diff --git a/cmd/import.go b/cmd/import.go
index c1a74c4..6acf044 100644
--- a/cmd/import.go
+++ b/cmd/import.go
@@ -118,18 +118,10 @@ func NewImportCommand(globalClientOpts *connectors.ClientOptions) *cobra.Command
 			// Handle multiple specification files separated by comma.
 			sepSpecificationFiles := strings.Split(specificationFiles, ",")
 			for _, f := range sepSpecificationFiles {
-				mainArtifact := true
-				var err error
-
-				// Check if mainArtifact flag is provided.
-				if strings.Contains(f, ":") {
-					pathAndMainArtifact := strings.Split(f, ":")
-					f = pathAndMainArtifact[0]
-					mainArtifact, err = strconv.ParseBool(pathAndMainArtifact[1])
-					if err != nil {
-						fmt.Printf("Cannot parse '%s' as Bool, default to true\n", pathAndMainArtifact[1])
-					}
-				}
+				// Parse optional :true / :false suffix. Preserves paths
+				// containing colons (e.g. Windows C:\Temp\api.yaml).
+				path, mainArtifact := parseImportEntry(f)
+				f = path
 
 				// Try uploading this artifact.
 				msg, err := mc.UploadArtifact(f, mainArtifact)
@@ -189,3 +181,25 @@ func NewImportCommand(globalClientOpts *connectors.ClientOptions) *cobra.Command
 	importCmd.Flags().BoolVar(&watch, "watch", false, "Keep watch on file changes and re-import it on change")
 	return importCmd
 }
+
+// parseImportEntry parses a single comma-separated entry of the import
+// command argument. The accepted forms are "<path>" and
+// "<path>:<bool>", where <bool> is anything strconv.ParseBool accepts
+// (true, false, TRUE, FALSE, 1, 0, t, f, ...). Because <path> may
+// itself contain colons (e.g. Windows-absolute paths such as
+// C:\Temp\api.yaml), the optional boolean suffix is detected from the
+// right: only the substring after the last ':' is considered, and
+// only when it parses as a bool is it treated as the mainArtifact
+// flag. Otherwise the whole input is returned unchanged with
+// mainArtifact defaulting to true.
+func parseImportEntry(input string) (string, bool) {
+	idx := strings.LastIndex(input, ":")
+	if idx < 0 {
+		return input, true
+	}
+	b, err := strconv.ParseBool(input[idx+1:])
+	if err != nil {
+		return input, true
+	}
+	return input[:idx], b
+}
diff --git a/cmd/import_test.go b/cmd/import_test.go
new file mode 100644
index 0000000..78cb9fa
--- /dev/null
+++ b/cmd/import_test.go
@@ -0,0 +1,50 @@
+/*
+ * Copyright The Microcks Authors.
+ *
+ * Licensed under the Apache License, Version 2.0 (the "License");
+ * you may not use this file except in compliance with the License.
+ * You may obtain a copy of the License at
+ *
+ *  http://www.apache.org/licenses/LICENSE-2.0
+ *
+ * Unless required by applicable law or agreed to in writing, software
+ * distributed under the License is distributed on an "AS IS" BASIS,
+ * WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
+ * See the License for the specific language governing permissions and
+ * limitations under the License.
+ */
+package cmd
+
+import (
+	"testing"
+
+	"github.com/stretchr/testify/assert"
+)
+
+func TestParseImportEntry(t *testing.T) {
+	tests := []struct {
+		name             string
+		input            string
+		wantPath         string
+		wantMainArtifact bool
+	}{
+		{"relative path, no suffix", "./api.yaml", "./api.yaml", true},
+		{"relative path, :true suffix", "./api.yaml:true", "./api.yaml", true},
+		{"relative path, :false suffix", "./api.yaml:false", "./api.yaml", false},
+		{"relative path, :TRUE suffix (ParseBool)", "./api.yaml:TRUE", "./api.yaml", true},
+		{"relative path, :0 suffix (ParseBool)", "./api.yaml:0", "./api.yaml", false},
+		{"Windows absolute path, no suffix", `C:\Temp\api.yaml`, `C:\Temp\api.yaml`, true},
+		{"Windows absolute path, :false suffix", `C:\Temp\api.yaml:false`, `C:\Temp\api.yaml`, false},
+		{"Windows absolute path, :true suffix", `C:\Temp\api.yaml:true`, `C:\Temp\api.yaml`, true},
+		{"path with multiple colons, no bool suffix", "path:with:colon.yaml", "path:with:colon.yaml", true},
+		{"path with multiple colons, :false suffix", "path:with:colon.yaml:false", "path:with:colon.yaml", false},
+		{"non-bool trailing segment is part of path", "./api.yaml:notabool", "./api.yaml:notabool", true},
+	}
+	for _, tt := range tests {
+		t.Run(tt.name, func(t *testing.T) {
+			gotPath, gotMain := parseImportEntry(tt.input)
+			assert.Equal(t, tt.wantPath, gotPath, "path")
+			assert.Equal(t, tt.wantMainArtifact, gotMain, "mainArtifact")
+		})
+	}
+}