The VT Ortho Finder at https://maps.vcgi.vermont.gov/OrthoFinder/ to download orthos does not work for me when I try it. Does it work for you?
I just helped a buddy get topo for his property in the boonies of CO. I was surprised at how much very detailed LiDar coverage they offer. Not having goofed with it too much I downloaded a large DEM (.img file), brought it into QGIS in CO SPC (data was UTM 13N), created a polygon and clipped it to the smaller 5 ac area, created contours and exported to dxf. Then brought into C3D and created a surface that was remarkably fit to the underlying aerial geomap.
works for me. Zoom to a tile, and a popup appears to download image and world files. The download is 2 steps (Tiff or JP2) and (TIFW or JP2). This is a slick Feature service. Excellent metadata too.
I'm sorry this is such a late response. I haven't visited this site in ages due to not-enough-spoons! (you have so many spoons per day and sometimes you run out--mine keep running out due to aged family members)
It'll be due to what, if any, transformations are done between NAD83 (2011) and WGS84. At least in Esri, the internal workflow is unproject from the projected coordinate system to its GCS, apply a geographic/datum transformation if needed/set to the target PCS's GCS, project to PCS. The two projections are very precise so no issues there. That's for vectors. Rasters and similar data types are doing more direct conversions but using the same workflow to generate the source/target coordinates.