I'm on the other side of the river, so my read on the situation could be off, but I don't think either the scion of the Patriots or the councilor for Southie would pose much of a threat to Wu.. This isn't Raymond Flynn's Boston, where an economic populist / cultural conservative was a good fit. Nor does his son have his reputation for going after monied interests. (The elder Flynn went after banks, utility companies and landlords, both as councilor and as mayor.) Both men read to me as the right of center disgruntledness that lost in a landslide in the 2021 race and don't have a constituency or a platform that reaches the broader city of Boston. (This is somewhat unfair to Essaibi George, who was more going for "pragmatic centrist", but that's who ended up voting for her.)