LEVELING UP — PART 2: FOOTWEAR ($5,000 Wardrobe Journey)

The site only allows 10 images, so what you see here is most — but not all — of the current rotation. I also have a pair of white minimalist sneakers and black minimalist sneakers that didn’t make the upload limit.

A few notes:

Some of these are high-quality pieces that are staying

Others are solid “bridge items” that I’ll upgrade over time

My goal is a clean, quiet, old-money foundation that works across business, dinner, and casual settings

I’m posting this because I’d love feedback from the community:

What do you think I’m missing?

What should I prioritize next?

Any brands or styles you’d recommend?

A couple of thoughts on my end:

I know I still need penny loafers

I’m also considering a pair of monk strap / monk-buckle shoes

Ideally, I’d love something in oxblood / burgundy to add depth

This is a slow build — 18 months — so I’m approaching it intentionally rather than trying to do everything at once. Curious to hear your suggestions on where you’d go next from here.

Appreciate the eyes + insight.

Passion • Purpose • Presence

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