I realize I'm in an Alden thread but wondering what your expert opinion on the two boots I'm considering next are: Natural Chromexcel Indys vs Oak Street's Natural Chromexcel trench boots?
I work in a professional environment but typically only dress business casual (dark denim, wool, khakis; tucked in oxford shirts, sweaters, etc). I like that the Indy is lined but dig the trench boots sleek lines. Also not sure I'm a fan of speed hooks. Any recs/thoughts are greatly appreciated
I have dabbled in Oak Street shoes and boots. They are good, although I am not a fan of the Trench boot. However, Indy boots are far more sharp and more passable in the business environment.
Perhaps try on the Indys first and ensure that you are comfortable with their feel and weight, as they are a hearty boot. With that said, they will last forever.
If I may make a suggestion, if they are your first pair of Indys, you may want to go for the standard dark brown CXL, as they don't have the lighter edging of the natural CXLs. They go with more (natty doesn't work with everything). Also, the dark brown CXLs are more versatile and professional.