I agree with Rbstehno about trying a jitter box between your Squeezebox and DAC, something like a Genesis Lens or Assemblage, or wait for the upcoming PS Audio Lens. I've used a number of these with quite good results. It may not bring things into the same league as your Jason transport, but it will likely add substantial improvements.
You might also consider an Olive as a transport. I use a couple IMS, which sort of splits the difference between a transport and computer -- it's a computer hard drive built with audio in mind, with transport functionality and visuals. It's even better if you can find one with mods (Red Wine used to do them, as did Bolder). Modded, it holds its own with my DIY CD-pro2m and my North Star transport (which upsamples the output).
Also, you didn't mention models, but you might experiment with digital cables. IMS, they do sound different. My favorite IMS is the Harmonic Technology Cyberlight/ Photon, which reveals a great sense of ease and openness. I've also had good results with Ridge St. Poiema, Tara One and Stealth Sextet digital cables. Good budget options are the Grover and Analysis + Digital Oval.
You might also consider an Olive as a transport. I use a couple IMS, which sort of splits the difference between a transport and computer -- it's a computer hard drive built with audio in mind, with transport functionality and visuals. It's even better if you can find one with mods (Red Wine used to do them, as did Bolder). Modded, it holds its own with my DIY CD-pro2m and my North Star transport (which upsamples the output).
Also, you didn't mention models, but you might experiment with digital cables. IMS, they do sound different. My favorite IMS is the Harmonic Technology Cyberlight/ Photon, which reveals a great sense of ease and openness. I've also had good results with Ridge St. Poiema, Tara One and Stealth Sextet digital cables. Good budget options are the Grover and Analysis + Digital Oval.