The neat thing about trippy is that you can have multiple targets at the same time and it uses dublin traceroute. Its results are more reliable and unlike mtr it works on multiple interfaces. I just haven't been able to make it work properly on Windows but I've been using it exclusively on Linux. I think it will work on Mac as well. If someone figures it out on Windows, please let us know how you did it.
I also use prettyping - mostly because it provides a similar display to the old Cisco enhanced ping which allows you to run and visualize an extended test period easily. Normal ping just scrolls to fast.
For long term trending you can't beat grafana and promeutheus. However, that is a royal pain to build and optimize and not suitable for a home lab. There I would recommend Uptime Kuma. I use that extensively and combine it with ntfy.sh