Hi, Relevant code is bold. Thanks, j.c. /** * A TLS connection base class. */ class tls_connection_base { public: /** * Constructor * @param ios */ tls_connection_base(io_service_t & ios) : timer_(ios) , context_(ios, ssl_context_t::tlsv1_client) , socket_(ios, context_) { context_.set_verify_mode(ssl_context_t::verify_peer); try { context_.load_verify_file("ca.pem"); } catch (...) { std::cout << "tls_connection_base::tls_connection_base: " << "failed to load certificate file!" << std::endl; } } /** * Virtual Destructor */ virtual ~tls_connection_base() { // ... } /** * Performs an asyncronous connect to desired endpoint. * @param endpoint The endpoint to connect to. */ void async_connect(const stream_endpoint_t & endpoint) { endpoint_ = endpoint; socket_.lowest_layer().async_connect(endpoint, boost::bind(&tls_connection_base::handle_connect, this, boost::asio::placeholders::error) ); timer_.expires_from_now(boost::posix_time::seconds(15)); timer_.async_wait(boost::bind( &tls_connection_base::handle_timeout, this) ); } void handle_connect(const error_code_t & error) { if (!error) { socket_.async_handshake(boost::asio::ssl::stream_base::client, boost::bind(&tls_connection_base::handle_handshake, this, boost::asio::placeholders::error) ); std::cout << "tls_connection_base::handle_connect: " << "Successful connection: local_endpoint(" << socket_.lowest_layer().local_endpoint() << ")" << std::endl; } else { std::cout << "tls_connection_base::handle_connect: " << "Connect error: " << error.message() << std::endl; } } void handle_handshake(const error_code_t & error) { if (!error) { std::cout << "tls_connection_base::handle_handshake: " << "Handshake success: " << std::endl; } else { std::cout << "tls_connection_base::handle_handshake: " << "Handshake failed: " << error.message() << std::endl; } } void handle_timeout() { std::cout << "tls_connection_base::handle_timeout: " << "Connection timed out! " << std::endl; socket_.lowest_layer().close(); // If we try to re-connect here, which is fired by a asio::deadline_timer // we get caught up in a loop. // How do we do an async_connect here without it going haywire? async_connect.(endpoint_); } private: deadline_timer_t timer_; ssl_context_t context_; tls_socket_t socket_; stream_endpoint_t endpoint_; };