diff --git a/pkg/sql/conn_executor.go b/pkg/sql/conn_executor.go
index f0d149848862..076f6eaa492b 100644
--- a/pkg/sql/conn_executor.go
+++ b/pkg/sql/conn_executor.go
@@ -2181,7 +2181,9 @@ func (ex *connExecutor) updateTxnRewindPosMaybe(
 	if _, ok := ex.machine.CurState().(stateOpen); !ok {
 		return nil
 	}
-	if advInfo.txnEvent.eventType == txnStart || advInfo.txnEvent.eventType == txnRestart {
+	if advInfo.txnEvent.eventType == txnStart ||
+		advInfo.txnEvent.eventType == txnRestart ||
+		advInfo.txnEvent.eventType == txnUpgradeToExplicit {
 		var nextPos CmdPos
 		switch advInfo.code {
 		case stayInPlace:
@@ -2859,7 +2861,7 @@ func (ex *connExecutor) txnStateTransitionsApplyWrapper(
 
 	// Handle transaction events which cause updates to txnState.
 	switch advInfo.txnEvent.eventType {
-	case noEvent:
+	case noEvent, txnUpgradeToExplicit:
 		_, nextStateIsAborted := ex.machine.CurState().(stateAborted)
 		// Update the deadline on the transaction based on the collections,
 		// if the transaction is currently open. If the next state is aborted
diff --git a/pkg/sql/conn_executor_test.go b/pkg/sql/conn_executor_test.go
index e9dc940b7529..568417f825a6 100644
--- a/pkg/sql/conn_executor_test.go
+++ b/pkg/sql/conn_executor_test.go
@@ -727,6 +727,58 @@ func TestRetriableErrorDuringPrepare(t *testing.T) {
 	defer func() { _ = stmt.Close() }()
 }
 
+// TestRetriableErrorDuringUpgradedTransaction ensures that a retriable error
+// that happens during a transaction that was upgraded from an implicit
+// transaction into an explicit transaction does not cause the BEGIN to be
+// re-executed.
+func TestRetriableErrorDuringUpgradedTransaction(t *testing.T) {
+	defer leaktest.AfterTest(t)()
+	defer log.Scope(t).Close(t)
+	var retryCount int64
+	const numToRetry = 2 // only fail on the first two attempts
+	filter := newDynamicRequestFilter()
+	s, sqlDB, _ := serverutils.StartServer(t, base.TestServerArgs{
+		Knobs: base.TestingKnobs{
+			Store: &kvserver.StoreTestingKnobs{
+				TestingRequestFilter: filter.filter,
+			},
+		},
+	})
+	defer s.Stopper().Stop(context.Background())
+
+	conn, err := sqlDB.Conn(context.Background())
+	require.NoError(t, err)
+	testDB := sqlutils.MakeSQLRunner(conn)
+
+	var fooTableId uint32
+	testDB.Exec(t, "SET enable_implicit_transaction_for_batch_statements = true")
+	testDB.Exec(t, "CREATE TABLE foo (a INT PRIMARY KEY)")
+	testDB.QueryRow(t, "SELECT 'foo'::regclass::oid").Scan(&fooTableId)
+
+	// Inject an error that will happen during execution.
+	filter.setFilter(func(ctx context.Context, ba roachpb.BatchRequest) *roachpb.Error {
+		if ba.Txn == nil {
+			return nil
+		}
+		if req, ok := ba.GetArg(roachpb.ConditionalPut); ok {
+			put := req.(*roachpb.ConditionalPutRequest)
+			_, tableID, err := keys.SystemSQLCodec.DecodeTablePrefix(put.Key)
+			if err != nil || tableID != fooTableId {
+				return nil
+			}
+			if atomic.AddInt64(&retryCount, 1) <= numToRetry {
+				return roachpb.NewErrorWithTxn(
+					roachpb.NewTransactionRetryError(roachpb.RETRY_REASON_UNKNOWN, "injected retry error"), ba.Txn,
+				)
+			}
+		}
+		return nil
+	})
+
+	testDB.Exec(t, "SELECT 1; BEGIN; INSERT INTO foo VALUES(1); COMMIT;")
+	require.Equal(t, numToRetry+1, int(retryCount))
+}
+
 // This test ensures that when in an explicit transaction and statement
 // preparation uses the user's transaction, errors during those planning queries
 // are handled correctly.
diff --git a/pkg/sql/conn_fsm.go b/pkg/sql/conn_fsm.go
index cbfbeb21e6a2..177e43af8ae1 100644
--- a/pkg/sql/conn_fsm.go
+++ b/pkg/sql/conn_fsm.go
@@ -303,7 +303,7 @@ var TxnStateTransitions = fsm.Compile(fsm.Pattern{
 				args.Extended.(*txnState).setAdvanceInfo(
 					advanceOne,
 					noRewind,
-					txnEvent{eventType: noEvent},
+					txnEvent{eventType: txnUpgradeToExplicit},
 				)
 				return nil
 			},
diff --git a/pkg/sql/txn_state.go b/pkg/sql/txn_state.go
index 2b2ac13d08d7..3c1428fae1f3 100644
--- a/pkg/sql/txn_state.go
+++ b/pkg/sql/txn_state.go
@@ -402,6 +402,11 @@ const (
 	// the transaction. This allows such savepoints to reset more state than other
 	// savepoints.
 	txnRestart
+	// txnUpgradeToExplicit means that the current implicit transaction was
+	// upgraded to an explicit one. This happens when BEGIN is executed during the
+	// extended protocol or as part of a batch of statements. It's used to
+	// indicate that the transaction rewind position should be updated.
+	txnUpgradeToExplicit
 )
 
 // advanceInfo represents instructions for the connExecutor about what statement
diff --git a/pkg/sql/txneventtype_string.go b/pkg/sql/txneventtype_string.go
index 91e7607ca6e7..8b03b37454a8 100644
--- a/pkg/sql/txneventtype_string.go
+++ b/pkg/sql/txneventtype_string.go
@@ -13,11 +13,12 @@ func _() {
 	_ = x[txnCommit-2]
 	_ = x[txnRollback-3]
 	_ = x[txnRestart-4]
+	_ = x[txnUpgradeToExplicit-5]
 }
 
-const _txnEventType_name = "noEventtxnStarttxnCommittxnRollbacktxnRestart"
+const _txnEventType_name = "noEventtxnStarttxnCommittxnRollbacktxnRestarttxnUpgradeToExplicit"
 
-var _txnEventType_index = [...]uint8{0, 7, 15, 24, 35, 45}
+var _txnEventType_index = [...]uint8{0, 7, 15, 24, 35, 45, 65}
 
 func (i txnEventType) String() string {
 	if i < 0 || i >= txnEventType(len(_txnEventType_index)-1) {