Well, I got to thinking, and I believe I've come up with what I am going to do and I'd like opinions on it. 
1) Sell off my HP's and Zero DAC/Amp
2) Purchase a Keces DA-151(or 131) DAC
3) Purchase Audio Engine A5 Speakers
This will leave me plenty upgrade room later down the line as the Keces DAC is most likely the most I plan on spending for a DAC. So unless something amazing comes out, it should stay as a very good base for my system. Then getting the Audio Engine A5 speakers saves me some $$$ because I won't need an amp.. right away. Later down the line, when I get some extra cash, I can sell off the Audio Engine A5's and upgrade to a better pair of speakers and a dedicated amp.
I also won't require a HP Amp right away as the only cans I plan on keeping are a pair of Audio Technica AD700's, for LANs and when I need to keep the noise down.
Edit: Actually thinking of going a slightly different route. Here is what I am thinking...
1) Sell off my HP's and Zero DAC/Amp
2) Purchase a Keces DA-151(or 131) DAC
3) Purchase a Pioneer A35R
4) Purchase either B25 or AV123 X-Series
It'll cost a little bit more, but it will make upgrading down the line even easier. I'll be able to add a sub-woofer easily, or even replace the speakers with better ones altogether, without having to change the core of the system(Amp/DAC).
Edit2: I'm still not set on the amp or the speakers either. I would like more input on those if possible.

1) Sell off my HP's and Zero DAC/Amp
2) Purchase a Keces DA-151(or 131) DAC
3) Purchase Audio Engine A5 Speakers
This will leave me plenty upgrade room later down the line as the Keces DAC is most likely the most I plan on spending for a DAC. So unless something amazing comes out, it should stay as a very good base for my system. Then getting the Audio Engine A5 speakers saves me some $$$ because I won't need an amp.. right away. Later down the line, when I get some extra cash, I can sell off the Audio Engine A5's and upgrade to a better pair of speakers and a dedicated amp.
I also won't require a HP Amp right away as the only cans I plan on keeping are a pair of Audio Technica AD700's, for LANs and when I need to keep the noise down.

Edit: Actually thinking of going a slightly different route. Here is what I am thinking...
1) Sell off my HP's and Zero DAC/Amp
2) Purchase a Keces DA-151(or 131) DAC
3) Purchase a Pioneer A35R
4) Purchase either B25 or AV123 X-Series
It'll cost a little bit more, but it will make upgrading down the line even easier. I'll be able to add a sub-woofer easily, or even replace the speakers with better ones altogether, without having to change the core of the system(Amp/DAC).
Edit2: I'm still not set on the amp or the speakers either. I would like more input on those if possible.










