Buying into Preppy/Ivy League Trad

Greetings, I am a 37 y/o minimalist social worker in Los Angeles, CA with a pretty open budget. Everything I own works together so most of my mornings are very straight forward and linear. I recently realized that Ivy NE Nantucket has one of the most versatile systems and have taken a strong liking for its ability to fit in most occasions. With that being said, many of the business casual basics brands haven’t held up over the years and am interested in what you might recommend. I am looking at: PRL, Brooks Brothers, JPress, LL Bean, Land's End, Pradagonia, Charles Tyrwhitt, Vineyard Vines, Crockett and Jones, etc. I'm just left thinking, “What would JFK do?. Looking to start a wardrobe basically from scratch, from OCBDs to shoes, although I already have acquired some of the items. What would you recommend for a working professional needing basics and staples? Anything I’m missing or can remove? Thanks for your input and God Bless America!

  1. Shirts
  2. White Oxford Cloth Button-Down (OCBD) - Brooks Brothers
  3. Light Blue OCBD - Brooks Brothers
  4. Long-Sleeve Henley - J Crew
  5. Black Shirt x 2
  6. White shirt x 3
  7. Sweaters
  8. Mid-Grey Crewneck Sweater – LL Bean
  9. Navy Shetland or Lambswool Crewneck – LL Bean
  10. Trousers
  11. Khaki Chinos – Lands End/BB
  12. Stone Chinos - Lands End/BB
  13. Grey Flannel Trousers – autumn/winter smart essential. ?
  14. Dark Raw Denim – casual base. Levis
  15. Jackets
  16. Navy Blazer (Soft-Shouldered) – hopsack, worsted wool for year-round wear.
  17. Sports Coat - Caruso
  18. Tweed Sport Coat – brown/grey herringbone, fall/winter anchor. ?
  19. Beige Harrington Jacket - Ben Sherman
  20. Full Black Suite - Caruso or Bespoke Tailor
  21. Outerwear
  22. Waxed Cotton Jacket - Barbour
  23. Dark Navy Top/Overcoat - Vintage Brioni, whatever on eBay
  24. Footwear
  25. Black Dress Shoes - ?
  26. Cordovan Penny Loafers – works with all pants, year-round. Crockett and Jones, Alden
  27. Dark Brown Oxford dress shoes - AE,
  28. White Sneakers - Oliver Cabell
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