diff --git a/ext/redis_client/hiredis/hiredis_connection.c b/ext/redis_client/hiredis/hiredis_connection.c
index b490ce7..eaf2dd5 100644
--- a/ext/redis_client/hiredis/hiredis_connection.c
+++ b/ext/redis_client/hiredis/hiredis_connection.c
@@ -380,10 +380,9 @@ static int hiredis_wait_writable(int fd, const struct timeval *timeout, int *iss
     struct timeval to;
     struct timeval *toptr = NULL;
 
-    rb_fdset_t fds;
-
     /* Be cautious: a call to rb_fd_init to initialize the rb_fdset_t structure
      * must be paired with a call to rb_fd_term to free it. */
+    rb_fdset_t fds;
     rb_fd_init(&fds);
     rb_fd_set(fd, &fds);
 
@@ -406,6 +405,42 @@ static int hiredis_wait_writable(int fd, const struct timeval *timeout, int *iss
     return 0;
 }
 
+static int hiredis_wait(hiredis_connection_t *connection, const struct timeval *timeout, bool *readable, bool *writable) {
+    struct timeval to;
+    struct timeval *toptr = NULL;
+
+    /* Be cautious: a call to rb_fd_init to initialize the rb_fdset_t structure
+     * must be paired with a call to rb_fd_term to free it. */
+    rb_fdset_t read_fds;
+    if (readable) {
+        *readable = false;
+        rb_fd_init(&read_fds);
+        rb_fd_set(connection->context->fd, &read_fds);
+    }
+
+    rb_fdset_t write_fds;
+    if (writable) {
+        *writable = false;
+        rb_fd_init(&write_fds);
+        rb_fd_set(connection->context->fd, &write_fds);
+    }
+
+    int error = rb_thread_fd_select(connection->context->fd + 1, readable ? &read_fds : NULL, writable ? &write_fds : NULL, NULL, toptr);
+    if (error > 0) {
+        error = 0;
+        if (readable) *readable = (bool)rb_fd_isset(connection->context->fd, &read_fds);
+        if (writable) *writable = (bool)rb_fd_isset(connection->context->fd, &write_fds);
+    } else if (!errno) {
+        errno = ETIMEDOUT;
+        error = -2;
+    }
+
+    if (readable) rb_fd_term(&read_fds);
+    if (writable) rb_fd_term(&write_fds);
+
+    return error;
+}
+
 static VALUE hiredis_connect_finish(hiredis_connection_t *connection, redisContext *context) {
     if (context->err) {
         redis_raise_error_and_disconnect(context, rb_eRedisClientConnectTimeoutError);
@@ -466,6 +501,24 @@ static VALUE hiredis_init_ssl(VALUE self, VALUE ssl_param) {
     if (redisInitiateSSLWithContext(connection->context, ssl_context->context) != REDIS_OK) {
         hiredis_raise_error_and_disconnect(connection, rb_eRedisClientConnectTimeoutError);
     }
+
+    redisSSL *redis_ssl = redisGetSSLSocket(connection->context);
+ 
+    if (redis_ssl->wantRead) {
+        int readable = 0;
+        if (hiredis_wait_readable(connection->context->fd, &connection->connect_timeout, &readable) < 0) {
+            hiredis_raise_error_and_disconnect(connection, rb_eRedisClientConnectTimeoutError);
+        }
+        if (!readable) {
+            errno = EAGAIN;
+            hiredis_raise_error_and_disconnect(connection, rb_eRedisClientConnectTimeoutError);
+        }
+
+        if (redisInitiateSSLContinue(connection->context) != REDIS_OK) {
+            hiredis_raise_error_and_disconnect(connection, rb_eRedisClientConnectTimeoutError);
+        };
+    }
+
     return Qtrue;
 }
 
diff --git a/ext/redis_client/hiredis/vendor/hiredis_ssl.h b/ext/redis_client/hiredis/vendor/hiredis_ssl.h
index 604efe0..bdbf299 100644
--- a/ext/redis_client/hiredis/vendor/hiredis_ssl.h
+++ b/ext/redis_client/hiredis/vendor/hiredis_ssl.h
@@ -32,6 +32,8 @@
 #ifndef __HIREDIS_SSL_H
 #define __HIREDIS_SSL_H
 
+#include <openssl/ssl.h>
+
 #ifdef __cplusplus
 extern "C" {
 #endif
@@ -46,6 +48,29 @@ struct ssl_st;
  */
 typedef struct redisSSLContext redisSSLContext;
 
+/* The SSL connection context is attached to SSL/TLS connections as a privdata. */
+typedef struct redisSSL {
+    /**
+     * OpenSSL SSL object.
+     */
+    SSL *ssl;
+
+    /**
+     * SSL_write() requires to be called again with the same arguments it was
+     * previously called with in the event of an SSL_read/SSL_write situation
+     */
+    size_t lastLen;
+
+    /** Whether the SSL layer requires read (possibly before a write) */
+    int wantRead;
+
+    /**
+     * Whether a write was requested prior to a read. If set, the write()
+     * should resume whenever a read takes place, if possible
+     */
+    int pendingWrite;
+} redisSSL;
+
 /**
  * Initialization errors that redisCreateSSLContext() may return.
  */
@@ -114,12 +139,17 @@ void redisFreeSSLContext(redisSSLContext *redis_ssl_ctx);
 
 int redisInitiateSSLWithContext(redisContext *c, redisSSLContext *redis_ssl_ctx);
 
+int redisInitiateSSLContinue(redisContext *c);
+
 /**
  * Initiate SSL/TLS negotiation on a provided OpenSSL SSL object.
  */
 
 int redisInitiateSSL(redisContext *c, struct ssl_st *ssl);
 
+
+redisSSL *redisGetSSLSocket(redisContext *c);
+
 #ifdef __cplusplus
 }
 #endif
diff --git a/ext/redis_client/hiredis/vendor/ssl.c b/ext/redis_client/hiredis/vendor/ssl.c
index 7df58fb..d6b183c 100644
--- a/ext/redis_client/hiredis/vendor/ssl.c
+++ b/ext/redis_client/hiredis/vendor/ssl.c
@@ -59,29 +59,6 @@ struct redisSSLContext {
     char *server_name;
 };
 
-/* The SSL connection context is attached to SSL/TLS connections as a privdata. */
-typedef struct redisSSL {
-    /**
-     * OpenSSL SSL object.
-     */
-    SSL *ssl;
-
-    /**
-     * SSL_write() requires to be called again with the same arguments it was
-     * previously called with in the event of an SSL_read/SSL_write situation
-     */
-    size_t lastLen;
-
-    /** Whether the SSL layer requires read (possibly before a write) */
-    int wantRead;
-
-    /**
-     * Whether a write was requested prior to a read. If set, the write()
-     * should resume whenever a read takes place, if possible
-     */
-    int pendingWrite;
-} redisSSL;
-
 /* Forward declaration */
 redisContextFuncs redisContextSSLFuncs;
 
@@ -163,6 +140,22 @@ int redisInitOpenSSL(void)
     return REDIS_OK;
 }
 
+static int maybeCheckWant(redisSSL *rssl, int rv) {
+    /**
+     * If the error is WANT_READ or WANT_WRITE, the appropriate flags are set
+     * and true is returned. False is returned otherwise
+     */
+    if (rv == SSL_ERROR_WANT_READ) {
+        rssl->wantRead = 1;
+        return 1;
+    } else if (rv == SSL_ERROR_WANT_WRITE) {
+        rssl->pendingWrite = 1;
+        return 1;
+    } else {
+        return 0;
+    }
+}
+
 /**
  * redisSSLContext helper context destruction.
  */
@@ -261,6 +254,42 @@ redisSSLContext *redisCreateSSLContext(const char *cacert_filename, const char *
     return NULL;
 }
 
+int redisInitiateSSLContinue(redisContext *c) {
+    if (!c->privctx) {
+        __redisSetError(c, REDIS_ERR_OTHER, "redisContext is not associated");
+        return REDIS_ERR;
+    }
+
+    redisSSL *rssl = (redisSSL *)c->privctx;
+    ERR_clear_error();
+    int rv = SSL_connect(rssl->ssl);
+    if (rv == 1) {
+        c->privctx = rssl;
+        return REDIS_OK;
+    }
+
+    rv = SSL_get_error(rssl->ssl, rv);
+    if (((c->flags & REDIS_BLOCK) == 0) &&
+        (rv == SSL_ERROR_WANT_READ || rv == SSL_ERROR_WANT_WRITE)) {
+        maybeCheckWant(rssl, rv);
+        c->privctx = rssl;
+        return REDIS_OK;
+    }
+
+    if (c->err == 0) {
+        char err[512];
+        if (rv == SSL_ERROR_SYSCALL)
+            snprintf(err,sizeof(err)-1,"SSL_connect failed: %s",strerror(errno));
+        else {
+            unsigned long e = ERR_peek_last_error();
+            snprintf(err,sizeof(err)-1,"SSL_connect failed: %s",
+                    ERR_reason_error_string(e));
+        }
+        __redisSetError(c, REDIS_ERR_IO, err);
+    }
+    return REDIS_ERR;
+}
+
 /**
  * SSL Connection initialization.
  */
@@ -295,6 +324,7 @@ static int redisSSLConnect(redisContext *c, SSL *ssl) {
     rv = SSL_get_error(rssl->ssl, rv);
     if (((c->flags & REDIS_BLOCK) == 0) &&
         (rv == SSL_ERROR_WANT_READ || rv == SSL_ERROR_WANT_WRITE)) {
+        maybeCheckWant(rssl, rv);
         c->privctx = rssl;
         return REDIS_OK;
     }
@@ -315,6 +345,10 @@ static int redisSSLConnect(redisContext *c, SSL *ssl) {
     return REDIS_ERR;
 }
 
+redisSSL *redisGetSSLSocket(redisContext *c) {
+    return c->privctx;
+}
+
 /**
  * A wrapper around redisSSLConnect() for users who manage their own context and
  * create their own SSL object.
@@ -361,22 +395,6 @@ int redisInitiateSSLWithContext(redisContext *c, redisSSLContext *redis_ssl_ctx)
     return REDIS_ERR;
 }
 
-static int maybeCheckWant(redisSSL *rssl, int rv) {
-    /**
-     * If the error is WANT_READ or WANT_WRITE, the appropriate flags are set
-     * and true is returned. False is returned otherwise
-     */
-    if (rv == SSL_ERROR_WANT_READ) {
-        rssl->wantRead = 1;
-        return 1;
-    } else if (rv == SSL_ERROR_WANT_WRITE) {
-        rssl->pendingWrite = 1;
-        return 1;
-    } else {
-        return 0;
-    }
-}
-
 /**
  * Implementation of redisContextFuncs for SSL connections.
  */
diff --git a/test/redis_client/connection_test.rb b/test/redis_client/connection_test.rb
index 3744ae6..adf2904 100644
--- a/test/redis_client/connection_test.rb
+++ b/test/redis_client/connection_test.rb
@@ -218,16 +218,6 @@ class SSLConnectionTest < Minitest::Test
     include ClientTestHelper
     include ConnectionTests
 
-    if ENV["DRIVER"] == "hiredis"
-      def test_tcp_connect_downstream_timeout
-        skip "TODO: Find the proper way to timeout SSL connections with hiredis"
-      end
-
-      def test_tcp_connect_upstream_timeout
-        skip "TODO: Find the proper way to timeout SSL connections with hiredis"
-      end
-    end
-
     private
 
     def new_client(**overrides)