diff --git a/src/tools/tidy/src/extra_checks/mod.rs b/src/tools/tidy/src/extra_checks/mod.rs
index 321ef65117e25..a6b50b5ca4701 100644
--- a/src/tools/tidy/src/extra_checks/mod.rs
+++ b/src/tools/tidy/src/extra_checks/mod.rs
@@ -124,6 +124,12 @@ fn check_impl(
         };
     }
 
+    let rerun_with_bless = |mode: &str, action: &str| {
+        if !bless {
+            eprintln!("rerun tidy with `--extra-checks={mode} --bless` to {action}");
+        }
+    };
+
     let python_lint = extra_check!(Py, Lint);
     let python_fmt = extra_check!(Py, Fmt);
     let shell_lint = extra_check!(Shell, Lint);
@@ -147,14 +153,21 @@ fn check_impl(
     }
 
     if python_lint {
-        eprintln!("linting python files");
         let py_path = py_path.as_ref().unwrap();
-        let res = run_ruff(root_path, outdir, py_path, &cfg_args, &file_args, &["check".as_ref()]);
+        let args: &[&OsStr] = if bless {
+            eprintln!("linting python files and applying suggestions");
+            &["check".as_ref(), "--fix".as_ref()]
+        } else {
+            eprintln!("linting python files");
+            &["check".as_ref()]
+        };
+
+        let res = run_ruff(root_path, outdir, py_path, &cfg_args, &file_args, args);
 
-        if res.is_err() && show_diff {
+        if res.is_err() && show_diff && !bless {
             eprintln!("\npython linting failed! Printing diff suggestions:");
 
-            let _ = run_ruff(
+            let diff_res = run_ruff(
                 root_path,
                 outdir,
                 py_path,
@@ -162,6 +175,10 @@ fn check_impl(
                 &file_args,
                 &["check".as_ref(), "--diff".as_ref()],
             );
+            // `ruff check --diff` will return status 0 if there are no suggestions.
+            if diff_res.is_err() {
+                rerun_with_bless("py:lint", "apply ruff suggestions");
+            }
         }
         // Rethrow error
         res?;
@@ -192,7 +209,7 @@ fn check_impl(
                     &["format".as_ref(), "--diff".as_ref()],
                 );
             }
-            eprintln!("rerun tidy with `--extra-checks=py:fmt --bless` to reformat Python code");
+            rerun_with_bless("py:fmt", "reformat Python code");
         }
 
         // Rethrow error
@@ -225,7 +242,7 @@ fn check_impl(
         let args = merge_args(&cfg_args_clang_format, &file_args_clang_format);
         let res = py_runner(py_path.as_ref().unwrap(), false, None, "clang-format", &args);
 
-        if res.is_err() && show_diff {
+        if res.is_err() && show_diff && !bless {
             eprintln!("\nclang-format linting failed! Printing diff suggestions:");
 
             let mut cfg_args_clang_format_diff = cfg_args.clone();
@@ -265,6 +282,7 @@ fn check_impl(
                     );
                 }
             }
+            rerun_with_bless("cpp:fmt", "reformat C++ code");
         }
         // Rethrow error
         res?;
@@ -290,12 +308,16 @@ fn check_impl(
         args.extend_from_slice(SPELLCHECK_DIRS);
 
         if bless {
-            eprintln!("spellcheck files and fix");
+            eprintln!("spellchecking files and fixing typos");
             args.push("--write-changes");
         } else {
-            eprintln!("spellcheck files");
+            eprintln!("spellchecking files");
         }
-        spellcheck_runner(root_path, &outdir, &cargo, &args)?;
+        let res = spellcheck_runner(root_path, &outdir, &cargo, &args);
+        if res.is_err() {
+            rerun_with_bless("spellcheck", "fix typos");
+        }
+        res?;
     }
 
     if js_lint || js_typecheck {
@@ -303,11 +325,21 @@ fn check_impl(
     }
 
     if js_lint {
-        rustdoc_js::lint(outdir, librustdoc_path, tools_path, bless)?;
+        if bless {
+            eprintln!("linting javascript files");
+        } else {
+            eprintln!("linting javascript files and applying suggestions");
+        }
+        let res = rustdoc_js::lint(outdir, librustdoc_path, tools_path, bless);
+        if res.is_err() {
+            rerun_with_bless("js:lint", "apply eslint suggestions");
+        }
+        res?;
         rustdoc_js::es_check(outdir, librustdoc_path)?;
     }
 
     if js_typecheck {
+        eprintln!("typechecking javascript files");
         rustdoc_js::typecheck(outdir, librustdoc_path)?;
     }
 
diff --git a/src/tools/tidy/src/extra_checks/rustdoc_js.rs b/src/tools/tidy/src/extra_checks/rustdoc_js.rs
index a6c66b8be8029..5137e61836728 100644
--- a/src/tools/tidy/src/extra_checks/rustdoc_js.rs
+++ b/src/tools/tidy/src/extra_checks/rustdoc_js.rs
@@ -57,7 +57,7 @@ fn run_eslint(
             if exit_status.success() {
                 return Ok(());
             }
-            Err(super::Error::FailedCheck("eslint command failed"))
+            Err(super::Error::FailedCheck("eslint"))
         }
         Err(error) => Err(super::Error::Generic(format!("eslint command failed: {error:?}"))),
     }
@@ -94,7 +94,7 @@ pub(super) fn typecheck(outdir: &Path, librustdoc_path: &Path) -> Result<(), sup
             if exit_status.success() {
                 return Ok(());
             }
-            Err(super::Error::FailedCheck("tsc command failed"))
+            Err(super::Error::FailedCheck("tsc"))
         }
         Err(error) => Err(super::Error::Generic(format!("tsc command failed: {error:?}"))),
     }
@@ -112,7 +112,7 @@ pub(super) fn es_check(outdir: &Path, librustdoc_path: &Path) -> Result<(), supe
             if exit_status.success() {
                 return Ok(());
             }
-            Err(super::Error::FailedCheck("es-check command failed"))
+            Err(super::Error::FailedCheck("es-check"))
         }
         Err(error) => Err(super::Error::Generic(format!("es-check command failed: {error:?}"))),
     }