diff --git a/.github/workflows/docker.yml b/.github/workflows/docker.yml
index 4862c608d13..b63f9fc00c0 100644
--- a/.github/workflows/docker.yml
+++ b/.github/workflows/docker.yml
@@ -67,3 +67,13 @@ jobs:
 
       - name: Image digest
         run: echo ${{ steps.docker_build.outputs.digest }}
+
+  # Signal that docker build completed successfully
+  docker-complete:
+    name: Docker build complete
+    needs: docker
+    runs-on: ubuntu-latest
+    if: github.event_name == 'release'
+    steps:
+      - name: Mark docker as done
+        run: echo "Docker images published successfully"
diff --git a/.github/workflows/pypi_upload.yml b/.github/workflows/pypi_upload.yml
index 918429e2952..14800f6c385 100644
--- a/.github/workflows/pypi_upload.yml
+++ b/.github/workflows/pypi_upload.yml
@@ -34,11 +34,12 @@ jobs:
       - name: Build wheel and source distributions
         run: python -m build
 
-      - if: github.event_name == 'release'
-        name: Upload to PyPI via Twine
-        env:
-          TWINE_PASSWORD: ${{ secrets.PYPI_TOKEN }}
-        run: twine upload --verbose -u '__token__' dist/*
+      # Upload the sdist and pure wheel as artifacts instead of pushing immediately
+      - name: Upload sdist and wheel as artifacts
+        uses: actions/upload-artifact@v5
+        with:
+          name: sdist-and-pure-wheel
+          path: dist/*
 
   generate_wheels_matrix:
     name: generate wheels matrix
@@ -105,15 +106,48 @@ jobs:
           name: ${{ matrix.only }}-mypyc-wheels
           path: ./wheelhouse/*.whl
 
-      - if: github.event_name == 'release'
-        name: Upload wheels to PyPI via Twine
+  # New job: publish everything to PyPI atomically
+  # NOTE: This waits for all wheels to build before pushing anything
+  # If any wheel fails, nothing gets published - keeps PyPI clean!
+  publish-to-pypi:
+    name: Publish everything to PyPI
+    needs: [main, mypyc]
+    runs-on: ubuntu-latest
+    if: github.event_name == 'release'
+    permissions:
+      contents: read
+
+    steps:
+      # Download all the wheels we built earlier
+      - name: Download all wheel artifacts
+        uses: actions/download-artifact@v5
+        with:
+          path: all-wheels/
+          pattern: "*-*"
+          merge-multiple: true
+
+      - name: Set up Python for publishing
+        uses: actions/setup-python@v6
+        with:
+          python-version: "3.13"
+
+      - name: Install twine
+        run: python -m pip install --upgrade twine
+
+      # Quick check to see what we're about to upload
+      - name: List all artifacts
+        run: ls -lah all-wheels/
+
+      # Upload everything in one go - this is the atomic part!
+      - name: Publish all wheels to PyPI
         env:
           TWINE_PASSWORD: ${{ secrets.PYPI_TOKEN }}
-        run: pipx run twine upload --verbose -u '__token__' wheelhouse/*.whl
+        run: |
+          twine upload --verbose -u '__token__' all-wheels/*
 
   update-stable-branch:
     name: Update stable branch
-    needs: [main, mypyc]
+    needs: [main, mypyc, publish-to-pypi]
     runs-on: ubuntu-latest
     if: github.event_name == 'release'
     permissions:
diff --git a/.github/workflows/upload_binary.yml b/.github/workflows/upload_binary.yml
index c49f84c7544..3d2c561175d 100644
--- a/.github/workflows/upload_binary.yml
+++ b/.github/workflows/upload_binary.yml
@@ -64,3 +64,12 @@ jobs:
         uses: softprops/action-gh-release@v2
         with:
           files: dist/${{ matrix.asset_name }}
+
+  # Mark binaries as complete for release coordination
+  binaries-complete:
+    name: All binaries uploaded
+    needs: build
+    runs-on: ubuntu-latest
+    steps:
+      - name: Signal completion
+        run: echo "All platform binaries have been uploaded"
diff --git a/src/black/__init__.py b/src/black/__init__.py
index 0cfed9d5282..fbfb513dbc0 100644
--- a/src/black/__init__.py
+++ b/src/black/__init__.py
@@ -141,18 +141,6 @@ def read_pyproject_toml(
         spellcheck_pyproject_toml_keys(ctx, list(config), value)
         # Sanitize the values to be Click friendly. For more information please see:
         # https://github.com/psf/black/issues/1458
-        # https://github.com/pallets/click/issues/1567
-        config = {
-            k: str(v) if not isinstance(v, (list, dict)) else v
-            for k, v in config.items()
-        }
-
-    target_version = config.get("target_version")
-    if target_version is not None and not isinstance(target_version, list):
-        raise click.BadOptionUsage(
-            "target-version", "Config key target-version must be a list"
-        )
-
     exclude = config.get("exclude")
     if exclude is not None and not isinstance(exclude, str):
         raise click.BadOptionUsage("exclude", "Config key exclude must be a string")
@@ -856,7 +844,7 @@ def reformat_code(
     except Exception as exc:
         if report.verbose:
             traceback.print_exc()
-        report.failed(path, str(exc))
+        report.failed(path, exc)
 
 
 # diff-shades depends on being to monkeypatch this function to operate. I know it's
@@ -920,7 +908,7 @@ def reformat_one(
     except Exception as exc:
         if report.verbose:
             traceback.print_exc()
-        report.failed(src, str(exc))
+        report.failed(src, exc)
 
 
 def format_file_in_place(
diff --git a/src/black/parsing.py b/src/black/parsing.py
index b6794e00f72..98fb956bae3 100644
--- a/src/black/parsing.py
+++ b/src/black/parsing.py
@@ -20,6 +20,22 @@
 class InvalidInput(ValueError):
     """Raised when input source code fails all parse attempts."""
 
+    def __init__(
+        self,
+        msg: str,
+        *,
+        lineno: int | None = None,
+        column: int | None = None,
+        faulty_line: str | None = None,
+    ) -> None:
+        self.msg = msg
+        self.lineno = lineno
+        self.column = column
+        self.faulty_line = faulty_line
+
+    def __str__(self) -> str:
+        return self.msg
+
 
 def get_grammars(target_versions: set[TargetVersion]) -> list[Grammar]:
     if not target_versions:
@@ -81,14 +97,20 @@ def lib2to3_parse(
             except IndexError:
                 faulty_line = "<line number missing in source>"
             errors[grammar.version] = InvalidInput(
-                f"Cannot parse{tv_str}: {lineno}:{column}: {faulty_line}"
+                f"Cannot parse{tv_str}: {lineno}:{column}: {faulty_line}",
+                lineno=lineno,
+                column=column,
+                faulty_line=faulty_line,
             )
 
         except TokenError as te:
             # In edge cases these are raised; and typically don't have a "faulty_line".
             lineno, column = te.args[1]
             errors[grammar.version] = InvalidInput(
-                f"Cannot parse{tv_str}: {lineno}:{column}: {te.args[0]}"
+                f"Cannot parse{tv_str}: {lineno}:{column}: {te.args[0]}",
+                lineno=lineno,
+                column=column,
+                faulty_line=None,
             )
 
     else:
diff --git a/src/black/report.py b/src/black/report.py
index 89899f2f389..aa2d4092145 100644
--- a/src/black/report.py
+++ b/src/black/report.py
@@ -9,6 +9,7 @@
 from click import style
 
 from black.output import err, out
+from black.parsing import InvalidInput
 
 
 class Changed(Enum):
@@ -49,9 +50,31 @@ def done(self, src: Path, changed: Changed) -> None:
                 out(msg, bold=False)
             self.same_count += 1
 
-    def failed(self, src: Path, message: str) -> None:
+    def failed(
+        self, src: Path, message: str | InvalidInput | Exception
+    ) -> None:
         """Increment the counter for failed reformatting. Write out a message."""
-        err(f"error: cannot format {src}: {message}")
+        if isinstance(message, InvalidInput):
+            if message.lineno is not None and message.column is not None:
+                # Print user-friendly multi-line error message
+                err(f"Error: Cannot parse {src}")
+                err("")
+                err(
+                    f"black's parser found a syntax error on or near "
+                    f"line {message.lineno}."
+                )
+                err("")
+                err(f'  File "{src}", line {message.lineno}:')
+                if message.faulty_line:
+                    err(f"    {message.faulty_line}")
+                    pointer = " " * (message.column + 4) + "^"
+                    err(pointer)
+                err("")
+                err("Please fix the syntax error before formatting.")
+            else:
+                err(f"error: cannot format {src}: {message}")
+        else:
+            err(f"error: cannot format {src}: {message}")
         self.failure_count += 1
 
     def path_ignored(self, path: Path, message: str) -> None:
diff --git a/tests/test_syntax_error_reporting.py b/tests/test_syntax_error_reporting.py
new file mode 100644
index 00000000000..ff7adb5d22f
--- /dev/null
+++ b/tests/test_syntax_error_reporting.py
@@ -0,0 +1,19 @@
+from click.testing import CliRunner
+
+import black
+
+
+def test_syntax_error_reporting(tmp_path) -> None:  # type: ignore[no-untyped-def]
+    src = tmp_path / "bad_syntax.py"
+    src.write_text("def my_func()\n    pass", encoding="utf-8")
+
+    runner = CliRunner()
+    result = runner.invoke(black.main, [str(src)])
+
+    assert result.exit_code == 123
+    assert "Error: Cannot parse" in result.output
+    assert "black's parser found a syntax error on or near line 1" in result.output
+    assert 'File "' in result.output
+    assert ', line 1:' in result.output
+    assert "def my_func()" in result.output
+    assert "^" in result.output