Makes sense to wear your #8 PTBs with your 990th post. Assuming these are Aldens and not Alden x Brooks Brothers, your nailed the model number with your post count.
Alden still does a lot of shoes for the orthopedic market and I see a lot of those shoes making it to the seconds list. Odd looking to some of us, but comfort comes first and they are undoubtedly better than Rockports or some sneakers sold at a chiropractic office. Additionally I see a lot of the Japanese military last, indicating the breadth of that market. Japanese business in general are more open to experimentation, often preferring to make small experimental runs of products rather than spending years doing research before flooding the market with massive numbers, and I think that can be observed even in small fashion boutiques. Some Japanese Alden makeups may seem odd to us, but their Tricker's makeups are even wilder! I enjoy the Japanese attention to detail when it comes to shoes, workwear, and military wear, so even if I wouldn't wear a particular item I find it fascinating to listen to the reasoning and process behind producing it. My favorite Aldens are a pair of military influenced boots for Japanese retailer Beams that I snagged off the seconds list.
Just for fun:
Those are outstanding. They look dark enough to be cigar. I have the same ones (ravello) from DC. The antique edge on my Cigar LWB is really what most distinguishes the Cigar from my Ravello LWB from DC; my favorite LWB...