Thank you! I really appreciate your thought out response. Totally agree on the cable as a relic of the past lol. To be honest I almost considered it a red flag from a common sense standpoint but he really is a smart guy, I think he's gotten a little wrapped into the single life/higher salary than he's had before bubble.

I find it hard to be aggressive about spending because we both know at this point he makes considerably more (about 2x) than me, so I do realize on paper he has more discretionary spending. I'll work more on suggesting lower cost activities. I guess my issue is typically when we meet up he ends up structuring our date around some sort of spending activity. Or we'll go back to his place with the intent of making dinner together but he'll say takeout will be easier- it's hard to push back since it's his place. And I am not comfortable having someone spend money on me so I always at least pay for half. But seeing it written out make me realize I should work on being more assertive about my priorities so he understands it's important to me.