The issue isn't that it's when you turn on "Use Guides" per se, but when the guides are long, the centroid of the guide is no longer close enough to the group for the transfer. What I suggest doing instead is converting the group to an attribute, with an attribute wrangle, then using a guide skin attribute lookup to transfer that attribute, and then converting it back to a group. Not ideal I know, maybe you can submit an RFE to add groups to the guide skin attribute lookup.
Liesbeth_Levick The issue isn't that it's when you turn on "Use Guides" per se, but when the guides are long, the centroid of the guide is no longer close enough to the group for the transfer. What I suggest doing instead is converting the group to an attribute, with an attribute wrangle, then using a guide skin attribute lookup to transfer that attribute, and then converting it back to a group. Not ideal I know, maybe you can submit an RFE to add groups to the guide skin attribute lookup.