--- main/iostream.c	(Asterisk 15.4)
+++ main/iostream.c	(working copy)
@@ -508,19 +508,19 @@
 					ERR_error_string(sslerr, err), ssl_error_to_string(sslerr, res));
 			}
 
-#if defined(OPENSSL_VERSION_NUMBER) && OPENSSL_VERSION_NUMBER >= 0x10100000L && !defined(LIBRESSL_VERSION_NUMBER)
+#if !defined(LIBRESSL_VERSION_NUMBER) && (OPENSSL_VERSION_NUMBER >= 0x10100000L)
 			if (!SSL_is_server(stream->ssl)) {
 #else
 			if (!stream->ssl->server) {
 #endif
 				/* For client threads, ensure that the error stack is cleared */
-#if !defined(OPENSSL_VERSION_NUMBER) || OPENSSL_VERSION_NUMBER < 0x10100000L || defined(LIBRESSL_VERSION_NUMBER)
+#if defined(LIBRESSL_VERSION_NUMBER) || (OPENSSL_VERSION_NUMBER < 0x10100000L)
 #if OPENSSL_VERSION_NUMBER >= 0x10000000L
 				ERR_remove_thread_state(NULL);
 #else
 				ERR_remove_state(0);
 #endif	/* OPENSSL_VERSION_NUMBER >= 0x10000000L */
-#endif  /* !defined(OPENSSL_VERSION_NUMBER) || OPENSSL_VERSION_NUMBER < 0x10100000L */
+#endif  /* OPENSSL_VERSION_NUMBER  < 0x10100000L */
 			}
 
 			SSL_free(stream->ssl);
--- main/tcptls.c	(Asterisk 15.4)
+++ main/tcptls.c	(working copy)
@@ -343,13 +363,13 @@
 			cfg->ssl_ctx = SSL_CTX_new(SSLv2_client_method());
 		} else
 #endif
-#ifndef OPENSSL_NO_SSL3_METHOD
+#if !defined(OPENSSL_NO_SSL3_METHOD) && !(defined(OPENSSL_API_COMPAT) && (OPENSSL_API_COMPAT >= 0x10100000L))
 		if (ast_test_flag(&cfg->flags, AST_SSL_SSLV3_CLIENT)) {
 			ast_log(LOG_WARNING, "Usage of SSLv3 is discouraged due to known vulnerabilities. Please use 'tlsv1' or leave the TLS method unspecified!\n");
 			cfg->ssl_ctx = SSL_CTX_new(SSLv3_client_method());
 		} else
 #endif
-#if defined(OPENSSL_VERSION_NUMBER) && (OPENSSL_VERSION_NUMBER  >= 0x10100000L)
+#if OPENSSL_VERSION_NUMBER >= 0x10100000L
 		cfg->ssl_ctx = SSL_CTX_new(TLS_client_method());
 #else
 		if (ast_test_flag(&cfg->flags, AST_SSL_TLSV1_CLIENT)) {