diff --git a/pkg/shp/streamer/tar.go b/pkg/shp/streamer/tar.go
index e2255f7c7..4e3a9d3ba 100644
--- a/pkg/shp/streamer/tar.go
+++ b/pkg/shp/streamer/tar.go
@@ -24,13 +24,18 @@ func (t *Tar) skipPath(fpath string, stat fs.FileInfo) bool {
 	if !stat.Mode().IsRegular() {
 		return true
 	}
-	if strings.HasPrefix(fpath, path.Join(t.src, ".git")) {
-		return true
+	relPath, err := filepath.Rel(t.src, fpath)
+	if err == nil {
+		cleanPath := "/" + filepath.ToSlash(relPath) + "/"
+		if strings.Contains(cleanPath, "/.git/") {
+			return true
+		}
 	}
-	if t.gitIgnore == nil {
-		return false
+
+	if t.gitIgnore != nil {
+		return t.gitIgnore.MatchesPath(fpath)
 	}
-	return t.gitIgnore.MatchesPath(fpath)
+	return false
 }
 
 // Create the actual tar by inspecting all files in source path, skipping some.
diff --git a/pkg/shp/streamer/tar_test.go b/pkg/shp/streamer/tar_test.go
index 810e6e4f1..d0ed23203 100644
--- a/pkg/shp/streamer/tar_test.go
+++ b/pkg/shp/streamer/tar_test.go
@@ -3,6 +3,7 @@ package streamer
 import (
 	"archive/tar"
 	"io"
+	"path/filepath"
 	"strings"
 	"testing"
 
@@ -26,6 +27,7 @@ func Test_Tar(t *testing.T) {
 
 	tarReader := tar.NewReader(reader)
 	counter := 0
+	foundGitIgnore := false
 	for {
 		header, err := tarReader.Next()
 		if err != nil {
@@ -37,10 +39,16 @@ func Test_Tar(t *testing.T) {
 		counter++
 		name := header.Name
 
+		cleanName := filepath.ToSlash(name)
+		if cleanName == ".gitignore" {
+			foundGitIgnore = true
+		}
+
 		// making sure that undesired entries are not present on the list of files caputured by the
 		// tar helper
-		g.Expect(strings.HasPrefix(name, ".git/")).To(o.BeFalse())
-		g.Expect(strings.HasPrefix(name, "_output/")).To(o.BeFalse())
+		g.Expect(strings.Split(cleanName, "/")).NotTo(o.ContainElement(".git"), "should not contain a .git path component")
+		g.Expect(strings.HasPrefix(cleanName, "_output/")).To(o.BeFalse())
 	}
+	g.Expect(foundGitIgnore).To(o.BeTrue(), "expected .gitignore to be included in the tarball")
 	g.Expect(counter > 10).To(o.BeTrue())
 }
diff --git a/pkg/shp/streamer/util.go b/pkg/shp/streamer/util.go
index 4fa42b724..d499fdd90 100644
--- a/pkg/shp/streamer/util.go
+++ b/pkg/shp/streamer/util.go
@@ -6,7 +6,6 @@ import (
 	"io/fs"
 	"os"
 	"path/filepath"
-	"strings"
 )
 
 type writeCounter struct{ total int }
@@ -17,17 +16,17 @@ func (wc *writeCounter) Write(p []byte) (int, error) {
 	return n, nil
 }
 
-func trimPrefix(prefix, fpath string) string {
-	return strings.TrimPrefix(strings.ReplaceAll(fpath, prefix, ""), string(filepath.Separator))
-}
-
 func writeFileToTar(tw *tar.Writer, src, fpath string, stat fs.FileInfo) error {
 	header, err := tar.FileInfoHeader(stat, stat.Name())
 	if err != nil {
 		return err
 	}
 
-	header.Name = trimPrefix(src, fpath)
+	relPath, err := filepath.Rel(src, fpath)
+	if err != nil {
+		return err
+	}
+	header.Name = filepath.ToSlash(relPath)
 	if err := tw.WriteHeader(header); err != nil {
 		return err
 	}