Hi @bashomosko,
Uh, that would be a nice report indeed! Unfortunately, I don’t think this is possible at this stage. A quick search shows that this should be possible with Power BI which can be integrated with HubSpot: Display images in a table, matrix, or slicer in a report
Not sure if I would introduce a weighty solution like Power BI just for the sake of having images however haha.
As an alternative, you can always add images to contact records and these would be, although tiny, be visible in contact lists and filtered views. If your report is a simple one, a list might do.
Hope this helps!