diff --git a/NEXT_CHANGELOG.md b/NEXT_CHANGELOG.md
index fcb69af8cc..fa38303d72 100644
--- a/NEXT_CHANGELOG.md
+++ b/NEXT_CHANGELOG.md
@@ -3,6 +3,7 @@
 ## Release v0.259.0
 
 ### Notable Changes
+* Error when the absolute path to `databricks.yml` contains a glob character. These are: `*`, `?`, `[`, `]` and `^`. If the path to the `databricks.yml` file on your local filesystem contains one of these characters, that could lead to incorrect computation of glob patterns for the `includes` block and might cause resources to be deleted. After this patch users will not be at risk for unexpected deletions due to this issue. ([#3096](https://github.com/databricks/cli/pull/3096))
 * Diagnostics messages are no longer buffered to be printed at the end of command, flushed after every mutator ([#3175](https://github.com/databricks/cli/pull/3175))
 * Diagnostics are now always rendered with forward slashes in file paths, even on Windows ([#3175](https://github.com/databricks/cli/pull/3175))
 * "bundle summary" now prints diagnostics to stderr instead of stdout in text output mode ([#3175](https://github.com/databricks/cli/pull/3175))
diff --git a/acceptance/bundle/includes/glob_in_root_path/[abc]/databricks.yml b/acceptance/bundle/includes/glob_in_root_path/[abc]/databricks.yml
new file mode 100644
index 0000000000..e69de29bb2
diff --git a/acceptance/bundle/includes/glob_in_root_path/out.test.toml b/acceptance/bundle/includes/glob_in_root_path/out.test.toml
new file mode 100644
index 0000000000..8f3575be7b
--- /dev/null
+++ b/acceptance/bundle/includes/glob_in_root_path/out.test.toml
@@ -0,0 +1,5 @@
+Local = true
+Cloud = false
+
+[EnvMatrix]
+  DATABRICKS_CLI_DEPLOYMENT = ["terraform", "direct-exp"]
diff --git a/acceptance/bundle/includes/glob_in_root_path/output.txt b/acceptance/bundle/includes/glob_in_root_path/output.txt
new file mode 100644
index 0000000000..5012e71f2e
--- /dev/null
+++ b/acceptance/bundle/includes/glob_in_root_path/output.txt
@@ -0,0 +1,10 @@
+
+>>> [CLI] bundle validate
+Error: Bundle root path contains glob pattern characters
+
+The path to the bundle root [TEST_TMP_DIR]/[abc] contains glob pattern character "[". Please remove the character from this path to use bundle commands.
+
+
+Found 1 error
+
+Exit code: 1
diff --git a/acceptance/bundle/includes/glob_in_root_path/script b/acceptance/bundle/includes/glob_in_root_path/script
new file mode 100644
index 0000000000..6c6fd9414c
--- /dev/null
+++ b/acceptance/bundle/includes/glob_in_root_path/script
@@ -0,0 +1,2 @@
+cd [abc]
+trace $CLI bundle validate
diff --git a/acceptance/bundle/includes/glob_in_root_path/test.toml b/acceptance/bundle/includes/glob_in_root_path/test.toml
new file mode 100644
index 0000000000..a298217f21
--- /dev/null
+++ b/acceptance/bundle/includes/glob_in_root_path/test.toml
@@ -0,0 +1,3 @@
+[[Repls]]
+Old = '\\'
+New = '/'
diff --git a/bundle/config/loader/process_root_includes.go b/bundle/config/loader/process_root_includes.go
index 46768fb539..934c777a90 100644
--- a/bundle/config/loader/process_root_includes.go
+++ b/bundle/config/loader/process_root_includes.go
@@ -24,6 +24,18 @@ func (m *processRootIncludes) Name() string {
 	return "ProcessRootIncludes"
 }
 
+// hasGlobCharacters checks if a path contains any glob characters.
+func hasGlobCharacters(path string) (string, bool) {
+	// List of glob characters supported by the filepath package in [filepath.Match]
+	globCharacters := []string{"*", "?", "[", "]", "^"}
+	for _, char := range globCharacters {
+		if strings.Contains(path, char) {
+			return char, true
+		}
+	}
+	return "", false
+}
+
 func (m *processRootIncludes) Apply(ctx context.Context, b *bundle.Bundle) diag.Diagnostics {
 	var out []bundle.Mutator
 
@@ -39,6 +51,24 @@ func (m *processRootIncludes) Apply(ctx context.Context, b *bundle.Bundle) diag.
 	var files []string
 	var diags diag.Diagnostics
 
+	// We error on glob characters in the bundle root path since they are
+	// parsed by [filepath.Glob] as being glob patterns and thus can cause
+	// unexpected behavior.
+	//
+	// The standard library does not support globbing relative paths from a specified
+	// base directory. To support this, we can either:
+	// 1. Change CWD to the bundle root path before calling [filepath.Glob]
+	// 2. Implement our own custom globbing function. We can use [filepath.Match] to do so.
+	if char, ok := hasGlobCharacters(b.BundleRootPath); ok {
+		diags = diags.Append(diag.Diagnostic{
+			Severity: diag.Error,
+			Summary:  "Bundle root path contains glob pattern characters",
+			Detail:   fmt.Sprintf("The path to the bundle root %s contains glob pattern character %q. Please remove the character from this path to use bundle commands.", b.BundleRootPath, char),
+		})
+
+		return diags
+	}
+
 	// For each glob, find all files to load.
 	// Ordering of the list of globs is maintained in the output.
 	// For matches that appear in multiple globs, only the first is kept.
diff --git a/bundle/config/loader/process_root_includes_test.go b/bundle/config/loader/process_root_includes_test.go
index 27ff9b05fe..da418dfcc3 100644
--- a/bundle/config/loader/process_root_includes_test.go
+++ b/bundle/config/loader/process_root_includes_test.go
@@ -9,6 +9,7 @@ import (
 	"github.com/databricks/cli/bundle/config"
 	"github.com/databricks/cli/bundle/config/loader"
 	"github.com/databricks/cli/internal/testutil"
+	"github.com/databricks/cli/libs/diag"
 	"github.com/stretchr/testify/assert"
 	"github.com/stretchr/testify/require"
 )
@@ -111,3 +112,70 @@ func TestProcessRootIncludesNotExists(t *testing.T) {
 	require.True(t, diags.HasError())
 	assert.ErrorContains(t, diags.Error(), "notexist.yml defined in 'include' section does not match any files")
 }
+
+func TestProcessRootIncludesGlobInRootPath(t *testing.T) {
+	tests := []struct {
+		name string
+		root string
+		diag diag.Diagnostic
+	}{
+		{
+			name: "star",
+			root: "foo/a*",
+			diag: diag.Diagnostic{
+				Severity: diag.Error,
+				Summary:  "Bundle root path contains glob pattern characters",
+				Detail:   `The path to the bundle root foo/a* contains glob pattern character "*". Please remove the character from this path to use bundle commands.`,
+			},
+		},
+		{
+			name: "question mark",
+			root: "bar/?b",
+			diag: diag.Diagnostic{
+				Severity: diag.Error,
+				Summary:  "Bundle root path contains glob pattern characters",
+				Detail:   `The path to the bundle root bar/?b contains glob pattern character "?". Please remove the character from this path to use bundle commands.`,
+			},
+		},
+		{
+			name: "left bracket",
+			root: "[ab",
+			diag: diag.Diagnostic{
+				Severity: diag.Error,
+				Summary:  "Bundle root path contains glob pattern characters",
+				Detail:   `The path to the bundle root [ab contains glob pattern character "[". Please remove the character from this path to use bundle commands.`,
+			},
+		},
+		{
+			name: "right bracket",
+			root: "ab]/bax",
+			diag: diag.Diagnostic{
+				Severity: diag.Error,
+				Summary:  "Bundle root path contains glob pattern characters",
+				Detail:   `The path to the bundle root ab]/bax contains glob pattern character "]". Please remove the character from this path to use bundle commands.`,
+			},
+		},
+		{
+			name: "hat",
+			root: "ab^bax",
+			diag: diag.Diagnostic{
+				Severity: diag.Error,
+				Summary:  "Bundle root path contains glob pattern characters",
+				Detail:   `The path to the bundle root ab^bax contains glob pattern character "^". Please remove the character from this path to use bundle commands.`,
+			},
+		},
+	}
+
+	for _, test := range tests {
+		t.Run(test.name, func(t *testing.T) {
+			b := &bundle.Bundle{
+				BundleRootPath: test.root,
+			}
+
+			diags := bundle.Apply(context.Background(), b, loader.ProcessRootIncludes())
+			require.True(t, diags.HasError())
+			assert.Len(t, diags, 1)
+			assert.Equal(t, test.diag, diags[0])
+		})
+	}
+}