 address, like 2000:c7ea:4ea9:f6ca:294:ae92:5632:6e02. You can verify this information on https://test-ipv6.com/. However, conveying these addresses to individuals who are not technically inclined, as well as mentioning MAC addresses like 24:b0:a0:f8:90:5c, can be prone to errors and become complex.

Understanding Internet Addressing

When using the Internet, you are assigned a Public IPv4 address, such as 178.224.54.94, or an IPv6 address, like 2000:c7ea:4ea9:f6ca:294:ae92:5632:6e02. You can verify this information on https://test-ipv6.com/. However, conveying these addresses to individuals who are not technically inclined, as well as mentioning MAC addresses like 24:b0:a0:f8:90:5c, can be prone to errors and become complex. Moreover, it does not provide historical data, especially from prior issues.

When attempting to access a webpage, such as https://herman.net, you first contact a DNS server to convert the host (herman) and the Top Level Domain (net) of the URL into an IP address, like 40.245.67.225. Your computer and browser include specific details with every web request, such as
Mozilla/5.0 (Windows NT x.y; Win64; x64; rv:10.0) Gecko/20100101 Firefox/10.0

Significance of Default Gateways

The default gateway is typically an address automatically configured via DHCP. You are assigned a default gateway, such as 192.168.111.136 (usually ending in .1 or .254 depending on the scope size), to which your computer sends all its traffic to be routed. For IPv6, a detailed analysis can be found at how-to-fix-ipv6-connectivity/, and on Mac or Linux, it can be verified 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  192.168.111.136    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   fe80:30c3:2db9:16e9:e914%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): {177.27.76.184, 73.122.162.197}
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 24:b0:a0:f8:90:5c
  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 59:19:e3:49:7b:bb
}

Solutions for Wired and Wireless Connection Issues

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

Steps to Resolve Problems on Apple macOS / OSX

Regardless of whether you are using OSX/macOS version 10.13.6, 11.2.4, or 12.0.9, there are various troubleshooting tools available. However, these manual actions and scripts lack the ability to provide a set of correlated values over time. This is where automated remote troubleshooting becomes invaluable, especially for teams that have adopted remote work and Work From Anywhere (WFA) practices.

Effective Built-in Tools for Troubleshooting

One useful tool on OSX/macOS is the sudo wdutil info command, which provides a dump of the current wireless settings in the CLI, and can also be configured to generate specific logs for troubleshooting purposes. Furthermore, the sysdiagnose tool can be utilized to generate a wide range of logs, although much of it is only relevant to wireless settings, 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, the logs should open in Finder at the correct location, or you can navigate to /var/tmp using Finder with Cmd+Shift+G. However, be cautious of the file sizes, which can be around 300MB or more.

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