diff --git a/harper-core/default_config.json b/harper-core/default_config.json
index 1ca1b0c69..56bff0cfd 100644
--- a/harper-core/default_config.json
+++ b/harper-core/default_config.json
@@ -4998,6 +4998,13 @@
 								"label": "Every Single One Of"
 							}
 						},
+						{
+							"Bool": {
+								"name": "Catch22",
+								"state": true,
+								"label": "Catch-22"
+							}
+						},
 						{
 							"Bool": {
 								"name": "PayForPrice",
diff --git a/harper-core/src/linting/catch_22.rs b/harper-core/src/linting/catch_22.rs
new file mode 100644
index 000000000..b535fe137
--- /dev/null
+++ b/harper-core/src/linting/catch_22.rs
@@ -0,0 +1,119 @@
+use crate::{
+    Lint, Token,
+    char_string::CharStringExt,
+    expr::{Expr, SequenceExpr},
+    linting::{ExprLinter, LintKind, Suggestion, expr_linter::Chunk},
+};
+
+pub struct Catch22 {
+    expr: SequenceExpr,
+}
+
+impl Default for Catch22 {
+    fn default() -> Self {
+        Self {
+            expr: SequenceExpr::word_set(&["cache", "cash"]).then_any_of(vec![
+                Box::new(
+                    SequenceExpr::default()
+                        .t_ws_h()
+                        .then(|t: &Token, s: &[char]| {
+                            t.kind.is_number() && t.get_ch(s).eq_ch(&['2', '2'])
+                        }),
+                ),
+                Box::new(
+                    SequenceExpr::default()
+                        .t_ws()
+                        .t_aco("twenty")
+                        .t_ws_h()
+                        .t_aco("two"),
+                ),
+            ]),
+        }
+    }
+}
+
+impl ExprLinter for Catch22 {
+    type Unit = Chunk;
+
+    fn match_to_lint(&self, toks: &[Token], src: &[char]) -> Option<Lint> {
+        Some(Lint {
+            span: toks[0].span,
+            lint_kind: LintKind::Malapropism,
+            suggestions: vec![Suggestion::replace_with_match_case_str(
+                "catch",
+                toks[0].span.get_content(src),
+            )],
+            message: "This idiom uses 'catch' instead of 'cache' or 'cash'.".to_string(),
+            ..Default::default()
+        })
+    }
+
+    fn expr(&self) -> &dyn Expr {
+        &self.expr
+    }
+
+    fn description(&self) -> &str {
+        "Corrects mistakenly using similar-sounding words in the idiom `catch 22`."
+    }
+}
+
+#[cfg(test)]
+mod tests {
+    use crate::linting::tests::assert_suggestion_result;
+
+    use super::Catch22;
+
+    #[test]
+    fn fix_cache_22_space() {
+        assert_suggestion_result(
+            "So, i'm in a bit of a cache 22 situation.",
+            Catch22::default(),
+            "So, i'm in a bit of a catch 22 situation.",
+        );
+    }
+
+    #[test]
+    fn fix_cache_22_hyphen() {
+        assert_suggestion_result(
+            "This leads to a cache-22 situation.",
+            Catch22::default(),
+            "This leads to a catch-22 situation.",
+        );
+    }
+
+    #[test]
+    fn fix_cash_22() {
+        assert_suggestion_result(
+            "It's literally a cash 22 it's selectivity but also specific criteria",
+            Catch22::default(),
+            "It's literally a catch 22 it's selectivity but also specific criteria",
+        );
+    }
+
+    #[test]
+    fn fix_cash_twenty_two_space() {
+        assert_suggestion_result(
+            "It’s a bit of a cash twenty two situation. You see?",
+            Catch22::default(),
+            "It’s a bit of a catch twenty two situation. You see?",
+        );
+    }
+
+    #[test]
+    fn fix_cash_twenty_two_hyphen() {
+        assert_suggestion_result(
+            "So, they're they're in a cash twenty-two but in the middle of all of that, we gotta deal with the presenting problem.",
+            Catch22::default(),
+            "So, they're they're in a catch twenty-two but in the middle of all of that, we gotta deal with the presenting problem.",
+        );
+    }
+
+    #[test]
+    fn fix_cache_twenty_two_hyphen() {
+        assert_suggestion_result(
+            "The club is in such a cache twenty-two situation given it past experiences with previous managers.",
+            Catch22::default(),
+            "The club is in such a catch twenty-two situation given it past experiences with previous managers.",
+        );
+    }
+}
diff --git a/harper-core/src/linting/lint_group/mod.rs b/harper-core/src/linting/lint_group/mod.rs
index 88418304f..2d90a6af6 100644
--- a/harper-core/src/linting/lint_group/mod.rs
+++ b/harper-core/src/linting/lint_group/mod.rs
@@ -44,6 +44,7 @@ use super::by_the_book::ByTheBook;
 use super::call_them::CallThem;
 use super::cant::Cant;
 use super::capitalize_personal_pronouns::CapitalizePersonalPronouns;
+use super::catch_22::Catch22;
 use super::cautionary_tale::CautionaryTale;
 use super::change_tack::ChangeTack;
 use super::chock_full::ChockFull;
@@ -603,6 +604,7 @@ impl LintGroup {
         insert_expr_rule!(CallThem, true);
         insert_expr_rule!(Cant, true);
         insert_struct_rule!(CapitalizePersonalPronouns, true);
+        insert_expr_rule!(Catch22, true);
         insert_expr_rule!(CautionaryTale, true);
         insert_expr_rule!(ChangeTack, true);
         insert_expr_rule!(ChockFull, true);
diff --git a/harper-core/src/linting/mod.rs b/harper-core/src/linting/mod.rs
index 39a54340b..6b5b8a6cd 100644
--- a/harper-core/src/linting/mod.rs
+++ b/harper-core/src/linting/mod.rs
@@ -37,6 +37,7 @@ mod by_the_book;
 mod call_them;
 mod cant;
 mod capitalize_personal_pronouns;
+mod catch_22;
 mod cautionary_tale;
 mod change_tack;
 mod chock_full;