Smartparens does not consistently respect :trigger pairs when wrapping with a region

[opensource-philosophy]

I'm experiencing inconsistent behavior when using custom quote pairs with :trigger and :actions '(insert wrap) in org-mode.

Goal

I want Smartparens to insert or wrap „“ instead of "" when typing " in org-mode only when a specific minor mode (org-hugo-auto-export-mode) is enabled. This works for plain insertion, but fails when wrapping a region — Smartparens doesn't wrap at all. Specifically, with the configuration below, I receive:

my/smartparens-use-default-quotes:
| -> "|" (insertion as intended)
foo| (region marked) -> "foo"| (wrapping as intended)

my/smartparens-use-german-quotes:
| -> „|“ (insertion as intended)
foo| (region marked) -> „“| (replacing instead of wrapping)

Configuration

(defun my/reset-smartparens-quote-triggers ()
  (sp-local-pair 'org-mode "\"" "\"" :trigger "\"" :actions :rem)
  (sp-local-pair 'org-mode "„" "“" :trigger "\"" :actions :rem)
  (sp--update-local-pairs))

(defun my/smartparens-use-german-quotes ()
  (my/reset-smartparens-quote-triggers)
  (sp-local-pair 'org-mode "„" "“"
                 :trigger "\""
                 :actions '(insert wrap)))

(defun my/smartparens-use-default-quotes ()
  (my/reset-smartparens-quote-triggers)
  (sp-local-pair 'org-mode "\"" "\""
                 :trigger "\""
                 :actions '(insert wrap)))

(add-hook 'org-hugo-auto-export-mode-hook
          (lambda ()
            (if org-hugo-auto-export-mode
                (my/smartparens-use-german-quotes)
              (my/smartparens-use-default-quotes))))

Any ideas? Am I misusing the :trigger system or is there a bug with region wrapping and custom pairs?

Thanks a lot!