Was thinking I would use the Labor Day sale to add a couple of 2nds to help fill a hole or two in my rotation, as well as address my recent foot issues (already shared some of my issues, so I won't go into detail). None of the sale prices jumped out at me to the point that I had to purchase something and the ATL's help fill the (hopefully) shorter team need for comfort.
Any thoughts on one or two shoes, perhaps included in the sale, that are missing from my current collection?
I work in an academic setting, typically the low end of business casual (khaki/trousers + button up, jeans on Friday). Also, as part of my job I conduct visits (~2-3 days) to other universities about 10 times a year. During these visits I wear a suit without a tie or a trouser/coat combo. Since I am traveling, I like options that are versatile enough to go from plane ride to important meetings to jeans at dinner. (I've used Bleecker boots, Kenilworths in the past; could see using some of the road warriors in this manner too.)
So, as you can see my shoe needs lean more towards casual then dressy. I know I am missing the staples (i.e. Strands, Park Avenue, loafers), but I just don't think I will wear them enough to justify a purchase. Perhaps a heavier soled boot (missed out on the bayfield/eagle MTOs) or a double monk? I am still a ways away from entering the shell game... but some day I'm sure.
McTavish Tan (natural?)
Carlyle Bob's Chili
Walnut Black Hills PTB
Rogue Bob's Chili
Clark St Natural CXL
Franciscan Bob's Chili
Amok Tan suede
Addison Tan rough
Fullerton Choc suede
Gobi Snuff suede
Shaker Height Chili
Bleecker Street Bob's Chili
MKE Bob's Chili
Kirkwood Blue CXL
Maritime Light CXL
Sold off or returned:
Bourbon Daltons, Calf Eagle Rivers, Brown Calf Fullerton and Boulder slip on.
Your list of "haves" (I infer those are shoes you already own) already includes two likely candidates: a suede chukka and the Clark Street, though the latter is perhaps too light to be as versatile as what you are looking for.
You know, looking at what I have bolded above, I think you have just described a loafer. Perhaps your foot condition doesn't make that doable or maybe you hate them but a dressy loafer (some regard that a oxymoron) would seem to fill the bill, given your criteria. Another thing to consider might be a darkish (but not black) LWB.
I realize you say you are "still a ways from entering the shell game" but given your affinity for shoes, instead of getting two more pair now, you might consider a single purchase of either a burg shell loafer or shell LWB. Either would cover a lot of bases.