Hey @TKaney, thanks for reaching out and for the awesome context!
It sounds like this would be a great use case for association labels (here is the Knowledge Base article from HubSpot). This feature is available for Professional HubSpot subscriptions, so I believe you should have access looking at your post tag!
Association labels let you define these specific relationships and then segment/filter/report on records based on that relationship vs all/any associated contact/company. You will likely need to manually set these up for each relationship, but that will be a solid exercise in confirming that you have all records set up accurately.
Hope this helps!!