As far as Tim Little's quality, I get the impression that his stuff is well made from fairly high-grade materials. Of course I base this on info from his own websight which naturally will not want to give the impression that "our stuff sucks". Other than that, I have heard no other real world experience feedback on T.L. shoes.
All I really know about Tim Little shoes comes from a pair of Moonrise Blues
that I bought a couple of years ago. I really like the styling (think Chelsea boot, only in a shoe, on a chiseled, square-toe last), but I've been less happy with the fit of the shoes. They're the hardest shoes I've ever worn. Everything about them is stiff, and I'm someone who has never understood why people call English shoes stiff. In spite of the fact that I really like the styling, I just don't wear them very often because I'm really not comfortable when I do. As far as construction goes, they're perfectly competently made. They're stitched aloft, but that's okay at the price they go for. The only thing about the construction that I really don't like is the blue-stained soles, and that's part of Tim Little's shtick. They're just not particularly comfortable. I suspect that this is a combination of the materials used and the peculiarities of my feet. Others on this board and the Ask Andy board have speculated and/or asserted that they're made by Alfred Sargent. That seems reasonable to me, although I can't say for sure. If they are made by Alfred Sargent, however, I can say that the standards of manufacture aren't equivalent to the Peal shoes made by Alfred Sargent being sold at Brooks Brothers. Regardless, the shoes are made by one of the 6 or 8 remaining shoe factories in Northampton: Tim Little is a designer, not a manufacturer. Tim Little has recently introduced a Black Sole line, which is supposedly made to higher standards. I think that board participant MPS has seen the shoes and commented favorably about them, but that's all I know.