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Four months ago wasted 75 bucks on cheap shoes, which were highly rated on zappos. Now need new ones again for walking in suits. (DC here but don't blame me if you don't like the politics down here)

Couple of questions:
1. Bruno Magli uses synthetic soles. Do they last, I walk a lot as I mentioned. Opinions of BM man made shoes?
2. Barney's private label shoes. They cost about the same but have leather soles. Opinions?
3. I have a pair of Churchs, AE but I don't like their styles so I rarely wear. What's the best brand for $500 that is stylish but can be worn with a suit?