diff --git a/cmd/artifact_specifier.go b/cmd/artifact_specifier.go
new file mode 100644
index 0000000..085de8d
--- /dev/null
+++ b/cmd/artifact_specifier.go
@@ -0,0 +1,44 @@
+/*
+ * 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 (
+	"strconv"
+	"strings"
+)
+
+// parseImportFileSpecifier parses an import argument of the form:
+//
+//	<path>[:<mainArtifactBool>]
+//
+// It parses from the right to avoid breaking paths that may contain ':'
+// characters (e.g. Windows absolute paths like C:\...).
+func parseImportFileSpecifier(spec string) (path string, mainArtifact bool) {
+	mainArtifact = true
+
+	lastColon := strings.LastIndex(spec, ":")
+	if lastColon == -1 {
+		return spec, mainArtifact
+	}
+
+	tail := spec[lastColon+1:]
+	if b, err := strconv.ParseBool(tail); err == nil {
+		return spec[:lastColon], b
+	}
+
+	return spec, mainArtifact
+}
diff --git a/cmd/artifact_specifier_test.go b/cmd/artifact_specifier_test.go
new file mode 100644
index 0000000..f887623
--- /dev/null
+++ b/cmd/artifact_specifier_test.go
@@ -0,0 +1,41 @@
+/*
+ * 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"
+
+func TestParseImportFileSpecifier_SuffixBool(t *testing.T) {
+	in := "./specs/openapi.yaml:false"
+	path, main := parseImportFileSpecifier(in)
+	if path != "./specs/openapi.yaml" {
+		t.Fatalf("path mismatch: got %q", path)
+	}
+	if main != false {
+		t.Fatalf("mainArtifact mismatch: got %v", main)
+	}
+}
+
+func TestParseImportFileSpecifier_NoSuffix_Unchanged(t *testing.T) {
+	in := "./specs/openapi.yaml"
+	path, main := parseImportFileSpecifier(in)
+	if path != in {
+		t.Fatalf("path mismatch: got %q", path)
+	}
+	if main != true {
+		t.Fatalf("mainArtifact mismatch: got %v", main)
+	}
+}
diff --git a/cmd/import.go b/cmd/import.go
index 99bbcc6..96a7de7 100644
--- a/cmd/import.go
+++ b/cmd/import.go
@@ -18,7 +18,6 @@ package cmd
 import (
 	"fmt"
 	"os"
-	"strconv"
 	"strings"
 
 	"github.com/microcks/microcks-cli/pkg/config"
@@ -126,21 +125,10 @@ func NewImportCommand(globalClientOpts *connectors.ClientOptions) *cobra.Command
 			sepSpecificationFiles := strings.Split(specificationFiles, ",")
 			results := make([]artifactImportResult, 0, len(sepSpecificationFiles))
 			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 {
-						return errors.Wrapf(errors.KindUsage, "cannot parse %q as artifact primary flag", pathAndMainArtifact[1])
-					}
-				}
+				path, mainArtifact := parseImportFileSpecifier(f)
 
 				// Try uploading this artifact.
-				msg, err := mc.UploadArtifact(f, mainArtifact)
+				msg, err := mc.UploadArtifact(path, mainArtifact)
 				if err != nil {
 					return err
 				}
@@ -173,13 +161,11 @@ func NewImportCommand(globalClientOpts *connectors.ClientOptions) *cobra.Command
 					}
 
 					// Normalize file path to match the watcher fsnotify events format.
-					if strings.HasPrefix(f, "./") {
-						f = strings.TrimPrefix(f, "./")
-					}
+					path = strings.TrimPrefix(path, "./")
 
 					// Upsert entry.
 					watchCfg.UpsertEntry(config.WatchEntry{
-						FilePath:     f,
+						FilePath:     path,
 						Context:      []string{globalClientOpts.Context},
 						MainArtifact: mainArtifact,
 					})
diff --git a/cmd/importURL.go b/cmd/importURL.go
index 343145a..19de871 100644
--- a/cmd/importURL.go
+++ b/cmd/importURL.go
@@ -17,6 +17,7 @@
 package cmd
 
 import (
+
 	"fmt"
 	"strconv"
 	"strings"