I think he does miss you
There's something about the High Priestess that tells me he's yet to admit to himself what he misses about you. The combination of Page of Pentacles and Judgment lead me to think about something being obvious and in his face. I just can't help but see these cards as a process. The fact that he misses you, he isn't aware of/hidden from his conscious mind (High Priestess). He will see something (page of pentacles) and it will all come rushing back (Judgment). And he'll realize it's quite a lot that he misses. With these cards, it's as if they're saying, the question isn't "What" he misses about you, but realizing just how much he does miss you- a connection (high priestess) that he'll feel the absence of. When you miss someone truly, you can never pinpoint exactly what it is that you miss- it's who they are that you hate to feel the lack of.
But if there HAS to be something exact- I'd say it's in the way you saw the world, carried yourself, what you find interesting- it gave him a feeling of waking up. You, unknowingly, made him take notice of things he had never seen.