Well there’s 2 routes. You could purchase one headphone that does everything fairly well based on your preferences. If you were going this route, you might utilize EQ software or headphone mods which allows for more versatility. Or, route 2 would be to budget for two or three different sets of cans that cover all your bases. But, you’re trading off the possibility of having a slightly less premium product (not how I think of it).

Bottom line, if you live comfortably and you find this hobby enjoyable/meaningful, then go for it. Maybe nothing crazy at first (I’d start at $500-$800). In all honestly, how people think in terms of value vs. cost within the audiophile community varies drastically. Although, most likely this sub would be something like 80% leaning towards $1,000 not being worth it, and 20% saying spending more equates to a higher tier headphone. Ultimately you have to make that decision yourself my friend.