diff --git a/crates/ruff/resources/test/fixtures/flake8_simplify/SIM105_1.py b/crates/ruff/resources/test/fixtures/flake8_simplify/SIM105_1.py
new file mode 100644
index 0000000000..4cd40b5af6
--- /dev/null
+++ b/crates/ruff/resources/test/fixtures/flake8_simplify/SIM105_1.py
@@ -0,0 +1,7 @@
+"""Case: There's a random import, so it should add `contextlib` after it."""
+import math
+
+try:
+    math.sqrt(-1)
+except ValueError:  # SIM105
+    pass
diff --git a/crates/ruff/resources/test/fixtures/flake8_simplify/SIM105_2.py b/crates/ruff/resources/test/fixtures/flake8_simplify/SIM105_2.py
new file mode 100644
index 0000000000..66a9ba35c0
--- /dev/null
+++ b/crates/ruff/resources/test/fixtures/flake8_simplify/SIM105_2.py
@@ -0,0 +1,12 @@
+"""Case: `contextlib` already imported."""
+import contextlib
+
+
+def foo():
+    pass
+
+
+try:
+    foo()
+except ValueError:
+    pass
diff --git a/crates/ruff/src/importer.rs b/crates/ruff/src/importer.rs
index db929307a1..fe003d1819 100644
--- a/crates/ruff/src/importer.rs
+++ b/crates/ruff/src/importer.rs
@@ -156,7 +156,7 @@ fn match_docstring_end(body: &[Stmt]) -> Option<TextSize> {
     Some(stmt.end())
 }
 
-/// Find the location at which a "top-of-file" import should be inserted,
+/// Find the location at which an "end-of-statement" import should be inserted,
 /// along with a prefix and suffix to use for the insertion.
 ///
 /// For example, given the following code:
@@ -165,9 +165,15 @@ fn match_docstring_end(body: &[Stmt]) -> Option<TextSize> {
 /// """Hello, world!"""
 ///
 /// import os
+/// import math
+///
+///
+/// def foo():
+///     pass
 /// ```
 ///
-/// The location returned will be the start of the `import os` statement,
+/// The location returned will be the start of new line after the last
+/// import statement, which in this case is the line after `import math`,
 /// along with a trailing newline suffix.
 fn end_of_statement_insertion(stmt: &Stmt, locator: &Locator, stylist: &Stylist) -> Insertion {
     let location = stmt.end();
@@ -180,7 +186,7 @@ fn end_of_statement_insertion(stmt: &Stmt, locator: &Locator, stylist: &Stylist)
         // Otherwise, insert on the next line.
         Insertion::new(
             "",
-            locator.line_end(location),
+            locator.full_line_end(location),
             stylist.line_ending().as_str(),
         )
     }
diff --git a/crates/ruff/src/rules/flake8_simplify/mod.rs b/crates/ruff/src/rules/flake8_simplify/mod.rs
index 92c86353b8..abec6560e9 100644
--- a/crates/ruff/src/rules/flake8_simplify/mod.rs
+++ b/crates/ruff/src/rules/flake8_simplify/mod.rs
@@ -17,6 +17,8 @@ mod tests {
     #[test_case(Rule::CollapsibleIf, Path::new("SIM102.py"); "SIM102")]
     #[test_case(Rule::NeedlessBool, Path::new("SIM103.py"); "SIM103")]
     #[test_case(Rule::SuppressibleException, Path::new("SIM105.py"); "SIM105")]
+    #[test_case(Rule::SuppressibleException, Path::new("SIM105_1.py"); "SIM105_1")]
+    #[test_case(Rule::SuppressibleException, Path::new("SIM105_2.py"); "SIM105_2")]
     #[test_case(Rule::ReturnInTryExceptFinally, Path::new("SIM107.py"); "SIM107")]
     #[test_case(Rule::IfElseBlockInsteadOfIfExp, Path::new("SIM108.py"); "SIM108")]
     #[test_case(Rule::CompareWithTuple, Path::new("SIM109.py"); "SIM109")]
diff --git a/crates/ruff/src/rules/flake8_simplify/snapshots/ruff__rules__flake8_simplify__tests__SIM105_SIM105_1.py.snap b/crates/ruff/src/rules/flake8_simplify/snapshots/ruff__rules__flake8_simplify__tests__SIM105_SIM105_1.py.snap
new file mode 100644
index 0000000000..fd36496c68
--- /dev/null
+++ b/crates/ruff/src/rules/flake8_simplify/snapshots/ruff__rules__flake8_simplify__tests__SIM105_SIM105_1.py.snap
@@ -0,0 +1,28 @@
+---
+source: crates/ruff/src/rules/flake8_simplify/mod.rs
+---
+SIM105_1.py:4:1: SIM105 [*] Use `contextlib.suppress(ValueError)` instead of `try`-`except`-`pass`
+  |
+4 |   import math
+5 |   
+6 | / try:
+7 | |     math.sqrt(-1)
+8 | | except ValueError:  # SIM105
+9 | |     pass
+  | |________^ SIM105
+  |
+  = help: Replace with `contextlib.suppress(ValueError)`
+
+ℹ Suggested fix
+1 1 | """Case: There's a random import, so it should add `contextlib` after it."""
+2 2 | import math
+  3 |+import contextlib
+3 4 | 
+4   |-try:
+  5 |+with contextlib.suppress(ValueError):
+5 6 |     math.sqrt(-1)
+6   |-except ValueError:  # SIM105
+7   |-    pass
+  7 |+
+
+
diff --git a/crates/ruff/src/rules/flake8_simplify/snapshots/ruff__rules__flake8_simplify__tests__SIM105_SIM105_2.py.snap b/crates/ruff/src/rules/flake8_simplify/snapshots/ruff__rules__flake8_simplify__tests__SIM105_SIM105_2.py.snap
new file mode 100644
index 0000000000..0648bce468
--- /dev/null
+++ b/crates/ruff/src/rules/flake8_simplify/snapshots/ruff__rules__flake8_simplify__tests__SIM105_SIM105_2.py.snap
@@ -0,0 +1,25 @@
+---
+source: crates/ruff/src/rules/flake8_simplify/mod.rs
+---
+SIM105_2.py:9:1: SIM105 [*] Use `contextlib.suppress(ValueError)` instead of `try`-`except`-`pass`
+   |
+ 9 | / try:
+10 | |     foo()
+11 | | except ValueError:
+12 | |     pass
+   | |________^ SIM105
+   |
+   = help: Replace with `contextlib.suppress(ValueError)`
+
+ℹ Suggested fix
+6  6  |     pass
+7  7  | 
+8  8  | 
+9     |-try:
+   9  |+with contextlib.suppress(ValueError):
+10 10 |     foo()
+11    |-except ValueError:
+12    |-    pass
+   11 |+
+
+