Why are you so certain about Henderson being a backup? He started the last five years and averaged 15 ppg. Henderson certainly is not a great player but he is a solid one. And Charlotte is certainly not a great team, but over the past two seasons they may have been as good as Portland will be in the coming season. I don’t think he’a a certain starter by any means – but I think he could end up starting if Matthews is gone.
I forgot to mention Connaughton in my original post, but I don’t see him challenging for a starting job. There is a reason he was not picked until #41 in the draft – and it’s not just that he is a two-sport athlete. There are very few players who have ever been selected that late in the draft and started as rookies (or ever).