diff --git a/executor.go b/executor.go
index 762234f7..e7cb1407 100644
--- a/executor.go
+++ b/executor.go
@@ -888,25 +888,29 @@ func cloudExecute(pipeline *zjson.Pipeline, executionId int64, executionUuid str
 	}
 }
 
-func getBuildContextStatus(ctx context.Context, pipeline *zjson.Pipeline, organization string, cfg Config) []zjson.BuildContextStatus {
-	var buildContextStatus []zjson.BuildContextStatus
+func getBuildContextStatus(ctx context.Context, pipeline *zjson.Pipeline, rebuild bool, organization string, cfg Config) []zjson.BuildContextStatusResponse {
+	var buildContextStatus []zjson.BuildContextStatusResponse
 	for id, block := range pipeline.Pipeline {
 		if len(block.Action.Container.Image) > 0 && !cfg.IsLocal {
-			status, _, err := checkImage(ctx, getImage(&block, organization), cfg)
-			s3Key := getKanikoBuildContextS3Key(&block)
-
-			if err != nil {
-				log.Printf("failed to get build context status; err=%v", err)
-				return buildContextStatus
+			var status = false
+			if !rebuild {
+				imageStatus, _, err := checkImage(ctx, getImage(&block, organization), cfg)
+				if err != nil {
+					log.Printf("failed to get build context status; err=%v", err)
+					return buildContextStatus
+				}
+				status = imageStatus
 			}
 
-			buildContextStatus = append(buildContextStatus, zjson.BuildContextStatus{
+			s3Key := getKanikoBuildContextS3Key(&block)
+
+			buildContextStatus = append(buildContextStatus, zjson.BuildContextStatusResponse{
 				BlockKey:   id,
 				IsUploaded: status,
 				S3Key:      s3Key,
 			})
 		} else {
-			buildContextStatus = append(buildContextStatus, zjson.BuildContextStatus{
+			buildContextStatus = append(buildContextStatus, zjson.BuildContextStatusResponse{
 				BlockKey:   id,
 				IsUploaded: true,
 				S3Key:      "",
diff --git a/frontend/server/anvil.js b/frontend/server/anvil.js
index 0bc5287d..8e1a477b 100644
--- a/frontend/server/anvil.js
+++ b/frontend/server/anvil.js
@@ -4,7 +4,11 @@ import { HttpMethod } from "../utils/HttpMethod";
 import { buildUrl } from "../utils/urlBuilder";
 import { LOCAL_DOMAINS } from "../utils/constants";
 
-export async function getBuildContextStatus(configuration, pipelineSpecs) {
+export async function getBuildContextStatus(
+  configuration,
+  pipelineSpecs,
+  rebuild,
+) {
   const response = await handleRequest(
     buildUrl(
       getScheme(configuration.anvil.host),
@@ -15,7 +19,10 @@ export async function getBuildContextStatus(configuration, pipelineSpecs) {
     HttpMethod.POST,
     configuration.anvil.token,
     {},
-    pipelineSpecs,
+    {
+      rebuild: rebuild,
+      pipeline: pipelineSpecs,
+    },
   );
 
   const body = await response.json();
diff --git a/frontend/server/pipelineSerialization.js b/frontend/server/pipelineSerialization.js
index d7c16d40..58113bfa 100644
--- a/frontend/server/pipelineSerialization.js
+++ b/frontend/server/pipelineSerialization.js
@@ -281,10 +281,11 @@ async function uploadBuildContexts(
   const buildContextStatuses = await getBuildContextStatus(
     configuration,
     pipelineSpecs,
+    rebuild,
   );
   await Promise.all(
     buildContextStatuses
-      .filter((status) => !status.isUploaded || rebuild)
+      .filter((status) => !status.isUploaded)
       .map((status) => [path.join(buffer, status.blockKey), status.s3Key])
       .map(([blockPath, s3Key]) =>
         uploadDirectory(s3Key, blockPath, configuration),
diff --git a/main.go b/main.go
index 745eda8e..e95f42e1 100644
--- a/main.go
+++ b/main.go
@@ -492,14 +492,14 @@ func main() {
 	})
 	router.POST("/build-context-status", func(ctx *gin.Context) {
 		prefix := getPrefix(ctx)
-		pipeline, err := validateJson[zjson.Pipeline](ctx.Request.Body)
+		request, err := validateJson[zjson.BuildContextStatusRequest](ctx.Request.Body)
 		if err != nil {
 			log.Printf("invalid json request; err=%v", err)
 			ctx.String(err.Status(), err.Error())
 			return
 		}
 
-		buildContextStatus := getBuildContextStatus(ctx.Request.Context(), &pipeline, prefix, config)
+		buildContextStatus := getBuildContextStatus(ctx.Request.Context(), &request.Pipeline, request.Rebuild, prefix, config)
 
 		ctx.JSON(http.StatusOK, buildContextStatus)
 	})
diff --git a/zjson/schema.go b/zjson/schema.go
index a8e8f8b0..6df59cd6 100644
--- a/zjson/schema.go
+++ b/zjson/schema.go
@@ -101,7 +101,12 @@ type Execution struct {
 	Build    bool     `json:"build"`
 }
 
-type BuildContextStatus struct {
+type BuildContextStatusRequest struct {
+	Rebuild  bool     `json:"rebuild"`
+	Pipeline Pipeline `json:"pipeline"`
+}
+
+type BuildContextStatusResponse struct {
 	BlockKey   string `json:"blockKey"`
 	IsUploaded bool   `json:"isUploaded"`
 	S3Key      string `json:"s3Key"`