@Sam , Big question. I think you need to narrow it down a bit on what you are looking to monitor. Are you looking for something simple like "is my server up or down?" or complex like gauging user experience?
We use PRTG for server basics although I have used Nagios and Solarwinds in the past.
We also monitor Issue create times through log analysis with Splunk.
Static object like the number of custom fields, we use SQL and Tableau to build out dashboards.
There are a lot of tools available you need to approach it by asking what problem am I trying to solve?
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