diff --git a/core/src/main/java/se/su/dsv/scipro/daisyExternal/http/DaisyAPI.java b/core/src/main/java/se/su/dsv/scipro/daisyExternal/http/DaisyAPI.java
index a69b109f06..8c7fdf7b79 100644
--- a/core/src/main/java/se/su/dsv/scipro/daisyExternal/http/DaisyAPI.java
+++ b/core/src/main/java/se/su/dsv/scipro/daisyExternal/http/DaisyAPI.java
@@ -30,7 +30,7 @@ public interface DaisyAPI {
 
     Response addContributor(Integer projectId, ProjectParticipant contributor);
 
-    void deleteThesisPerson(Integer projectId, Integer personId);
+    Response deleteThesisPerson(Integer projectId, Integer personId);
 
     Response createProject(ThesisToBeCreated project);
 
diff --git a/core/src/main/java/se/su/dsv/scipro/daisyExternal/http/DaisyAPIImpl.java b/core/src/main/java/se/su/dsv/scipro/daisyExternal/http/DaisyAPIImpl.java
index 7c2f6a7142..393e5e66ed 100755
--- a/core/src/main/java/se/su/dsv/scipro/daisyExternal/http/DaisyAPIImpl.java
+++ b/core/src/main/java/se/su/dsv/scipro/daisyExternal/http/DaisyAPIImpl.java
@@ -157,8 +157,8 @@ public class DaisyAPIImpl implements DaisyAPI {
     }
 
     @Override
-    public void deleteThesisPerson(Integer projectId, Integer personId) {
-        thesis()
+    public Response deleteThesisPerson(Integer projectId, Integer personId) {
+        return thesis()
                 .path(String.valueOf(projectId))
                 .path(PERSON)
                 .path(String.valueOf(personId))
diff --git a/daisy-integration/src/main/java/se/su/dsv/scipro/integration/daisy/workers/ProjectExporter.java b/daisy-integration/src/main/java/se/su/dsv/scipro/integration/daisy/workers/ProjectExporter.java
index 063b799079..049b6c2e94 100644
--- a/daisy-integration/src/main/java/se/su/dsv/scipro/integration/daisy/workers/ProjectExporter.java
+++ b/daisy-integration/src/main/java/se/su/dsv/scipro/integration/daisy/workers/ProjectExporter.java
@@ -23,6 +23,7 @@ import se.su.dsv.scipro.workerthreads.AbstractWorker;
 
 import jakarta.inject.Inject;
 import jakarta.inject.Named;
+import jakarta.ws.rs.core.Response;
 import java.time.Instant;
 import java.time.Period;
 import java.util.Calendar;
@@ -240,18 +241,31 @@ public class ProjectExporter extends AbstractWorker {
     }
 
     private void updateHeadSupervisor(Project project) throws ExternalExportException {
-        boolean add = true;
+        boolean toAdd = true;
         Set<ProjectParticipant> contributors = daisyAPI.getContributors(project.getIdentifier());
         for (ProjectParticipant contributor : contributors) {
             if (contributor.getRole() == Role.SUPERVISOR) {
                 if (contributor.getPerson().getId().equals(project.getHeadSupervisor().getIdentifier())) {
-                    add = false;
+                    toAdd = false;
                 } else {
-                    daisyAPI.deleteThesisPerson(project.getIdentifier(), contributor.getPerson().getId());
+                    Response response = daisyAPI.deleteThesisPerson(project.getIdentifier(), contributor.getPerson().getId());
+                    if (response.getStatusInfo().getFamily() != Response.Status.Family.SUCCESSFUL) {
+                        LOG.warn("Failed to delete supervisor from project: {} (id: {} / {})",
+                                project.getTitle(),
+                                project.getId(),
+                                project.getIdentifier());
+
+                        // Card 3413
+                        // Do not attempt to add the new supervisor if the old one is still there to prevent
+                        // the project from having multiple supervisors.
+                        // Hopefully Daisy API will soon have support for the function "change supervisor"
+                        // rather than just INSERT and DELETE rows in a table.
+                        toAdd = false;
+                    }
                 }
             }
         }
-        if (add) {
+        if (toAdd) {
             externalExporter.addContributorToProject(project, project.getHeadSupervisor(), Role.SUPERVISOR);
         }
     }