diff --git a/check.go b/check.go
new file mode 100644
index 0000000..f809b6b
--- /dev/null
+++ b/check.go
@@ -0,0 +1,127 @@
+package main
+
+import (
+	"crypto/tls"
+	"crypto/x509"
+	"errors"
+	"fmt"
+	log "github.com/sirupsen/logrus"
+	"net/http"
+	"net/url"
+	"runtime"
+	"time"
+)
+
+var (
+	ErrHttpsRedirect = errors.New("unexpected forced https redirect")
+	ErrCertExpired   = errors.New("certificate is expired")
+)
+
+// checkHttp checks a URL for validity, and checks redirects
+func checkHttp(server *Server, logFields log.Fields) (bool, error) {
+	u := &url.URL{
+		Scheme: "http",
+		Host:   server.Host,
+		Path:   server.Path,
+	}
+
+	req, err := http.NewRequest(http.MethodGet, u.String(), nil)
+
+	req.Header.Set("User-Agent", "ArmbianRouter/1.0 (Go "+runtime.Version()+")")
+
+	if err != nil {
+		return false, err
+	}
+
+	res, err := checkClient.Do(req)
+
+	if err != nil {
+		return false, err
+	}
+
+	logFields["responseCode"] = res.StatusCode
+
+	if res.StatusCode == http.StatusOK || res.StatusCode == http.StatusMovedPermanently || res.StatusCode == http.StatusFound || res.StatusCode == http.StatusNotFound {
+		if res.StatusCode == http.StatusMovedPermanently || res.StatusCode == http.StatusFound {
+			location := res.Header.Get("Location")
+
+			logFields["url"] = location
+
+			// Check that we don't redirect to https from a http url
+			if u.Scheme == "http" {
+				res, err := checkRedirect(location)
+
+				if !res || err != nil {
+					return res, err
+				}
+			}
+		}
+
+		return true, nil
+	}
+
+	logFields["cause"] = fmt.Sprintf("Unexpected http status %d", res.StatusCode)
+
+	return false, nil
+}
+
+// checkRedirect parses a location header response and checks the scheme
+func checkRedirect(locationHeader string) (bool, error) {
+	newUrl, err := url.Parse(locationHeader)
+
+	if err != nil {
+		return false, err
+	}
+
+	if newUrl.Scheme == "https" {
+		return false, ErrHttpsRedirect
+	}
+
+	return true, nil
+}
+
+// checkTLS checks tls certificates from a host, ensures they're valid, and not expired.
+func checkTLS(server *Server, logFields log.Fields) (bool, error) {
+	conn, err := tls.Dial("tcp", server.Host+":443", nil)
+
+	if err != nil {
+		return false, err
+	}
+
+	defer conn.Close()
+
+	err = conn.VerifyHostname(server.Host)
+
+	if err != nil {
+		return false, err
+	}
+
+	now := time.Now()
+
+	state := conn.ConnectionState()
+
+	opts := x509.VerifyOptions{
+		CurrentTime: time.Now(),
+	}
+
+	for _, cert := range state.PeerCertificates {
+		if _, err := cert.Verify(opts); err != nil {
+			logFields["peerCert"] = cert.Subject.String()
+			return false, err
+		}
+		if now.Before(cert.NotBefore) || now.After(cert.NotAfter) {
+			return false, err
+		}
+	}
+
+	for _, chain := range state.VerifiedChains {
+		for _, cert := range chain {
+			if now.Before(cert.NotBefore) || now.After(cert.NotAfter) {
+				logFields["cert"] = cert.Subject.String()
+				return false, ErrCertExpired
+			}
+		}
+	}
+
+	return true, nil
+}
diff --git a/config.go b/config.go
index 1b17844..ab7171b 100644
--- a/config.go
+++ b/config.go
@@ -39,6 +39,9 @@ func reloadConfig() {
 		serverCache.Resize(viper.GetInt("cacheSize"))
 	}
 
+	// Purge the cache to ensure we don't have any invalid servers in it
+	serverCache.Purge()
+
 	// Set top choice count
 	topChoices = viper.GetInt("topChoices")
 
diff --git a/servers.go b/servers.go
index 26aecaa..5b2c1ed 100644
--- a/servers.go
+++ b/servers.go
@@ -7,10 +7,7 @@ import (
 	"math"
 	"net"
 	"net/http"
-	"net/url"
-	"runtime"
 	"sort"
-	"strings"
 	"sync"
 	"time"
 )
@@ -18,6 +15,14 @@ import (
 var (
 	checkClient = &http.Client{
 		Timeout: 20 * time.Second,
+		CheckRedirect: func(req *http.Request, via []*http.Request) error {
+			return http.ErrUseLastResponse
+		},
+	}
+
+	checks = []serverCheck{
+		checkHttp,
+		checkTLS,
 	}
 )
 
@@ -33,87 +38,45 @@ type Server struct {
 	LastChange time.Time          `json:"lastChange"`
 }
 
+type serverCheck func(server *Server, logFields log.Fields) (bool, error)
+
+// checkStatus runs all status checks against a server
 func (server *Server) checkStatus() {
-	req, err := http.NewRequest(http.MethodGet, "http://"+server.Host+"/"+strings.TrimLeft(server.Path, "/"), nil)
-
-	req.Header.Set("User-Agent", "ArmbianRouter/1.0 (Go "+runtime.Version()+")")
-
-	if err != nil {
-		// This should never happen.
-		log.WithFields(log.Fields{
-			"server": server.Host,
-			"error":  err,
-		}).Warning("Invalid request! This should not happen, please check config.")
-		return
+	logFields := log.Fields{
+		"host": server.Host,
 	}
 
-	res, err := checkClient.Do(req)
+	var res bool
+	var err error
 
-	if err != nil {
+	for _, check := range checks {
+		res, err = check(server, logFields)
+
+		if err != nil {
+			logFields["error"] = err
+		}
+
+		if !res {
+			break
+		}
+	}
+
+	if !res {
 		if server.Available {
-			log.WithFields(log.Fields{
-				"server": server.Host,
-				"error":  err,
-			}).Info("Server went offline")
+			log.WithFields(logFields).Info("Server went offline")
 
 			server.Available = false
 			server.LastChange = time.Now()
 		} else {
-			log.WithFields(log.Fields{
-				"server": server.Host,
-				"error":  err,
-			}).Debug("Server is still offline")
+			log.WithFields(logFields).Debug("Server is still offline")
 		}
+
 		return
-	}
-
-	responseFields := log.Fields{
-		"server":       server.Host,
-		"responseCode": res.StatusCode,
-	}
-
-	if res.StatusCode == http.StatusOK || res.StatusCode == http.StatusMovedPermanently || res.StatusCode == http.StatusFound || res.StatusCode == http.StatusNotFound {
-		if res.StatusCode == http.StatusMovedPermanently || res.StatusCode == http.StatusFound {
-			location := res.Header.Get("Location")
-
-			responseFields["url"] = location
-
-			log.WithFields(responseFields).Debug("Server responded with redirect")
-
-			newUrl, err := url.Parse(location)
-
-			if err != nil {
-				if server.Available {
-					log.WithFields(responseFields).Warning("Server returned invalid url")
-					server.Available = false
-					server.LastChange = time.Now()
-				}
-				return
-			}
-
-			if newUrl.Scheme == "https" {
-				if server.Available {
-					responseFields["url"] = location
-					log.WithFields(responseFields).Warning("Server returned https url for http request")
-					server.Available = false
-					server.LastChange = time.Now()
-				}
-				return
-			}
-		}
-
+	} else {
 		if !server.Available {
 			server.Available = true
 			server.LastChange = time.Now()
-			log.WithFields(responseFields).Info("Server is online")
-		}
-	} else {
-		log.WithFields(responseFields).Debug("Server status not known")
-
-		if server.Available {
-			log.WithFields(responseFields).Info("Server went offline")
-			server.Available = false
-			server.LastChange = time.Now()
+			log.WithFields(logFields).Info("Server is online")
 		}
 	}
 }
@@ -223,6 +186,13 @@ func (s ServerList) Closest(ip net.IP) (*Server, float64, error) {
 
 	dist := choice.Item.(ComputedDistance)
 
+	if !dist.Server.Available {
+		// Choose a new server and refresh cache
+		serverCache.Remove(ip.String())
+
+		return s.Closest(ip)
+	}
+
 	return dist.Server, dist.Distance, nil
 }
 
@@ -233,7 +203,7 @@ func hsin(theta float64) float64 {
 
 // Distance function returns the distance (in meters) between two points of
 //     a given longitude and latitude relatively accurately (using a spherical
-//     approximation of the Earth) through the Haversin Distance Formula for
+//     approximation of the Earth) through the Haversine Distance Formula for
 //     great arc distance on a sphere with accuracy for small distances
 //
 // point coordinates are supplied in degrees and converted into rad. in the func