diff --git a/prophet/domain/improvement_repo.py b/prophet/domain/improvement_repo.py
index 14b750c..4d1a016 100644
--- a/prophet/domain/improvement_repo.py
+++ b/prophet/domain/improvement_repo.py
@@ -17,7 +17,7 @@ class IImprovementRepo(Protocol):
     def get(self, id: str) -> Improvement:
         raise NotImplementedError
 
-    def get_all(self) -> list[Improvement]:
+    def get_all(self, last_n: int | None = None) -> list[Improvement]:
         raise NotImplementedError
 
     def remove(self, id: str) -> Improvement:
diff --git a/prophet/domain/llm.py b/prophet/domain/llm.py
index 0f32610..18aa936 100644
--- a/prophet/domain/llm.py
+++ b/prophet/domain/llm.py
@@ -5,7 +5,9 @@ from prophet.domain.original import Original
 
 
 class LLMClient(Protocol):
-    def rewrite(self, original: Original) -> Improvement:
+    def rewrite(
+        self, original: Original, previous_titles: list[str] | None = None
+    ) -> Improvement:
         raise NotImplementedError
 
     def rewrite_title(
diff --git a/prophet/infra/improvement_supa_repo.py b/prophet/infra/improvement_supa_repo.py
index 18f691e..e1b3219 100644
--- a/prophet/infra/improvement_supa_repo.py
+++ b/prophet/infra/improvement_supa_repo.py
@@ -48,15 +48,22 @@ class ImprovementSupaRepo(IImprovementRepo):
         )
 
     @override
-    def get_all(self) -> list[Improvement]:
-        return [
-            self._from_tbl_row(row)
-            for row in self.client.table(self.config.TABLE)
-            .select("*")
-            .order("date_orig_ts", desc=True)
-            .execute()
-            .data
-        ]
+    def get_all(self, last_n: int | None = None) -> list[Improvement]:
+        if not last_n:
+            sql = (
+                self.client.table(self.config.TABLE)
+                .select("*")
+                .order("date_orig_ts", desc=True)
+            )
+        else:
+            sql = (
+                self.client.table(self.config.TABLE)
+                .select("*")
+                .order("date_orig_ts", desc=True)
+                .limit(last_n)
+            )
+
+        return [self._from_tbl_row(row) for row in sql.execute().data]
 
     @override
     def remove(self, id: str) -> Improvement:
@@ -110,6 +117,7 @@ class ImprovementSupaRepo(IImprovementRepo):
 if __name__ == "__main__":
     # response = supabase.table("improvements").select("*").execute()
     repo = ImprovementSupaRepo()
+    print("latest entries:\n- ", "\n- ".join([imp.title for imp in repo.get_all(3)]))
 
     # from prophet.app import grab_latest_originals
     # latest = grab_latest_originals()
diff --git a/prophet/infra/llm_groq.py b/prophet/infra/llm_groq.py
index f528208..60dc29b 100644
--- a/prophet/infra/llm_groq.py
+++ b/prophet/infra/llm_groq.py
@@ -21,7 +21,9 @@ class GroqClient(LLMClient):
         self.client = client if client else Groq(api_key=self.config_ai.API_KEY)
 
     @override
-    def rewrite(self, original: Original) -> Improvement:
+    def rewrite(
+        self, original: Original, previous_titles: list[str] | None = None
+    ) -> Improvement:
         suggestions = self.get_alternative_title_suggestions(original.title)
         new_title = self.rewrite_title(original.title, suggestions)
         new_summary = self.rewrite_summary(original, new_title)
@@ -30,18 +32,22 @@ class GroqClient(LLMClient):
 
     @override
     def get_alternative_title_suggestions(
-        self, original_content: str, custom_prompt: str | None = None
+        self,
+        original_content: str,
+        previous_titles: list[str] | None = None,
+        custom_prompt: str | None = None,
     ) -> str:
         prompt = (
             custom_prompt
             if custom_prompt
-            else """
+            else f"""
 
             Political context: We are in the year 2025, Donald Trump is
             President of the United States again. There has been a crackdown on
             'illegal' immigration, with controversial disappearings happening
-            almost every day. Many are calling the United States an
-            increasingly fascist state.
+            almost every day by masked ICE agents. Many view the United States
+            as an increasingly fascist state, and the disappearings fueled by
+            racism.
 
             You are a comedy writer at a left-leaning satirical newspaper.
             Improve on the following satirical headline. Your new headline is
@@ -49,6 +55,13 @@ class GroqClient(LLMClient):
             It should be roughly the length of the original headline. Print
             only new suggestions, with one suggestion on each line.
 
+            Do not create a headline naming Trump if more than 2 of the
+            previous headlines already do so and he is not specifically
+            referenced in the original headline.
+
+            {"The previous 5 headlines you created are the following:\n- " if previous_titles else ""}
+            {"\n- ".join(previous_titles) if previous_titles else ""}
+
             """
         )
         suggestions = self.client.chat.completions.create(