diff --git a/cmd/interactive.go b/cmd/interactive.go
index 8d567689..7a765799 100644
--- a/cmd/interactive.go
+++ b/cmd/interactive.go
@@ -458,9 +458,10 @@ func normalizeFilePath(fp string) string {
 }
 
 func extractFileNames(input string) []string {
-	// Regex to match file paths starting with / or ./ and include escaped spaces (\ or %20)
+	// Regex to match file paths starting with optional drive letter, / ./ \ or .\ and include escaped or unescaped spaces (\ or %20)
 	// and followed by more characters and a file extension
-	regexPattern := `(?:\./|/)[\S\\ ]+?\.(?i:jpg|jpeg|png|svg)\b`
+	// This will capture non filename strings, but we'll check for file existence to remove mismatches
+	regexPattern := `(?:[a-zA-Z]:)?(?:\./|/|\\)[\S\\ ]+?\.(?i:jpg|jpeg|png|svg)\b`
 	re := regexp.MustCompile(regexPattern)
 
 	return re.FindAllString(input, -1)
diff --git a/cmd/interactive_test.go b/cmd/interactive_test.go
new file mode 100644
index 00000000..1bd5058a
--- /dev/null
+++ b/cmd/interactive_test.go
@@ -0,0 +1,51 @@
+package cmd
+
+import (
+	"testing"
+
+	"github.com/stretchr/testify/assert"
+)
+
+func TestExtractFilenames(t *testing.T) {
+	// Unix style paths
+	input := ` some preamble 
+ ./relative\ path/one.png inbetween1 ./not a valid two.jpg inbetween2
+/unescaped space /three.jpeg inbetween3 /valid\ path/dir/four.png "./quoted with spaces/five.svg`
+	res := extractFileNames(input)
+	assert.Len(t, res, 5)
+	assert.Contains(t, res[0], "one.png")
+	assert.Contains(t, res[1], "two.jpg")
+	assert.Contains(t, res[2], "three.jpeg")
+	assert.Contains(t, res[3], "four.png")
+	assert.Contains(t, res[4], "five.svg")
+	assert.NotContains(t, res[4], '"')
+	assert.NotContains(t, res, "inbtween")
+
+	// Windows style paths
+	input = ` some preamble
+ c:/users/jdoe/one.png inbetween1 c:/program files/someplace/two.jpg inbetween2 
+ /absolute/nospace/three.jpeg inbetween3 /absolute/with space/four.png inbetween4
+./relative\ path/five.svg inbetween5 "./relative with/spaces/six.png inbetween6
+d:\path with\spaces\seven.svg inbetween7 c:\users\jdoe\eight.png inbetween8 
+ d:\program files\someplace\nine.png inbetween9 "E:\program files\someplace\ten.svg some ending
+`
+	res = extractFileNames(input)
+	assert.Len(t, res, 10)
+	assert.NotContains(t, res, "inbtween")
+	assert.Contains(t, res[0], "one.png")
+	assert.Contains(t, res[0], "c:")
+	assert.Contains(t, res[1], "two.jpg")
+	assert.Contains(t, res[1], "c:")
+	assert.Contains(t, res[2], "three.jpeg")
+	assert.Contains(t, res[3], "four.png")
+	assert.Contains(t, res[4], "five.svg")
+	assert.Contains(t, res[5], "six.png")
+	assert.Contains(t, res[6], "seven.svg")
+	assert.Contains(t, res[6], "d:")
+	assert.Contains(t, res[7], "eight.png")
+	assert.Contains(t, res[7], "c:")
+	assert.Contains(t, res[8], "nine.png")
+	assert.Contains(t, res[8], "d:")
+	assert.Contains(t, res[9], "ten.svg")
+	assert.Contains(t, res[9], "E:")
+}