diff --git a/syft/pkg/cataloger/binary/capabilities.yaml b/syft/pkg/cataloger/binary/capabilities.yaml
index a40db6e16..18e265ae0 100644
--- a/syft/pkg/cataloger/binary/capabilities.yaml
+++ b/syft/pkg/cataloger/binary/capabilities.yaml
@@ -1055,6 +1055,9 @@ catalogers:
         detector: # AUTO-GENERATED
           method: glob # AUTO-GENERATED
           criteria: # AUTO-GENERATED
+            - '**/*.DLL'
+            - '**/*.EXE'
+            - '**/*.BPL'
             - '**/*.dll'
             - '**/*.exe'
             - '**/*.bpl'
diff --git a/syft/pkg/cataloger/binary/pe_package_cataloger.go b/syft/pkg/cataloger/binary/pe_package_cataloger.go
index 16292be76..74abb379d 100644
--- a/syft/pkg/cataloger/binary/pe_package_cataloger.go
+++ b/syft/pkg/cataloger/binary/pe_package_cataloger.go
@@ -16,7 +16,7 @@ import (
 // BPL (Borland Package Library) files are PE-format binaries used by Delphi and C++Builder.
 func NewPEPackageCataloger() pkg.Cataloger {
 	return generic.NewCataloger("pe-binary-package-cataloger").
-		WithParserByGlobs(parsePE, "**/*.dll", "**/*.exe", "**/*.bpl")
+		WithParserByGlobs(parsePE, "**/*.DLL", "**/*.EXE", "**/*.BPL", "**/*.dll", "**/*.exe", "**/*.bpl")
 }
 
 func parsePE(_ context.Context, _ file.Resolver, _ *generic.Environment, reader file.LocationReadCloser) ([]pkg.Package, []artifact.Relationship, error) {
diff --git a/syft/pkg/cataloger/binary/pe_package_cataloger_test.go b/syft/pkg/cataloger/binary/pe_package_cataloger_test.go
index 7ba3eae3f..18b5c7d40 100644
--- a/syft/pkg/cataloger/binary/pe_package_cataloger_test.go
+++ b/syft/pkg/cataloger/binary/pe_package_cataloger_test.go
@@ -70,12 +70,16 @@ func Test_PEPackageCataloger_Globs(t *testing.T) {
 		expected []string
 	}{
 		{
-			name:    "obtain PE binary files (dll, exe, bpl)",
+			name:    "obtain PE binary files (dll, exe, bpl), including uppercase extensions",
 			fixture: "testdata/glob-paths",
 			expected: []string{
 				"src/library.dll",
 				"src/program.exe",
 				"src/archive.bpl",
+				// uppercase extensions appear on Windows/ISO 9660 filesystems and must also match
+				"src/winlibrary.DLL",
+				"src/winprogram.EXE",
+				"src/winarchive.BPL",
 			},
 		},
 	}
diff --git a/syft/pkg/cataloger/binary/testdata/glob-paths/src/winarchive.BPL b/syft/pkg/cataloger/binary/testdata/glob-paths/src/winarchive.BPL
new file mode 100644
index 000000000..159643c0f
--- /dev/null
+++ b/syft/pkg/cataloger/binary/testdata/glob-paths/src/winarchive.BPL
@@ -0,0 +1 @@
+bogus PE contents
diff --git a/syft/pkg/cataloger/binary/testdata/glob-paths/src/winlibrary.DLL b/syft/pkg/cataloger/binary/testdata/glob-paths/src/winlibrary.DLL
new file mode 100644
index 000000000..159643c0f
--- /dev/null
+++ b/syft/pkg/cataloger/binary/testdata/glob-paths/src/winlibrary.DLL
@@ -0,0 +1 @@
+bogus PE contents
diff --git a/syft/pkg/cataloger/binary/testdata/glob-paths/src/winprogram.EXE b/syft/pkg/cataloger/binary/testdata/glob-paths/src/winprogram.EXE
new file mode 100644
index 000000000..159643c0f
--- /dev/null
+++ b/syft/pkg/cataloger/binary/testdata/glob-paths/src/winprogram.EXE
@@ -0,0 +1 @@
+bogus PE contents
diff --git a/syft/pkg/cataloger/dotnet/capabilities.yaml b/syft/pkg/cataloger/dotnet/capabilities.yaml
index aa6b9c499..b6cf64d64 100644
--- a/syft/pkg/cataloger/dotnet/capabilities.yaml
+++ b/syft/pkg/cataloger/dotnet/capabilities.yaml
@@ -39,6 +39,10 @@ catalogers:
           - '**/*.deps.json'
           - '**/*.dll'
           - '**/*.exe'
+          - '**/*.bpl'
+          - '**/*.DLL'
+          - '**/*.EXE'
+          - '**/*.BPL'
     metadata_types: # AUTO-GENERATED
       - pkg.DotnetDepsEntry
       - pkg.DotnetPortableExecutableEntry
@@ -173,6 +177,10 @@ catalogers:
         criteria:
           - '**/*.dll'
           - '**/*.exe'
+          - '**/*.bpl'
+          - '**/*.DLL'
+          - '**/*.EXE'
+          - '**/*.BPL'
     metadata_types: # AUTO-GENERATED
       - pkg.DotnetPortableExecutableEntry
     package_types: # AUTO-GENERATED
diff --git a/syft/pkg/cataloger/dotnet/cataloger_test.go b/syft/pkg/cataloger/dotnet/cataloger_test.go
index 04b2caf20..dae8d9db9 100644
--- a/syft/pkg/cataloger/dotnet/cataloger_test.go
+++ b/syft/pkg/cataloger/dotnet/cataloger_test.go
@@ -36,6 +36,10 @@ func TestCataloger_Globs(t *testing.T) {
 				"src/something.bpl",
 				"src/something.dll",
 				"src/something.exe",
+				// uppercase extensions appear on Windows/ISO 9660 filesystems and must also match
+				"src/winsomething.DLL",
+				"src/winsomething.EXE",
+				"src/winsomething.BPL",
 			},
 		},
 		{
@@ -47,6 +51,10 @@ func TestCataloger_Globs(t *testing.T) {
 				"src/something.deps.json",
 				"src/something.dll",
 				"src/something.exe",
+				// uppercase extensions appear on Windows/ISO 9660 filesystems and must also match
+				"src/winsomething.DLL",
+				"src/winsomething.EXE",
+				"src/winsomething.BPL",
 			},
 			// the binary cataloger probes executables by MIME type to find embedded bundles,
 			// but the glob fixtures aren't real binaries so those queries go unfulfilled
diff --git a/syft/pkg/cataloger/dotnet/deps_binary_cataloger.go b/syft/pkg/cataloger/dotnet/deps_binary_cataloger.go
index ea96b1710..15f19de22 100644
--- a/syft/pkg/cataloger/dotnet/deps_binary_cataloger.go
+++ b/syft/pkg/cataloger/dotnet/deps_binary_cataloger.go
@@ -27,6 +27,10 @@ const (
 	dllGlob      = "**/*.dll"
 	exeGlob      = "**/*.exe"
 	bplGlob      = "**/*.bpl"
+	// uppercase variants match PE files on case-preserving Windows/ISO 9660 filesystems (doublestar globs are case-sensitive)
+	dllGlobUpper = "**/*.DLL"
+	exeGlobUpper = "**/*.EXE"
+	bplGlobUpper = "**/*.BPL"
 )
 
 var elfMagic = []byte{0x7f, 'E', 'L', 'F'}
@@ -483,7 +487,7 @@ func readDepsJSON(resolver file.Resolver, loc file.Location) (*depsJSON, error)
 
 // findPEFiles locates and parses all PE files (dll/exe).
 func findPEFiles(resolver file.Resolver) ([]logicalPE, error, error) {
-	peLocs, err := resolver.FilesByGlob(dllGlob, exeGlob, bplGlob)
+	peLocs, err := resolver.FilesByGlob(dllGlob, exeGlob, bplGlob, dllGlobUpper, exeGlobUpper, bplGlobUpper)
 	if err != nil {
 		return nil, nil, fmt.Errorf("unable to find PE files: %w", err)
 	}
diff --git a/syft/pkg/cataloger/dotnet/testdata/glob-paths/src/winsomething.BPL b/syft/pkg/cataloger/dotnet/testdata/glob-paths/src/winsomething.BPL
new file mode 100644
index 000000000..159643c0f
--- /dev/null
+++ b/syft/pkg/cataloger/dotnet/testdata/glob-paths/src/winsomething.BPL
@@ -0,0 +1 @@
+bogus PE contents
diff --git a/syft/pkg/cataloger/dotnet/testdata/glob-paths/src/winsomething.DLL b/syft/pkg/cataloger/dotnet/testdata/glob-paths/src/winsomething.DLL
new file mode 100644
index 000000000..159643c0f
--- /dev/null
+++ b/syft/pkg/cataloger/dotnet/testdata/glob-paths/src/winsomething.DLL
@@ -0,0 +1 @@
+bogus PE contents
diff --git a/syft/pkg/cataloger/dotnet/testdata/glob-paths/src/winsomething.EXE b/syft/pkg/cataloger/dotnet/testdata/glob-paths/src/winsomething.EXE
new file mode 100644
index 000000000..159643c0f
--- /dev/null
+++ b/syft/pkg/cataloger/dotnet/testdata/glob-paths/src/winsomething.EXE
@@ -0,0 +1 @@
+bogus PE contents