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I agree with JLM, upgrade the amp. The Paradigms aren't that bad, they are well engineered with decent drivers, high sensitivity, very easy load for any amp. The speakers are the best part of your system! I would prefer what you have to some of the upgrade options you mentioned. But the T Amp is holding you back. "Class T" topology is not a sweet inspiring sound, unless it has expensive output filter and power supply like a RedWine T-amp. Look for vintage stereo receivers for sale locally. Some of them like Sansui, Onkyo Denon, HK, older Sonys sound very nice, probably $50-100.
The minidisk DAC probably has very little jitter removal. SPDIF from PC mother board is high jitter. That combined with the electrolytic caps in your speaker crossovers will make music sound too much treble, and harsh. Cheapest solution here is a good quality SPDIF output like M2Tech HiFace which will eliminate any jitter to your DAC, and making it sound as good as it can. Cost $200 US and you can use it with any DAC or PC that you may get in the future.
If you can solder you can replace the 2ccapacitors going to your tweeter with film caps and hear a huge improvement in smoothness. You could hire an electronic technician or find a local audiophile to help with this. Cost <$100 US.
We have same taste in music. I love bebop, and also listen to as much latin jazz as I can find on radio. I wish I had more latin jazz CDs, only 1 Paquito D'Rivera record. The peachtree stuff is cute, but the amp is not much better than what you already have. I think if you control jitter, that your minidisc DAC will be adequate for the speakers. Then your next upgrade will be a whole new system if you want more. Remember that if you upgrade one part, it will make the other parts sound inadequate in comparison. Better to have a balanced system of complimentary parts than one hotrod part fed by clunker parts.