Lol you're asking this question in the wrong place. Some people will tell you the o2/odac is enough, some people will tell you the lyr/bifrost is enough(two popular amp / dac combos). It just depends on what you are trying to get. And yeah... forget the dark star.
I think most people stop along the lines of the lyr / bifrost combo since that about matches the price of the headphone and is a good point for price/performance compared to spending 2k on an amp that might not give you 4x the sound quality of the lyr. I think upgrading is in a way, part of the journey as it helps you appreciate the good gear once you get it. It also lets you be satisfied without sepnding a boatload of money if that's all you need.
My apologies, new around here. Sorry guys.