diff --git a/pkg/cmd/project/item-list/item_list.go b/pkg/cmd/project/item-list/item_list.go
index f924195d704..28f4e4416f8 100644
--- a/pkg/cmd/project/item-list/item_list.go
+++ b/pkg/cmd/project/item-list/item_list.go
@@ -41,8 +41,8 @@ func NewCmdList(f *cmdutil.Factory, runF func(config listConfig) error) *cobra.C
 		Long: heredoc.Doc(`
 			List the items in a project.
 
-			If supported by the API host (github.com and GHES 3.20+), the --query option can
-			be used to perform advanced search. For the full syntax, see:
+			If supported by the API host, the --query option can be used to perform
+			advanced search. For the full syntax, see:
 			https://docs.github.com/en/issues/planning-and-tracking-with-projects/customizing-views-in-your-project/filtering-projects
 		`),
 		Example: heredoc.Doc(`
diff --git a/pkg/cmd/search/issues/issues.go b/pkg/cmd/search/issues/issues.go
index d17cde235cf..455ab74d4a4 100644
--- a/pkg/cmd/search/issues/issues.go
+++ b/pkg/cmd/search/issues/issues.go
@@ -39,7 +39,10 @@ func NewCmdIssues(f *cmdutil.Factory, runF func(*shared.IssuesOptions) error) *c
 			<https://docs.github.com/search-github/searching-on-github/searching-issues-and-pull-requests>
 
 			On supported GitHub hosts, advanced issue search syntax can be used in the
-			%[1]s--search%[1]s query. For more information about advanced issue search, see:
+			%[1]s--search%[1]s query. Advanced search syntax, like boolean operators %[1]sOR%[1]s/%[1]sAND%[1]s,
+			and parentheses for nesting, must be passed as separate arguments, rather
+			than within a quoted multi-word string. This syntax is not supported with
+			%[1]s--web%[1]s. For more information about advanced issue search, see:
 			<https://docs.github.com/en/issues/tracking-your-work-with-issues/using-issues/filtering-and-searching-issues-and-pull-requests#building-advanced-filters-for-issues>
 
 			Use %[1]s--search-type%[1]s to select semantic or hybrid (keyword + semantic)
diff --git a/pkg/cmd/search/prs/prs.go b/pkg/cmd/search/prs/prs.go
index 5f193165216..17d32645873 100644
--- a/pkg/cmd/search/prs/prs.go
+++ b/pkg/cmd/search/prs/prs.go
@@ -40,7 +40,10 @@ func NewCmdPrs(f *cmdutil.Factory, runF func(*shared.IssuesOptions) error) *cobr
 			<https://docs.github.com/search-github/searching-on-github/searching-issues-and-pull-requests>
 
 			On supported GitHub hosts, advanced issue search syntax can be used in the
-			%[1]s--search%[1]s query. For more information about advanced issue search, see:
+			%[1]s--search%[1]s query. Advanced search syntax, like boolean operators %[1]sOR%[1]s/%[1]sAND%[1]s,
+			and parentheses for nesting, must be passed as separate arguments, rather
+			than within a quoted multi-word string. This syntax is not supported with
+			%[1]s--web%[1]s. For more information about advanced issue search, see:
 			<https://docs.github.com/en/issues/tracking-your-work-with-issues/using-issues/filtering-and-searching-issues-and-pull-requests#building-advanced-filters-for-issues>
 
 			For more information on handling search queries containing a hyphen, run %[1]sgh search --help%[1]s.