diff --git a/discord/utils.py b/discord/utils.py
index 3ee867975..a3f830019 100644
--- a/discord/utils.py
+++ b/discord/utils.py
@@ -899,13 +899,13 @@ def resolve_template(code: Union[Template, str]) -> str:
 
 _MARKDOWN_ESCAPE_SUBREGEX = '|'.join(r'\{0}(?=([\s\S]*((?<!\{0})\{0})))'.format(c) for c in ('*', '`', '_', '~', '|'))
 
-_MARKDOWN_ESCAPE_COMMON = r'^>(?:>>)?\s|\[.+\]\(.+\)'
+_MARKDOWN_ESCAPE_COMMON = r'^>(?:>>)?\s|\[.+\]\(.+\)|^#{1,3}|^\s*-'
 
 _MARKDOWN_ESCAPE_REGEX = re.compile(fr'(?P<markdown>{_MARKDOWN_ESCAPE_SUBREGEX}|{_MARKDOWN_ESCAPE_COMMON})', re.MULTILINE)
 
 _URL_REGEX = r'(?P<url><[^: >]+:\/[^ >]+>|(?:https?|steam):\/\/[^\s<]+[^<.,:;\"\'\]\s])'
 
-_MARKDOWN_STOCK_REGEX = fr'(?P<markdown>[_\\~|\*`#-]|{_MARKDOWN_ESCAPE_COMMON})'
+_MARKDOWN_STOCK_REGEX = fr'(?P<markdown>[_\\~|\*`]|{_MARKDOWN_ESCAPE_COMMON})'
 
 
 def remove_markdown(text: str, *, ignore_links: bool = True) -> str:
@@ -932,7 +932,7 @@ def remove_markdown(text: str, *, ignore_links: bool = True) -> str:
         The text with the markdown special characters removed.
     """
 
-    def replacement(match):
+    def replacement(match: re.Match[str]) -> str:
         groupdict = match.groupdict()
         return groupdict.get('url', '')