I currently have Bose Tri-Port Headphones connected to my Thinkpad T400 laptop and playing flac quality files.
I was thinking of buying nicer headphones and a USB DAC, but do to money constraints i will upgrade to only of of those.
What is more important in hearing more quality from your files, better headphones or getting a USB DAC and powering my Bose headphones. Another way of thinking would be if you were going to buy a system consisted of headphones and a USB DAC and both components each on a scale 1 through 10, 10 being perfect, added together need to equal 10. Is it better lets say to get headphones that are 7/10 and a USB DAC 3/10 or get it the other way, USB DAC 7/10 and headphoens 3/10, maybe both 5/10.
I am assuming getting higher quality headphones connected to my laptop would do only little in quality of the music.