diff --git a/go.mod b/go.mod
index 14857b2..57b6bab 100644
--- a/go.mod
+++ b/go.mod
@@ -6,6 +6,8 @@ require (
 	github.com/briandowns/spinner v1.11.1
 	github.com/coreos/etcd v3.3.10+incompatible
 	github.com/go-acme/lego/v3 v3.7.0
+	github.com/google/go-github v17.0.0+incompatible // indirect
+	github.com/hashicorp/go-version v1.2.1 // indirect
 	github.com/kyokomi/emoji v2.2.4+incompatible
 	github.com/logrusorgru/aurora v0.0.0-20200102142835-e9ef32dff381
 	github.com/mattn/go-colorable v0.1.2
@@ -15,6 +17,7 @@ require (
 	github.com/skratchdot/open-golang v0.0.0-20160302144031-75fb7ed4208c
 	github.com/spf13/cobra v1.0.0
 	github.com/spf13/viper v1.4.0
+	github.com/tcnksm/go-latest v0.0.0-20170313132115-e3007ae9052e
 	go.uber.org/zap v1.15.0
 	golang.org/x/crypto v0.0.0-20200302210943-78000ba7a073
 	golang.org/x/sys v0.0.0-20200625212154-ddb9806d33ae // indirect
diff --git a/go.sum b/go.sum
index d9c11dd..f666a41 100644
--- a/go.sum
+++ b/go.sum
@@ -150,6 +150,9 @@ github.com/google/go-cmp v0.2.0/go.mod h1:oXzfMopK8JAjlY9xF4vHSVASa0yLyX7SntLO5a
 github.com/google/go-cmp v0.3.0/go.mod h1:8QqcDgzrUqlUb/G2PQTWiueGozuR1884gddMywk6iLU=
 github.com/google/go-cmp v0.3.1/go.mod h1:8QqcDgzrUqlUb/G2PQTWiueGozuR1884gddMywk6iLU=
 github.com/google/go-cmp v0.4.0/go.mod h1:v8dTdLbMG2kIc/vJvl+f65V22dbkXbowE6jgT/gNBxE=
+github.com/google/go-github v17.0.0+incompatible h1:N0LgJ1j65A7kfXrZnUDaYCs/Sf4rEjNlfyDHW9dolSY=
+github.com/google/go-github v17.0.0+incompatible/go.mod h1:zLgOLi98H3fifZn+44m+umXrS52loVEgC2AApnigrVQ=
+github.com/google/go-querystring v1.0.0 h1:Xkwi/a1rcvNg1PPYe5vI8GbeBY/jrVuDX5ASuANWTrk=
 github.com/google/go-querystring v1.0.0/go.mod h1:odCYkC5MyYFN7vkCjXpyrEuKhc/BUO6wN/zVPAxq5ck=
 github.com/google/gofuzz v1.0.0/go.mod h1:dBl0BpW6vV/+mYPU4Po3pmUjxk6FQPldtuIdl/M65Eg=
 github.com/google/gofuzz v1.1.0/go.mod h1:dBl0BpW6vV/+mYPU4Po3pmUjxk6FQPldtuIdl/M65Eg=
@@ -176,6 +179,8 @@ github.com/grpc-ecosystem/go-grpc-prometheus v1.2.0/go.mod h1:8NvIoxWQoOIhqOTXgf
 github.com/grpc-ecosystem/grpc-gateway v1.8.5/go.mod h1:vNeuVxBJEsws4ogUvrchl83t/GYV9WGTSLVdBhOQFDY=
 github.com/grpc-ecosystem/grpc-gateway v1.9.0/go.mod h1:vNeuVxBJEsws4ogUvrchl83t/GYV9WGTSLVdBhOQFDY=
 github.com/h2non/parth v0.0.0-20190131123155-b4df798d6542/go.mod h1:Ow0tF8D4Kplbc8s8sSb3V2oUCygFHVp8gC3Dn6U4MNI=
+github.com/hashicorp/go-version v1.2.1 h1:zEfKbn2+PDgroKdiOzqiE8rsmLqU2uwi5PB5pBJ3TkI=
+github.com/hashicorp/go-version v1.2.1/go.mod h1:fltr4n8CU8Ke44wwGCBoEymUuxUHl09ZGVZPK5anwXA=
 github.com/hashicorp/golang-lru v0.5.0/go.mod h1:/m3WP610KZHVQ1SGc6re/UDhFvYD7pJ4Ao+sR/qLZy8=
 github.com/hashicorp/golang-lru v0.5.1/go.mod h1:/m3WP610KZHVQ1SGc6re/UDhFvYD7pJ4Ao+sR/qLZy8=
 github.com/hashicorp/hcl v1.0.0 h1:0Anlzjpi4vEasTeNFn2mLJgTSwt0+6sfsiTG8qcWGx4=
@@ -332,6 +337,8 @@ github.com/stretchr/testify v1.2.2/go.mod h1:a8OnRcib4nhh0OaRAV+Yts87kKdq0PP7pXf
 github.com/stretchr/testify v1.3.0/go.mod h1:M5WIy9Dh21IEIfnGCwXGc5bZfKNJtfHm1UVUgZn+9EI=
 github.com/stretchr/testify v1.4.0/go.mod h1:j7eGeouHqKxXV5pUuKE4zz7dFj8WfuZ+81PSLYec5m4=
 github.com/stretchr/testify v1.5.1/go.mod h1:5W2xD1RspED5o8YsWQXVCued0rvSQ+mT+I5cxcmMvtA=
+github.com/tcnksm/go-latest v0.0.0-20170313132115-e3007ae9052e h1:IWllFTiDjjLIf2oeKxpIUmtiDV5sn71VgeQgg6vcE7k=
+github.com/tcnksm/go-latest v0.0.0-20170313132115-e3007ae9052e/go.mod h1:d7u6HkTYKSv5m6MCKkOQlHwaShTMl3HjqSGW3XtVhXM=
 github.com/timewasted/linode v0.0.0-20160829202747-37e84520dcf7/go.mod h1:imsgLplxEC/etjIhdr3dNzV3JeT27LbVu5pYWm0JCBY=
 github.com/tmc/grpc-websocket-proxy v0.0.0-20190109142713-0ad062ec5ee5/go.mod h1:ncp9v5uamzpCO7NfCPTXjqaC+bZgJeR0sMTm6dMHP7U=
 github.com/transip/gotransip/v6 v6.0.2/go.mod h1:pQZ36hWWRahCUXkFWlx9Hs711gLd8J4qdgLdRzmtY+g=
diff --git a/main.go b/main.go
index b78b88a..0ec6422 100644
--- a/main.go
+++ b/main.go
@@ -1,7 +1,21 @@
 package main
 
 import (
+	"archive/tar"
+	"archive/zip"
+	"bufio"
+	"compress/gzip"
+	"fmt"
+	"io"
+	"log"
+	"net/http"
+	"os"
+	"path/filepath"
+	"runtime"
+	"strings"
+
 	"github.com/loophole/cli/cmd"
+	"github.com/tcnksm/go-latest"
 )
 
 // Will be filled in during build
@@ -9,5 +23,198 @@ var version = "development"
 var commit = "unknown"
 
 func main() {
+	githubTag := &latest.GithubTag{
+		Owner:      "loophole",
+		Repository: "cli",
+	}
+
+	if version == "development" {
+		fmt.Println("Update check disabled while using development version.")
+	} else {
+		res, err := latest.Check(githubTag, version)
+		if err != nil {
+			log.Fatal("GithubTag error:" + err.Error())
+		}
+		if _, err := os.Stat("loophole_version_" + res.Current); err == nil {
+			fmt.Println("################")
+			fmt.Println("It looks like you recently downloaded a newer version of Loophole, please use it instead of this one!")
+			fmt.Println("It should be located in the folder \"loophole_version_" + res.Current + "\"")
+			fmt.Println("################")
+			fmt.Println()
+			res.Outdated = false
+		}
+
+		if res.Outdated {
+			reader := bufio.NewReader(os.Stdin)
+			fmt.Println("Your version of Loophole is outdated. Do you wish to download version " + res.Current + " now?")
+
+			fmt.Print("Y/n : ")
+			text, _ := reader.ReadString('\n')
+			// convert CRLF to LF
+			text = strings.Replace(text, "\n", "", -1)
+
+			fmt.Println(text)
+
+			if strings.Contains(text, "n") || strings.Contains(text, "N") {
+				//skip update
+			} else {
+				archiveExt := ".tar.gz"
+				if runtime.GOOS == "windows" {
+					archiveExt = ".zip"
+				}
+				urlBase := "https://github.com/loophole/cli/releases/download/"
+				url := fmt.Sprintf("%s%s%s%s%s%s%s%s%s", urlBase, res.Current, "/loophole_", res.Current, "_", runtime.GOOS, "_", runtime.GOARCH, archiveExt)
+				fileName := "loophole_version_" + res.Current
+				archiveName := res.Current
+				err := download(archiveName+archiveExt, url)
+				if err != nil {
+					fmt.Println(err.Error())
+					os.Exit(1)
+				}
+				if runtime.GOOS == "windows" {
+					err = extractZip(archiveName+archiveExt, fileName)
+					if err != nil {
+						fmt.Println(err.Error())
+						os.Exit(1)
+					}
+				} else {
+					err = extractTarGz(archiveName+archiveExt, fileName)
+					if err != nil {
+						fmt.Println(err.Error())
+						os.Exit(1)
+					}
+				}
+				err = os.Remove(archiveName + archiveExt)
+				if err != nil {
+					fmt.Println("Unable to delete downloaded compressed file: " + err.Error())
+				}
+				fmt.Println("Download finished! Please start the new version located in the folder: loophole_version_" + res.Current)
+				os.Exit(0)
+			}
+		}
+	}
 	cmd.Execute(version, commit)
 }
+
+func download(filepath string, url string) error {
+
+	resp, err := http.Get(url)
+	if err != nil {
+		return err
+	}
+	defer resp.Body.Close()
+
+	file, err := os.Create(filepath)
+	if err != nil {
+		return err
+	}
+	defer file.Close()
+
+	_, err = io.Copy(file, resp.Body)
+	return err
+}
+
+func extractTarGz(src, dest string) error {
+	sourceFile, err := os.Open(src)
+	if err != nil {
+		return err
+	}
+
+	gzipReader, err := gzip.NewReader(sourceFile)
+	if err != nil {
+		return err
+	}
+
+	tarReader := tar.NewReader(gzipReader)
+
+	if err := os.Mkdir(dest, 0755); err != nil {
+		return err
+	}
+
+	for true {
+		header, err := tarReader.Next()
+
+		if err == io.EOF {
+			break
+		}
+
+		if err != nil {
+			return err
+		}
+
+		if strings.Contains(header.Name, "..") {
+			fmt.Println("Illegal path: File name contains '..'")
+			os.Exit(1)
+		}
+
+		switch header.Typeflag {
+		case tar.TypeDir:
+			if err := os.Mkdir(header.Name, 0755); err != nil {
+				return err
+			}
+		case tar.TypeReg:
+			outFile, err := os.Create(dest + "/" + header.Name)
+			if err != nil {
+				return err
+			}
+			if _, err := io.Copy(outFile, tarReader); err != nil {
+				return err
+			}
+			outFile.Close()
+
+		default:
+			fmt.Printf("extractTarGz: unknown type: %b in %s", header.Typeflag, header.Name)
+			os.Exit(1)
+		}
+
+	}
+	return nil
+}
+
+func extractZip(src, dest string) error {
+	reader, err := zip.OpenReader(src)
+	if err != nil {
+		return err
+	}
+	defer reader.Close()
+
+	os.MkdirAll(dest, 0755)
+
+	for _, file := range reader.File {
+		data, err := file.Open()
+
+		if err != nil {
+			return err
+		}
+		defer data.Close()
+
+		if strings.Contains(file.Name, "..") {
+			fmt.Println("Illegal path: File name contains '..'")
+			os.Exit(1)
+		}
+
+		path := filepath.Join(dest, file.Name)
+
+		if !strings.HasPrefix(path, filepath.Clean(dest)+string(os.PathSeparator)) {
+			return fmt.Errorf("illegal file path: %s", path)
+		}
+
+		if file.FileInfo().IsDir() {
+			os.MkdirAll(path, file.Mode())
+		} else {
+			os.MkdirAll(filepath.Dir(path), file.Mode())
+			endFile, err := os.OpenFile(path, os.O_WRONLY|os.O_CREATE|os.O_TRUNC, file.Mode())
+			if err != nil {
+				return err
+			}
+
+			_, err = io.Copy(endFile, data)
+			endFile.Close()
+			if err != nil {
+				return err
+			}
+		}
+	}
+
+	return nil
+}