diff --git a/src/specify_cli/integrations/base.py b/src/specify_cli/integrations/base.py
index 0722b9a91..1b09347dc 100644
--- a/src/specify_cli/integrations/base.py
+++ b/src/specify_cli/integrations/base.py
@@ -597,8 +597,10 @@ def _render_toml_string(value: str) -> str:
 
         escaped = value.replace("\\", "\\\\")
         if '"""' not in escaped:
+            if escaped.endswith('"'):
+                return '"""\n' + escaped + '\\\n"""'
             return '"""\n' + escaped + '"""'
-        if "'''" not in value:
+        if "'''" not in value and not value.endswith("'"):
             return "'''\n" + value + "'''"
 
         return '"' + (
diff --git a/tests/integrations/test_integration_base_toml.py b/tests/integrations/test_integration_base_toml.py
index 2582a9a85..fcded1834 100644
--- a/tests/integrations/test_integration_base_toml.py
+++ b/tests/integrations/test_integration_base_toml.py
@@ -204,6 +204,89 @@ def test_toml_prompt_excludes_frontmatter(self, tmp_path, monkeypatch):
         assert "scripts:" not in parsed["prompt"]
         assert "---" not in parsed["prompt"]
 
+    def test_toml_no_ambiguous_closing_quotes(self, tmp_path, monkeypatch):
+        """Multiline body ending with `"` must not produce `""""` (#2113)."""
+        i = get_integration(self.KEY)
+        template = tmp_path / "sample.md"
+        template.write_text(
+            "---\n"
+            "description: Test\n"
+            "scripts:\n"
+            "  sh: echo ok\n"
+            "---\n"
+            "Check the following:\n"
+            '- Correct: "Is X clearly specified?"\n',
+            encoding="utf-8",
+        )
+        monkeypatch.setattr(i, "list_command_templates", lambda: [template])
+
+        m = IntegrationManifest(self.KEY, tmp_path)
+        created = i.setup(tmp_path, m)
+        cmd_files = [f for f in created if "scripts" not in f.parts]
+        assert len(cmd_files) == 1
+
+        raw = cmd_files[0].read_text(encoding="utf-8")
+        assert '""""' not in raw, "closing delimiter must not merge with body quote"
+        assert '"""\n' in raw, "body must use multiline basic string"
+        parsed = tomllib.loads(raw)
+        assert parsed["prompt"].endswith('specified?"')
+        assert not parsed["prompt"].endswith("\n"), "parsed value must not gain a trailing newline"
+
+    def test_toml_triple_double_and_single_quote_ending(self, tmp_path, monkeypatch):
+        """Body containing `\"\"\"` and ending with `'` falls back to escaped basic string."""
+        i = get_integration(self.KEY)
+        template = tmp_path / "sample.md"
+        template.write_text(
+            "---\n"
+            "description: Test\n"
+            "scripts:\n"
+            "  sh: echo ok\n"
+            "---\n"
+            'Use """triple""" quotes\n'
+            "and end with 'single'\n",
+            encoding="utf-8",
+        )
+        monkeypatch.setattr(i, "list_command_templates", lambda: [template])
+
+        m = IntegrationManifest(self.KEY, tmp_path)
+        created = i.setup(tmp_path, m)
+        cmd_files = [f for f in created if "scripts" not in f.parts]
+        assert len(cmd_files) == 1
+
+        raw = cmd_files[0].read_text(encoding="utf-8")
+        assert "''''" not in raw, "literal string must not produce ambiguous closing quotes"
+        parsed = tomllib.loads(raw)
+        assert parsed["prompt"].endswith("'single'")
+        assert '"""triple"""' in parsed["prompt"]
+        assert not parsed["prompt"].endswith("\n"), "parsed value must not gain a trailing newline"
+
+    def test_toml_closing_delimiter_inline_when_safe(self, tmp_path, monkeypatch):
+        """Body NOT ending with `"` keeps closing `\"\"\"` inline (no extra newline)."""
+        i = get_integration(self.KEY)
+        template = tmp_path / "sample.md"
+        template.write_text(
+            "---\n"
+            "description: Test\n"
+            "scripts:\n"
+            "  sh: echo ok\n"
+            "---\n"
+            "Line one\n"
+            "Plain body content\n",
+            encoding="utf-8",
+        )
+        monkeypatch.setattr(i, "list_command_templates", lambda: [template])
+
+        m = IntegrationManifest(self.KEY, tmp_path)
+        created = i.setup(tmp_path, m)
+        cmd_files = [f for f in created if "scripts" not in f.parts]
+        assert len(cmd_files) == 1
+
+        raw = cmd_files[0].read_text(encoding="utf-8")
+        parsed = tomllib.loads(raw)
+        assert parsed["prompt"] == "Line one\nPlain body content"
+        assert raw.rstrip().endswith('content"""'), \
+            "closing delimiter should be inline when body does not end with a quote"
+
     def test_toml_is_valid(self, tmp_path):
         """Every generated TOML file must parse without errors."""
         i = get_integration(self.KEY)