diff --git a/src/client/main.cc b/src/client/main.cc
index 71aefd9..05be09f 100644
--- a/src/client/main.cc
+++ b/src/client/main.cc
@@ -31,7 +31,7 @@ int main() {
     // Create new SSL context
     SSL_CTX *ctx = SSL_CTX_new(TLS_client_method());
     if (!ctx) {
-        // TODO Handle error
+        cout << "Creation of SSL context failed" << endl;
     }
 
     // Load the server's certificate into context
@@ -43,7 +43,7 @@ int main() {
     // Create SSL object
     SSL *ssl = SSL_new(ctx);
     if (!ssl) {
-        // TODO Handle error
+        cout << "Failed to create SSL object" << endl;
     }
 
     int clientSocket = socket(AF_INET, SOCK_STREAM, 0);
@@ -65,7 +65,7 @@ int main() {
 
     // Perform SSL handshake
     if (SSL_connect(ssl) != 1) {
-        // TODO Handle error
+        cout << "SSL Handshake error" << endl;
     }
 
     while (true) {
diff --git a/src/server/main.cc b/src/server/main.cc
index 9064214..992effc 100644
--- a/src/server/main.cc
+++ b/src/server/main.cc
@@ -20,25 +20,31 @@ int main() {
 
     SSL_CTX *ctx = SSL_CTX_new(TLS_server_method());
     if (!ctx) {
-        // TODO Handle error
+        cout << "Creation of SSL context failed" << endl;
     }
 
     // Load certificate
     if (SSL_CTX_use_certificate_file(ctx, "./ssl/server.crt",
                                      SSL_FILETYPE_PEM) <= 0) {
-        // TODO Handle error
+        unsigned long errCode = ERR_get_error();
+        char errBuffer[128];
+        ERR_error_string_n(errCode, errBuffer, sizeof(errBuffer));
+        cout << "Certificate load failed: " << errBuffer << endl;
     }
 
     // Load certificate private key
     if (SSL_CTX_use_PrivateKey_file(ctx, "./ssl/server.key",
                                     SSL_FILETYPE_PEM) <= 0) {
-        // TODO Handle error
+        unsigned long errCode = ERR_get_error();
+        char errBuffer[128];
+        ERR_error_string_n(errCode, errBuffer, sizeof(errBuffer));
+        cout << "Private key load failed: " << errBuffer << endl;
     }
 
     cout << "Initializing server" << endl;
     int serverSocket = socket(AF_INET, SOCK_STREAM, 0);
     if (serverSocket == -1) {
-        // TODO error
+        cout << "Server socket failed" << endl;
     }
 
     sockaddr_in serverAddress;
@@ -49,25 +55,31 @@ int main() {
     int bindStatus = bind(serverSocket, (struct sockaddr *)&serverAddress,
                           sizeof(serverAddress));
     if (bindStatus == -1) {
-        // TODO error
+        cout << "Bind failed" << endl;
     }
 
     int listenStatus = listen(serverSocket, 5);
     if (listenStatus == -1) {
-        // TODO error
+        cout << "Listen failed" << endl;
     }
 
     int clientSocket = accept(serverSocket, nullptr, nullptr);
     if (clientSocket == -1) {
-        // TODO error
+        cout << "Client socket failed" << endl;
     }
 
     SSL *ssl = SSL_new(ctx);
     SSL_set_fd(ssl, clientSocket);
 
     // Perform the SSL negotiation
-    if (SSL_accept(ssl)) {
-        // TODO Handle error
+    int sslAcceptCode = SSL_accept(ssl);
+    if (sslAcceptCode <= 0) {
+        int sslError = SSL_get_error(ssl, sslAcceptCode);
+        char *errStr = ERR_error_string(ERR_get_error(), nullptr);
+        cout << "SSL_accept failed with SSL error: " << sslError << endl;
+        cout << "OpenSSL error: " << errStr << endl;
+    } else {
+        cout << "negotiated SSL" << endl;
     }
 
     while (true) {