diff --git a/src/helper/Site_Letsencrypt.php b/src/helper/Site_Letsencrypt.php
index 2f99c218..6d4b64d4 100644
--- a/src/helper/Site_Letsencrypt.php
+++ b/src/helper/Site_Letsencrypt.php
@@ -77,18 +77,20 @@ public function revokeAuthorizationChallenge(AuthorizationChallenge $challenge)
 				]]
 		];
 
-		$client = $this->getHttpClient();
-		$resourceUrl = $this->getResourceUrl(ResourcesDirectory::NEW_ORDER);
-		$response = $client->request('POST', $resourceUrl, $client->signKidPayload($resourceUrl, $this->getResourceAccount(), $payload));
-		if (!isset($response['authorizations']) || !$response['authorizations']) {
-			throw new ChallengeNotSupportedException();
+		$client      = $this->getHttpClient();
+		$resourceUrl = $this->getResourceUrl( ResourcesDirectory::NEW_ORDER );
+		$response    = $client->request( 'POST', $resourceUrl, $client->signKidPayload( $resourceUrl, $this->getResourceAccount(), $payload ) );
+		if ( ! isset( $response['authorizations'] ) || ! $response['authorizations'] ) {
+			\EE::warning( 'Challenge not supported for domain' );
+
+			return false;
 		}
 
 		$orderEndpoint = $client->getLastLocation();
 		foreach ($response['authorizations'] as $authorizationEndpoint) {
 			$authorizationsResponse = $client->request('POST', $authorizationEndpoint, $client->signKidPayload($authorizationEndpoint, $this->getResourceAccount(), [ 'status' => 'deactivated' ]));
 		}
-		return;
+		return true;
 	}
 }
 
@@ -207,9 +209,10 @@ public function authorize( Array $domains, $wildcard = false, $preferred_challen
 			$order = $this->client->requestOrder( $domains );
 		} catch ( \Exception $e ) {
 			\EE::warning( 'It seems you\'re in local environment or using non-public domain, please check logs. Skipping letsencrypt.' );
-			throw $e;
-		}
+			\EE::log( 'You can fix the issue and re-run: ee site ssl-verify ' . $domains[0] );
 
+			return false;
+		}
 		$authorizationChallengesToSolve = [];
 		foreach ( $order->getAuthorizationsChallenges() as $domainKey => $authorizationChallenges ) {
 			$authorizationChallenge = null;
@@ -223,12 +226,14 @@ public function authorize( Array $domains, $wildcard = false, $preferred_challen
 					\EE::debug( 'Authorization challenge supported by solver. Solver: ' . $solverName . ' Challenge: ' . $candidate->getType() );
 					break;
 				}
-				// Should not get here as we are handling it.
 				\EE::debug( 'Authorization challenge not supported by solver. Solver: ' . $solverName . ' Challenge: ' . $candidate->getType() );
 				\EE::debug( print_r( $candidate, true ) );
 			}
 			if ( null === $authorizationChallenge ) {
-				throw new ChallengeNotSupportedException();
+				\EE::warning( 'Challenge not supported for domain ' . $domainKey );
+				\EE::log( 'You can fix the issue and re-run: ee site ssl-verify ' . $domainKey );
+
+				return false;
 			}
 			\EE::debug( 'Storing authorization challenge. Domain: ' . $domainKey . ' Challenge: ' . print_r( $authorizationChallenge->toArray(), true ) );
 
@@ -367,7 +372,9 @@ public function check( Array $domains, $wildcard = false, $preferred_challenge =
 					}
 				}
 				if ( null === $authorizationChallenge ) {
-					throw new ChallengeNotSupportedException();
+					\EE::warning( 'Challenge not supported for domain' );
+
+					return false;
 				}
 			} else {
 				if ( ! $this->repository->hasDomainAuthorizationChallenge( $domain ) ) {
@@ -375,21 +382,27 @@ public function check( Array $domains, $wildcard = false, $preferred_challenge =
 				}
 				$authorizationChallenge = $this->repository->loadDomainAuthorizationChallenge( $domain );
 				if ( ! $solver->supports( $authorizationChallenge ) ) {
-					throw new ChallengeNotSupportedException();
+					\EE::warning( 'Challenge not supported for domain' );
+
+					return false;
 				}
 			}
 			\EE::debug( 'Challenge loaded.' );
 
 			$authorizationChallenge = $this->client->reloadAuthorization( $authorizationChallenge );
 			if ( ! $authorizationChallenge->isValid() ) {
-				\EE::debug( sprintf( 'Testing the challenge for domain %s', $domain ) );
-				if ( ! $validator->isValid( $authorizationChallenge ) ) {
-					throw new \Exception( sprintf( 'Can not validate challenge for domain %s', $domain ) );
-				}
-
-				\EE::debug( sprintf( 'Requesting authorization check for domain %s', $domain ) );
 				try {
+					\EE::debug( sprintf( 'Testing the challenge for domain %s', $domain ) );
+					if ( ! $validator->isValid( $authorizationChallenge ) ) {
+						\EE::warning( 'Can not validate challenge for domain ' . $domain );
+						\EE::log( 'You can fix the issue and re-run: ee site ssl-verify ' . $domain );
+
+						return false;
+					}
+
+					\EE::debug( sprintf( 'Requesting authorization check for domain %s', $domain ) );
 					$this->client->challengeAuthorization( $authorizationChallenge );
+					$authorizationChallengeToCleanup[] = $authorizationChallenge;
 				} catch ( \Exception $e ) {
 					\EE::debug( $e->getMessage() );
 					\EE::warning( 'Challenge Authorization failed. Check logs and check if your domain is pointed correctly to this server.' );
@@ -398,9 +411,9 @@ public function check( Array $domains, $wildcard = false, $preferred_challenge =
 					$site_name = str_replace( '*.', '', $site_name );
 
 					\EE::log( "Re-run `ee site ssl-verify $site_name` after fixing the issue." );
-					throw $e;
+
+					return false;
 				}
-				$authorizationChallengeToCleanup[] = $authorizationChallenge;
 			}
 		}
 
@@ -581,7 +594,7 @@ private function executeRenewal( $domain, array $alternativeNames, $force = fals
 						)
 					);
 
-					return;
+					return true;
 				}
 
 				\EE::log(
@@ -627,12 +640,18 @@ private function executeRenewal( $domain, array $alternativeNames, $force = fals
 			\EE::warning( 'A critical error occured during certificate renewal' );
 			\EE::debug( print_r( $e, true ) );
 
-			throw $e;
+			\EE::warning( 'Challenge Authorization failed. Check logs and check if your domain is pointed correctly to this server.' );
+			\EE::log( 'You can fix the issue and re-run: ee site ssl-verify ' . $domains[0] );
+
+			return false;
 		} catch ( \Throwable $e ) {
 			\EE::warning( 'A critical error occured during certificate renewal' );
 			\EE::debug( print_r( $e, true ) );
 
-			throw $e;
+			\EE::warning( 'Challenge Authorization failed. Check logs and check if your domain is pointed correctly to this server.' );
+			\EE::log( 'You can fix the issue and re-run: ee site ssl-verify ' . $domains[0] );
+
+			return false;
 		}
 	}
 
diff --git a/src/helper/class-ee-site.php b/src/helper/class-ee-site.php
index 627d619b..47320f65 100644
--- a/src/helper/class-ee-site.php
+++ b/src/helper/class-ee-site.php
@@ -1543,6 +1543,7 @@ protected function init_le( $site_url, $site_fs_path, $wildcard = false, $www_or
 		\EE::get_runner()->ensure_present_in_config( 'le-mail', $this->le_mail );
 		if ( ! $client->register( $this->le_mail ) ) {
 			$this->site_data['site_ssl'] = null;
+			\EE::warning( 'SSL registration failed.' );
 
 			return;
 		}
@@ -1553,6 +1554,9 @@ protected function init_le( $site_url, $site_fs_path, $wildcard = false, $www_or
 		$client->revokeAuthorizationChallenges( $domains );
 
 		if ( ! $client->authorize( $domains, $wildcard, $preferred_challenge ) ) {
+			$this->site_data['site_ssl'] = null;
+			\EE::warning( 'SSL authorization failed. Site will be created without SSL. You can fix the issue and re-run: ee site ssl-verify ' . $site_url );
+
 			return;
 		}
 		$api_key_absent = empty( get_config_value( 'cloudflare-api-key' ) );
@@ -1563,7 +1567,12 @@ protected function init_le( $site_url, $site_fs_path, $wildcard = false, $www_or
 				EE::log( 'Waiting for DNS entry propagation.' );
 				sleep( 10 );
 			}
-			$this->ssl_verify( [], [ 'force' => $force ], $www_or_non_www );
+			if ( ! $this->ssl_verify( [], [ 'force' => $force ], $www_or_non_www ) ) {
+				$this->site_data['site_ssl'] = null;
+				\EE::warning( 'SSL verification failed. You can fix the issue and re-run: ee site ssl-verify ' . $site_url );
+
+				return;
+			}
 		}
 	}
 
@@ -1603,6 +1612,7 @@ private function get_cert_domains( string $site_url, $wildcard, $www_or_non_www
 	 * @param string Absolute path of site.
 	 * @param string $site_container_path
 	 *
+ *
 	 * @return bool
 	 */
 	protected function check_www_or_non_www_domain( $site_url, $site_path, $site_container_path ): bool {
@@ -1679,29 +1689,24 @@ public function ssl_verify( $args = [], $assoc_args = [], $www_or_non_www = fals
 
 		$preferred_challenge = get_preferred_ssl_challenge( $domains );
 
-		try {
-			$client->check( $domains, $this->site_data['site_ssl_wildcard'], $preferred_challenge );
-		} catch ( \Exception $e ) {
-			if ( $called_by_ee && $api_key_absent ) {
-				throw $e;
-			}
+		if ( ! $client->check( $domains, $this->site_data['site_ssl_wildcard'], $preferred_challenge ) ) {
 			$is_solver_dns   = ( $this->site_data['site_ssl_wildcard'] || 'dns' === $preferred_challenge ) ? true : false;
 			$api_key_present = ! empty( get_config_value( 'cloudflare-api-key' ) );
 
-			if ( $called_by_ee && ! $is_solver_dns && $api_key_present ) {
-				throw $e;
-			}
-
-			$warning = ( $is_solver_dns && $api_key_present ) ? "The dns entries have not yet propogated. Manually check: \nhost -t TXT _acme-challenge." . $this->site_data['site_url'] . "\nBefore retrying `ee site ssl " . $this->site_data['site_url'] . "`" : 'Failed to verify SSL: ' . $e->getMessage();
+			$warning = ( $is_solver_dns && $api_key_present )
+				? "The dns entries have not yet propogated. Manually check: \nhost -t TXT _acme-challenge." . $this->site_data['site_url'] . "\nBefore retrying `ee site ssl " . $this->site_data['site_url'] . "`"
+				: 'Failed to verify SSL.';
 
 			EE::warning( $warning );
 			EE::warning( sprintf( 'Check logs and retry `ee site ssl-verify %s` once the issue is resolved.', $this->site_data['site_url'] ) );
 
-			return;
+			return false;
 		}
 
 		$san = array_values( array_diff( $domains, [ $this->site_data['site_url'] ] ) );
-		$client->request( $this->site_data['site_url'], $san, $this->le_mail, $force );
+		if ( ! $client->request( $this->site_data['site_url'], $san, $this->le_mail, $force ) ) {
+			return false;
+		}
 
 		if ( ! $this->site_data['site_ssl_wildcard'] ) {
 			$client->cleanup();
@@ -1710,6 +1715,8 @@ public function ssl_verify( $args = [], $assoc_args = [], $www_or_non_www = fals
 		reload_global_nginx_proxy();
 
 		EE::success( 'SSL verification completed.' );
+
+		return true;
 	}
 
 	/**
@@ -2284,7 +2291,7 @@ public function sync( $args, $assoc_args ) {
 	 *
 	 * [--list]
 	 * : List all available backups on remote.
-	 * 
+	 *
 	 * ## EXAMPLES
 	 *
 	 *     # Backup a site
@@ -2296,7 +2303,7 @@ public function sync( $args, $assoc_args ) {
 	public function backup( $args, $assoc_args ) {
 		$args            = auto_site_name( $args, 'site', __FUNCTION__ );
 		$this->site_data = get_site_info( $args, true, true, true );
-		$backup_restore = new Site_Backup_Restore();
+		$backup_restore  = new Site_Backup_Restore();
 		$backup_restore->backup( $args, $assoc_args );
 	}
 
@@ -2315,7 +2322,7 @@ public function backup( $args, $assoc_args ) {
 	 *
 	 *     # Restore latest backup of site.
 	 *     $ ee site restore example.com
-	 * 
+	 *
 	 *     # Restore specific backup of site.
 	 *     $ ee site restore example.com --id=1737560626_2025-01-22-15-43-46
 	 *
@@ -2323,7 +2330,7 @@ public function backup( $args, $assoc_args ) {
 	public function restore( $args, $assoc_args ) {
 		$args            = auto_site_name( $args, 'site', __FUNCTION__ );
 		$this->site_data = get_site_info( $args, true, true, true );
-		$backup_restore = new Site_Backup_Restore();
+		$backup_restore  = new Site_Backup_Restore();
 		$backup_restore->restore( $args, $assoc_args );
 	}