Hi,
I found following strange behaviour:
with
windwos 10
emacs-version: GNU Emacs 26.3 (build 1, x86_64-mingw32) of 2019-08-29
org-version: 9.3.1-elpaplus

if I use following sequence the coloring of the keywords is not working:
(org-id-update-id-locations)
(setq org-id-link-to-org-use-id t)
(setq org-agenda-deadline-leaders '("!D!        " "D%02d:       " "D-%02d:      "))
(setq org-agenda-scheduled-leaders '("           " "S%02d:       "))
(setq org-todo-keywords
      '((type
         "TODO(t!)"
         "STARTED(s@)"
         "WAITING(w@)"
         "DELEGATED(g@)"
         "MEET(m!)"
         "SOMEDAY(s!)"
         "PROJECT"
         "|"
         "DONE(d!)"
         "CANCELED(c!)")))
(setq org-todo-keyword-faces
      '(
        ("TODO" :foreground "medium blue" :weight bold)
        ("MEET" :foreground "deep sky blue" :weight bold)
        ("STARTED" :foreground "dark orange" :weight bold)
        ("WAITING" :foreground "red" :weight bold)
        ("SOMEDAY" :foreground "dark blue" :weight bold)
        ("DELEGATED" :foreground "dark orange" :weight bold)
        ("CANCELED" :foreground "forest green" :weight bold)
        ("PROJECT" :foreground "#088e8e" :weight bold)))
According to my examination the problem is with org-id-update-id-locations. Removeing that column makes it work again.
If I put that line behind it works also again