awesome, he would definitely want to help her out then and maybe they met in some kind of scenario where she may have been hurt and it was just a kismet sort of thing? he's definitely a hero but the older he gets, more of a recluse because he feels sort of useless and defeated that he can't reuse spells so he doesn't want to let people down AND he wants to save whatever he has left just in case. i like that you mentioned her status as being likened to jessica jones, i feel like when he was younger he may have been called on a lot (like word got out pretty quick in the hero world about his abilities but thankfully it has never really gotten out under his real name). he may have even helped a villain or two heal from minor but painful wounds because i can see him being way too empathetic. i think he's very low key now and would only be contacted for major things, he may have even thrown a fit and kind of bounced on the big guys the last time he worked with any of them. i don't know what he will be doing for a day job yet but i'd imagine most of his time is spent occupied with that.
hopefully this makes sense! he would definitely commiserate with her because he thinks his power sucks too since in theory it could be really good but it's just so limited