diff --git a/tools/rest/uploaded_file.go b/tools/rest/uploaded_file.go
index 74cae162..05050923 100644
--- a/tools/rest/uploaded_file.go
+++ b/tools/rest/uploaded_file.go
@@ -8,7 +8,9 @@ import (
 	"net/http"
 	"path/filepath"
 	"regexp"
+	"strings"
 
+	"github.com/pocketbase/pocketbase/tools/inflector"
 	"github.com/pocketbase/pocketbase/tools/security"
 )
 
@@ -68,10 +70,29 @@ func FindUploadedFiles(r *http.Request, key string) ([]*UploadedFile, error) {
 			return nil, err
 		}
 
-		ext := extensionInvalidCharsRegex.ReplaceAllString(filepath.Ext(fh.Filename), "")
+		originalExt := filepath.Ext(fh.Filename)
+		sanitizedExt := extensionInvalidCharsRegex.ReplaceAllString(originalExt, "")
+
+		originalName := strings.TrimSuffix(fh.Filename, originalExt)
+		sanitizedName := inflector.Snakecase(originalName)
+
+		if length := len(sanitizedName); length < 3 {
+			// the name is too short so we concatenate an additional random part
+			sanitizedName += ("_" + security.RandomString(10))
+		} else if length > 100 {
+			// keep only the first 100 characters (it is multibyte safe after Snakecase)
+			sanitizedName = sanitizedName[:100]
+		}
+
+		uploadedFilename := fmt.Sprintf(
+			"%s_%s%s",
+			sanitizedName,
+			security.RandomString(10), // ensure that there is always a random part
+			sanitizedExt,
+		)
 
 		result[i] = &UploadedFile{
-			name:   fmt.Sprintf("%s%s", security.RandomString(32), ext),
+			name:   uploadedFilename,
 			header: fh,
 			bytes:  buf.Bytes(),
 		}
diff --git a/tools/rest/uploaded_file_test.go b/tools/rest/uploaded_file_test.go
index 7b5975b8..1bdb76d1 100644
--- a/tools/rest/uploaded_file_test.go
+++ b/tools/rest/uploaded_file_test.go
@@ -14,8 +14,8 @@ import (
 )
 
 func TestFindUploadedFiles(t *testing.T) {
-	// create a test temporary file
-	tmpFile, err := os.CreateTemp(os.TempDir(), "tmpfile-*.txt")
+	// create a test temporary file (with very large prefix to test if it will be truncated)
+	tmpFile, err := os.CreateTemp(os.TempDir(), strings.Repeat("a", 150)+"tmpfile-*.txt")
 	if err != nil {
 		t.Fatal(err)
 	}
@@ -57,7 +57,11 @@ func TestFindUploadedFiles(t *testing.T) {
 	}
 
 	if !strings.HasSuffix(result[0].Name(), ".txt") {
-		t.Fatalf("Expected the file name to have suffix .txt - %v", result[0].Name())
+		t.Fatalf("Expected the file name to have suffix .txt, got %v", result[0].Name())
+	}
+
+	if length := len(result[0].Name()); length != 115 { // truncated + random part + ext
+		t.Fatalf("Expected the file name to have length of 115, got %d\n%q", length, result[0].Name())
 	}
 
 	if string(result[0].Bytes()) != "test" {