You are not alone in preferring jh13 over roxanne totally understand the weird feeling to prefer the cheaper model in this hobby!
As for ak240 vs hugo, a key consideration is whether you will use it on the go. I picked ak240 as I need it portable and pocketable. Personally I cannot even tolerate a ipod+amp stack so Hugo with a thick coaxial or optical cable with a source is ergonomically impossible for my use.
kkcc! Totally agree with you! My thoughts exactly! Really when I considered everything I realised what I wanted was the best sound quality possible in the most convenient, and mobile, package possible! Kind of bummed because it means I probably won't spend anymore time considering what sort of amps I could use - ;) - but ultimately the best solution! Feels kind of good to have got there!