diff --git a/src/gui/conflictsolver.cpp b/src/gui/conflictsolver.cpp
index 2affc8e39e3c8..a0458a8332629 100644
--- a/src/gui/conflictsolver.cpp
+++ b/src/gui/conflictsolver.cpp
@@ -31,6 +31,16 @@ QString ConflictSolver::remoteVersionFilename() const
     return _remoteVersionFilename;
 }
 
+bool ConflictSolver::isBulkSolution() const
+{
+    return _isBulkSolution;
+}
+
+bool ConflictSolver::yesToAllRequested() const
+{
+    return _yesToAllRequested;
+}
+
 bool ConflictSolver::exec(ConflictSolver::Solution solution)
 {
     switch (solution) {
@@ -65,6 +75,26 @@ void ConflictSolver::setRemoteVersionFilename(const QString &remoteVersionFilena
     emit remoteVersionFilenameChanged();
 }
 
+void ConflictSolver::setIsBulkSolution(bool isBulkSolution)
+{
+    if (_isBulkSolution == isBulkSolution) {
+        return;
+    }
+
+    _isBulkSolution = isBulkSolution;
+    emit isBulkSolutionChanged();
+}
+
+void ConflictSolver::setYesToAllRequested(bool yesToAllRequested)
+{
+    if (_yesToAllRequested == yesToAllRequested) {
+        return;
+    }
+
+    _yesToAllRequested = yesToAllRequested;
+    emit yesToAllRequestedChanged();
+}
+
 bool ConflictSolver::deleteLocalVersion()
 {
     if (_localVersionFilename.isEmpty()) {
@@ -75,13 +105,9 @@ bool ConflictSolver::deleteLocalVersion()
         return false;
     }
 
-    QFileInfo info(_localVersionFilename);
-    const auto message = FileSystem::isDir(_localVersionFilename)
-        ? tr("Do you want to delete the directory <i>%1</i> and all its contents permanently?").arg(info.dir().dirName())
-                                      : tr("Do you want to delete the file <i>%1</i> permanently?").arg(info.fileName());
-    const auto result = QMessageBox::question(_parentWidget, tr("Confirm deletion"), message, QMessageBox::Yes, QMessageBox::No);
-    if (result != QMessageBox::Yes)
+    if (!confirmDeletion()) {
         return false;
+    }
 
     if (FileSystem::isDir(_localVersionFilename)) {
         return FileSystem::removeRecursively(_localVersionFilename);
@@ -152,4 +178,34 @@ bool ConflictSolver::overwriteRemoteVersion()
     }
 }
 
+bool ConflictSolver::confirmDeletion()
+{
+    if (_yesToAllRequested) {
+        return true;
+    }
+
+    QMessageBox::StandardButtons buttons = QMessageBox::Yes | QMessageBox::No;
+    if (_isBulkSolution) {
+        buttons |= QMessageBox::YesToAll;
+    }
+
+    QFileInfo info(_localVersionFilename);
+    const auto message = FileSystem::isDir(_localVersionFilename)
+        ? tr("Do you want to delete the directory <i>%1</i> and all its contents permanently?").arg(info.dir().dirName())
+                                    : tr("Do you want to delete the file <i>%1</i> permanently?").arg(info.fileName());
+    const auto result = QMessageBox::question(_parentWidget, tr("Confirm deletion"), message, buttons);
+    switch (result)
+    {
+        case QMessageBox::YesToAll:
+            setYesToAllRequested(true);
+            return true;
+        case QMessageBox::Yes:
+            return true;
+        default:
+            // any other button pressed
+            return false;
+    }
+    return false;
+}
+
 } // namespace OCC
diff --git a/src/gui/conflictsolver.h b/src/gui/conflictsolver.h
index f6c1f5e8ca63b..2a5e53d5c2cda 100644
--- a/src/gui/conflictsolver.h
+++ b/src/gui/conflictsolver.h
@@ -17,6 +17,9 @@ class ConflictSolver : public QObject
     Q_OBJECT
     Q_PROPERTY(QString localVersionFilename READ localVersionFilename WRITE setLocalVersionFilename NOTIFY localVersionFilenameChanged)
     Q_PROPERTY(QString remoteVersionFilename READ remoteVersionFilename WRITE setRemoteVersionFilename NOTIFY remoteVersionFilenameChanged)
+    Q_PROPERTY(bool isBulkSolution READ isBulkSolution WRITE setIsBulkSolution NOTIFY isBulkSolutionChanged)
+    Q_PROPERTY(bool yesToAllRequested READ yesToAllRequested WRITE setYesToAllRequested NOTIFY yesToAllRequestedChanged)
+
 public:
     enum Solution {
         KeepLocalVersion,
@@ -29,25 +32,34 @@ class ConflictSolver : public QObject
 
     [[nodiscard]] QString localVersionFilename() const;
     [[nodiscard]] QString remoteVersionFilename() const;
+    [[nodiscard]] bool isBulkSolution() const;
+    [[nodiscard]] bool yesToAllRequested() const;
 
     bool exec(Solution solution);
 
 public slots:
     void setLocalVersionFilename(const QString &localVersionFilename);
     void setRemoteVersionFilename(const QString &remoteVersionFilename);
+    void setIsBulkSolution(bool isBulkSolution);
+    void setYesToAllRequested(bool yesToAllRequested);
 
 signals:
     void localVersionFilenameChanged();
     void remoteVersionFilenameChanged();
+    void isBulkSolutionChanged();
+    void yesToAllRequestedChanged();
 
 private:
     bool deleteLocalVersion();
     bool renameLocalVersion();
     bool overwriteRemoteVersion();
+    bool confirmDeletion();
 
     QWidget *_parentWidget;
     QString _localVersionFilename;
     QString _remoteVersionFilename;
+    bool _isBulkSolution = false;
+    bool _yesToAllRequested = false;
 };
 
 } // namespace OCC
diff --git a/src/gui/syncconflictsmodel.cpp b/src/gui/syncconflictsmodel.cpp
index 388a2f71884f9..686e6b04f70b0 100644
--- a/src/gui/syncconflictsmodel.cpp
+++ b/src/gui/syncconflictsmodel.cpp
@@ -215,13 +215,19 @@ void SyncConflictsModel::selectAllConflicting(bool selected)
 
 void SyncConflictsModel::applySolution()
 {
-    for(const auto &syncConflict : std::as_const(_conflictData)) {
+    bool yesToAllRequested = false;
+    bool isBulkSolution = _conflictData.size() > 1; // no need to display the "Yes for all" button if only one file is affected
+
+    for (const auto &syncConflict : std::as_const(_conflictData)) {
         if (syncConflict.isValid()) {
             qCInfo(lcSyncConflictsModel) << syncConflict.mExistingFilePath << syncConflict.mConflictingFilePath << syncConflict.solution();
             ConflictSolver solver;
+            solver.setIsBulkSolution(isBulkSolution);
+            solver.setYesToAllRequested(yesToAllRequested);
             solver.setLocalVersionFilename(syncConflict.mConflictingFilePath);
             solver.setRemoteVersionFilename(syncConflict.mExistingFilePath);
             solver.exec(syncConflict.solution());
+            yesToAllRequested = solver.yesToAllRequested();
         }
     }
 }