diff --git a/include/git2/remote.h b/include/git2/remote.h
index af73ca8b3..82aff385d 100644
--- a/include/git2/remote.h
+++ b/include/git2/remote.h
@@ -313,7 +313,8 @@ GIT_EXTERN(void) git_remote_check_cert(git_remote *remote, int check);
  */
 GIT_EXTERN(void) git_remote_set_cred_acquire_cb(
 	git_remote *remote,
-	git_cred_acquire_cb cred_acquire_cb);
+	git_cred_acquire_cb cred_acquire_cb,
+	void *payload);
 
 /**
  * Sets a custom transport for the remote. The caller can use this function
diff --git a/include/git2/transport.h b/include/git2/transport.h
index 00beb4472..c2f205295 100644
--- a/include/git2/transport.h
+++ b/include/git2/transport.h
@@ -65,7 +65,8 @@ GIT_EXTERN(int) git_cred_userpass_plaintext_new(
 typedef int (*git_cred_acquire_cb)(
 	git_cred **cred,
 	const char *url,
-	unsigned int allowed_types);
+	unsigned int allowed_types,
+	void *payload);
 
 /*
  *** End interface for credentials acquisition ***
@@ -94,6 +95,7 @@ typedef struct git_transport {
 	int (*connect)(struct git_transport *transport,
 		const char *url,
 		git_cred_acquire_cb cred_acquire_cb,
+		void *cred_acquire_payload,
 		int direction,
 		int flags);
 
diff --git a/src/remote.c b/src/remote.c
index 5b75e510c..670904b17 100644
--- a/src/remote.c
+++ b/src/remote.c
@@ -90,10 +90,9 @@ int git_remote_new(git_remote **out, git_repository *repo, const char *name, con
 	/* name is optional */
 	assert(out && repo && url);
 
-	remote = git__malloc(sizeof(git_remote));
+	remote = git__calloc(1, sizeof(git_remote));
 	GITERR_CHECK_ALLOC(remote);
 
-	memset(remote, 0x0, sizeof(git_remote));
 	remote->repo = repo;
 	remote->check_cert = 1;
 	remote->update_fetchhead = 1;
@@ -509,7 +508,7 @@ int git_remote_connect(git_remote *remote, git_direction direction)
 	if (!remote->check_cert)
 		flags |= GIT_TRANSPORTFLAGS_NO_CHECK_CERT;
 
-	if (t->connect(t, url, remote->cred_acquire_cb, direction, flags) < 0)
+	if (t->connect(t, url, remote->cred_acquire_cb, remote->cred_acquire_payload, direction, flags) < 0)
 		goto on_error;
 
 	remote->transport = t;
@@ -1019,11 +1018,13 @@ int git_remote_set_callbacks(git_remote *remote, git_remote_callbacks *callbacks
 
 void git_remote_set_cred_acquire_cb(
 	git_remote *remote,
-	git_cred_acquire_cb cred_acquire_cb)
+	git_cred_acquire_cb cred_acquire_cb,
+	void *payload)
 {
 	assert(remote);
 
 	remote->cred_acquire_cb = cred_acquire_cb;
+	remote->cred_acquire_payload = payload;
 }
 
 int git_remote_set_transport(git_remote *remote, git_transport *transport)
diff --git a/src/remote.h b/src/remote.h
index 06f712fbc..8d3924497 100644
--- a/src/remote.h
+++ b/src/remote.h
@@ -23,6 +23,7 @@ struct git_remote {
 	struct git_refspec fetch;
 	struct git_refspec push;
 	git_cred_acquire_cb cred_acquire_cb;
+	void *cred_acquire_payload;
 	git_transport *transport;
 	git_repository *repo;
 	git_remote_callbacks callbacks;
diff --git a/src/transports/http.c b/src/transports/http.c
index 02f749262..fd1a99fe1 100644
--- a/src/transports/http.c
+++ b/src/transports/http.c
@@ -256,7 +256,8 @@ static int on_headers_complete(http_parser *parser)
 
 			if (t->owner->cred_acquire_cb(&t->cred,
 					t->owner->url,
-					allowed_types) < 0)
+					allowed_types,
+					t->owner->cred_acquire_payload) < 0)
 				return PARSE_ERROR_GENERIC;
 
 			assert(t->cred);
diff --git a/src/transports/local.c b/src/transports/local.c
index 768daf3a8..53b24947c 100644
--- a/src/transports/local.c
+++ b/src/transports/local.c
@@ -143,6 +143,7 @@ static int local_connect(
 	git_transport *transport,
 	const char *url,
 	git_cred_acquire_cb cred_acquire_cb,
+	void *cred_acquire_payload,
 	int direction, int flags)
 {
 	git_repository *repo;
@@ -152,6 +153,7 @@ static int local_connect(
 	git_buf buf = GIT_BUF_INIT;
 
 	GIT_UNUSED(cred_acquire_cb);
+	GIT_UNUSED(cred_acquire_payload);
 
 	t->url = git__strdup(url);
 	GITERR_CHECK_ALLOC(t->url);
diff --git a/src/transports/smart.c b/src/transports/smart.c
index 5300a47c8..8b89fa2e8 100644
--- a/src/transports/smart.c
+++ b/src/transports/smart.c
@@ -62,6 +62,7 @@ static int git_smart__connect(
 	git_transport *transport,
 	const char *url,
 	git_cred_acquire_cb cred_acquire_cb,
+	void *cred_acquire_payload,
 	int direction,
 	int flags)
 {
@@ -81,6 +82,7 @@ static int git_smart__connect(
 	t->direction = direction;
 	t->flags = flags;
 	t->cred_acquire_cb = cred_acquire_cb;
+	t->cred_acquire_payload = cred_acquire_payload;
 
 	if (GIT_DIRECTION_FETCH == t->direction)
 		service = GIT_SERVICE_UPLOADPACK_LS;
diff --git a/src/transports/smart.h b/src/transports/smart.h
index ea2784bb1..c86b1cbec 100644
--- a/src/transports/smart.h
+++ b/src/transports/smart.h
@@ -125,6 +125,7 @@ typedef struct {
 	git_remote *owner;
 	char *url;
 	git_cred_acquire_cb cred_acquire_cb;
+	void *cred_acquire_payload;
 	int direction;
 	int flags;
 	git_transport_message_cb progress_cb;
diff --git a/src/transports/smart_protocol.c b/src/transports/smart_protocol.c
index 80ff72681..a73315975 100644
--- a/src/transports/smart_protocol.c
+++ b/src/transports/smart_protocol.c
@@ -694,12 +694,13 @@ int git_smart__push(git_transport *transport, git_push *push)
 	 * the data from the push report to do this without another network call */
 	if (push->specs.length) {
 		git_cred_acquire_cb cred_cb = t->cred_acquire_cb;
+		void *cred_payload = t->cred_acquire_payload;
 		int flags = t->flags;
 
 		url = git__strdup(t->url);
 
 		if (!url || t->parent.close(&t->parent) < 0 ||
-			t->parent.connect(&t->parent, url, cred_cb, GIT_DIRECTION_PUSH, flags))
+			t->parent.connect(&t->parent, url, cred_cb, cred_payload, GIT_DIRECTION_PUSH, flags))
 			goto on_error;
 	}
 
diff --git a/tests-clar/network/push.c b/tests-clar/network/push.c
index acc376de7..f8856091f 100644
--- a/tests-clar/network/push.c
+++ b/tests-clar/network/push.c
@@ -27,10 +27,12 @@ static git_oid _oid_b1;
 /* git_oid *oid, git_repository *repo, (string literal) blob */
 #define CREATE_BLOB(oid, repo, blob) git_blob_create_frombuffer(oid, repo, blob, sizeof(blob) - 1)
 
-static int cred_acquire_cb(git_cred **cred, const char *url, unsigned int allowed_types) 
+static int cred_acquire_cb(git_cred **cred, const char *url, unsigned int allowed_types, void *payload)
 {
 	GIT_UNUSED(url);
 
+	*((bool*)payload) = true;
+
 	if ((GIT_CREDTYPE_USERPASS_PLAINTEXT & allowed_types) == 0 ||
 		git_cred_userpass_plaintext_new(cred, _remote_user, _remote_pass) < 0)
 		return -1;
@@ -130,6 +132,7 @@ void test_network_push__initialize(void)
 	git_vector delete_specs = GIT_VECTOR_INIT;
 	size_t i;
 	char *curr_del_spec;
+	bool cred_acquire_called = false;
 
 	_repo = cl_git_sandbox_init("push_src");
 
@@ -165,7 +168,7 @@ void test_network_push__initialize(void)
 	if (_remote_url) {
 		cl_git_pass(git_remote_add(&_remote, _repo, "test", _remote_url));
 
-		git_remote_set_cred_acquire_cb(_remote, cred_acquire_cb);
+		git_remote_set_cred_acquire_cb(_remote, cred_acquire_cb, &cred_acquire_called);
 		record_callbacks_data_clear(&_record_cbs_data);
 		git_remote_set_callbacks(_remote, &_record_cbs);