At the beginning of this TPR WG I raised the issue of preservation of DNSSEC status when a domain registration is transferred. There wasn't much interest, and this issue was generally treated as out of scope for this WG.
Google Domains' sale of its registrations to Squarespace apparently resulted in all of the registrations becoming unsigned. The numbers are big enough to have resulted in a drop in the overall count of signed domain names, and hence a topic of conversation.
Removal of DS RRDATA at the registry by a registrar uncoupled from a corresponding request from a registrar sounds like a RAA compliance issue.
However, the text and link that you cited states that delegations won't be affected, which presumably implies that DS RRDATA would remain intact; the delegation is, after all, the union of both the NS and the DS RRSet above the zone cut. Is the information from Google incorrect? Do you you have a reference for "all of the registrations becoming unsigned"?
Joe