diff --git a/api/build/compile_publish.go b/api/build/compile_publish.go
index ea908862f..f60dcaa56 100644
--- a/api/build/compile_publish.go
+++ b/api/build/compile_publish.go
@@ -31,6 +31,7 @@ type CompileAndPublishConfig struct {
 	BaseErr  string
 	Source   string
 	Comment  string
+	Labels   []string
 	Retries  int
 }
 
@@ -287,6 +288,7 @@ func CompileAndPublish(
 			WithMetadata(cfg.Metadata).
 			WithRepo(repo).
 			WithUser(u).
+			WithLabels(cfg.Labels).
 			Compile(pipelineFile)
 		if err != nil {
 			// format the error message with extra information
diff --git a/api/webhook/post.go b/api/webhook/post.go
index 8ebf0bf7f..1ddcb0d2b 100644
--- a/api/webhook/post.go
+++ b/api/webhook/post.go
@@ -273,9 +273,13 @@ func PostWebhook(c *gin.Context) {
 	}
 
 	var prComment string
+	var prLabels []string
 	if strings.EqualFold(b.GetEvent(), constants.EventComment) {
 		prComment = webhook.PullRequest.Comment
 	}
+	if strings.EqualFold(b.GetEvent(), constants.EventPull) {
+		prLabels = webhook.PullRequest.Labels
+	}
 
 	// construct CompileAndPublishConfig
 	config := build.CompileAndPublishConfig{
@@ -285,6 +289,7 @@ func PostWebhook(c *gin.Context) {
 		BaseErr:  baseErr,
 		Source:   "webhook",
 		Comment:  prComment,
+		Labels:   prLabels,
 		Retries:  3,
 	}
 
diff --git a/compiler/engine.go b/compiler/engine.go
index f1f416cce..1778c08a0 100644
--- a/compiler/engine.go
+++ b/compiler/engine.go
@@ -141,8 +141,8 @@ type Engine interface {
 	// the library user type in the Engine.
 	WithUser(*library.User) Engine
 	// WithLabel defines a function that sets
-	// the label in the Engine.
-	WithLabel(string) Engine
+	// the label(s) in the Engine.
+	WithLabels([]string) Engine
 	// WithUser defines a function that sets
 	// the private github client in the Engine.
 	WithPrivateGitHub(string, string) Engine
diff --git a/compiler/native/compile.go b/compiler/native/compile.go
index 70aba717c..e2e1f0718 100644
--- a/compiler/native/compile.go
+++ b/compiler/native/compile.go
@@ -70,7 +70,7 @@ func (c *client) Compile(v interface{}) (*pipeline.Build, *library.Pipeline, err
 		Repo:    c.repo.GetFullName(),
 		Tag:     strings.TrimPrefix(c.build.GetRef(), "refs/tags/"),
 		Target:  c.build.GetDeploy(),
-		Label:   c.label,
+		Label:   c.labels,
 	}
 
 	switch {
diff --git a/compiler/native/expand_test.go b/compiler/native/expand_test.go
index df04741e3..6d9479a53 100644
--- a/compiler/native/expand_test.go
+++ b/compiler/native/expand_test.go
@@ -450,6 +450,7 @@ func TestNative_ExpandStepsMulti(t *testing.T) {
 				If: yaml.Rules{
 					Branch: []string{"main"},
 				},
+				Operator: "and",
 			},
 		},
 		&yaml.Step{
@@ -466,6 +467,7 @@ func TestNative_ExpandStepsMulti(t *testing.T) {
 				If: yaml.Rules{
 					Branch: []string{"dev"},
 				},
+				Operator: "and",
 			},
 		},
 	}
diff --git a/compiler/native/native.go b/compiler/native/native.go
index c5acf0a2d..048f22307 100644
--- a/compiler/native/native.go
+++ b/compiler/native/native.go
@@ -42,7 +42,7 @@ type client struct {
 	metadata       *types.Metadata
 	repo           *library.Repo
 	user           *library.User
-	label          string
+	labels         []string
 }
 
 // New returns a Pipeline implementation that integrates with the supported registries.
@@ -212,10 +212,10 @@ func (c *client) WithUser(u *library.User) compiler.Engine {
 	return c
 }
 
-// WithComment sets the comment in the Engine.
-func (c *client) WithLabel(label string) compiler.Engine {
-	if label != "" {
-		c.label = label
+// WithLabels sets the label(s) in the Engine.
+func (c *client) WithLabels(labels []string) compiler.Engine {
+	if len(labels) != 0 {
+		c.labels = labels
 	}
 
 	return c
diff --git a/scm/github/webhook.go b/scm/github/webhook.go
index d53b988aa..08ce41464 100644
--- a/scm/github/webhook.go
+++ b/scm/github/webhook.go
@@ -311,6 +311,17 @@ func (c *client) processPREvent(h *library.Hook, payload *github.PullRequestEven
 		b.SetEmail(payload.GetPullRequest().GetHead().GetUser().GetEmail())
 	}
 
+	var prLabels []string
+	if strings.EqualFold(payload.GetAction(), "labeled") ||
+		strings.EqualFold(payload.GetAction(), "unlabeled") {
+		prLabels = append(prLabels, payload.GetLabel().GetName())
+	} else {
+		labels := payload.GetPullRequest().Labels
+		for _, label := range labels {
+			prLabels = append(prLabels, label.GetName())
+		}
+	}
+
 	// determine if pull request head is a fork and does not match the repo name of base
 	fromFork := payload.GetPullRequest().GetHead().GetRepo().GetFork() &&
 		!strings.EqualFold(payload.GetPullRequest().GetBase().GetRepo().GetFullName(), payload.GetPullRequest().GetHead().GetRepo().GetFullName())
@@ -319,7 +330,7 @@ func (c *client) processPREvent(h *library.Hook, payload *github.PullRequestEven
 		PullRequest: types.PullRequest{
 			Number:     payload.GetNumber(),
 			IsFromFork: fromFork,
-			Label:      payload.GetLabel().GetName(),
+			Labels:     prLabels,
 		},
 		Hook:  h,
 		Repo:  r,