diff --git a/Lib/test/test_socket.py b/Lib/test/test_socket.py
index 2415d53..ea83cd1 100644
--- a/Lib/test/test_socket.py
+++ b/Lib/test/test_socket.py
@@ -17,6 +17,7 @@
 import contextlib
 from weakref import proxy
 import signal
+import math
 
 def try_address(host, port=0, family=socket.AF_INET):
     """Try to bind a socket on the given host:port and return True
@@ -607,6 +608,42 @@
                            socket.AI_PASSIVE)
 
 
+    def check_sendall_interrupted(self, with_timeout):
+        # socketpair() is not stricly required, but it makes things easier.
+        if not hasattr(signal, 'alarm') or not hasattr(socket, 'socketpair'):
+            self.skipTest("signal.alarm and socket.socketpair required for this test")
+        # Our signal handlers clobber the C errno by calling a math function
+        # with an invalid domain value.
+        def ok_handler(*args):
+            self.assertRaises(ValueError, math.acosh, 0)
+        def raising_handler(*args):
+            self.assertRaises(ValueError, math.acosh, 0)
+            1 // 0
+        c, s = socket.socketpair()
+        old_alarm = signal.signal(signal.SIGALRM, raising_handler)
+        try:
+            if with_timeout:
+                # Just above the one second minimum for signal.alarm
+                c.settimeout(1.5)
+            with self.assertRaises(ZeroDivisionError):
+                signal.alarm(1)
+                c.sendall(b"x" * (1024**2))
+            if with_timeout:
+                signal.signal(signal.SIGALRM, ok_handler)
+                signal.alarm(1)
+                self.assertRaises(socket.timeout, c.sendall, b"x" * (1024**2))
+        finally:
+            signal.signal(signal.SIGALRM, old_alarm)
+            c.close()
+            s.close()
+
+    def test_sendall_interrupted(self):
+        self.check_sendall_interrupted(False)
+
+    def test_sendall_interrupted_with_timeout(self):
+        self.check_sendall_interrupted(True)
+
+
 class BasicTCPTest(SocketConnectedTest):
 
     def __init__(self, methodName='runTest'):
diff --git a/Misc/NEWS b/Misc/NEWS
index 06848bf..8d41ef3 100644
--- a/Misc/NEWS
+++ b/Misc/NEWS
@@ -121,6 +121,11 @@
 Library
 -------
 
+- Issue #9950: Fix socket.sendall() crash or misbehaviour when a signal is
+  received.  Now sendall() properly calls signal handlers if necessary,
+  and retries sending if these returned successfully, including on sockets
+  with a timeout.
+
 - Issue #9936: Fixed executable lines' search in the trace module.
 
 - Issue #9928: Properly initialize the types exported by the bz2 module.
diff --git a/Modules/socketmodule.c b/Modules/socketmodule.c
index 6529008..ce594dc 100644
--- a/Modules/socketmodule.c
+++ b/Modules/socketmodule.c
@@ -2553,7 +2553,7 @@
 {
     char *buf;
     Py_ssize_t len, n = -1;
-    int flags = 0, timeout;
+    int flags = 0, timeout, saved_errno;
     Py_buffer pbuf;
 
     if (!PyArg_ParseTuple(args, "y*|i:sendall", &pbuf, &flags))
@@ -2566,29 +2566,44 @@
         return select_error();
     }
 
-    Py_BEGIN_ALLOW_THREADS
     do {
+        Py_BEGIN_ALLOW_THREADS
         timeout = internal_select(s, 1);
         n = -1;
-        if (timeout)
-            break;
+        if (!timeout) {
 #ifdef __VMS
-        n = sendsegmented(s->sock_fd, buf, len, flags);
+            n = sendsegmented(s->sock_fd, buf, len, flags);
 #else
-        n = send(s->sock_fd, buf, len, flags);
+            n = send(s->sock_fd, buf, len, flags);
 #endif
-        if (n < 0)
-            break;
+        }
+        Py_END_ALLOW_THREADS
+        if (timeout == 1) {
+            PyBuffer_Release(&pbuf);
+            PyErr_SetString(socket_timeout, "timed out");
+            return NULL;
+        }
+        /* PyErr_CheckSignals() might change errno */
+        saved_errno = errno;
+        /* We must run our signal handlers before looping again.
+           send() can return a successful partial write when it is
+           interrupted, so we can't restrict ourselves to EINTR. */
+        if (PyErr_CheckSignals()) {
+            PyBuffer_Release(&pbuf);
+            return NULL;
+        }
+        if (n < 0) {
+            /* If interrupted, try again */
+            if (saved_errno == EINTR)
+                continue;
+            else
+                break;
+        }
         buf += n;
         len -= n;
     } while (len > 0);
-    Py_END_ALLOW_THREADS
     PyBuffer_Release(&pbuf);
 
-    if (timeout == 1) {
-        PyErr_SetString(socket_timeout, "timed out");
-        return NULL;
-    }
     if (n < 0)
         return s->errorhandler();