diff --git a/Dockerfile b/Dockerfile
index 7d5f10e354..712411db39 100644
--- a/Dockerfile
+++ b/Dockerfile
@@ -1,7 +1,5 @@
 FROM golang:1.14
 
-RUN "git config --global url.ssh://git@github.com/.insteadOf https://github.com/"
-
 WORKDIR /watchtower
 
 COPY . .
diff --git a/e2e/cli/cli.go b/e2e/cli/cli.go
new file mode 100644
index 0000000000..21e0c2dbbc
--- /dev/null
+++ b/e2e/cli/cli.go
@@ -0,0 +1,21 @@
+package cli
+
+import (
+	"os/exec"
+)
+
+const cmdPath = "/tmp/watchtower"
+
+func Run(args ...string) ([]byte, error) {
+	return exec.Command(cmdPath, args...).Output()
+}
+
+func Start(args ...string) (*exec.Cmd, error) {
+	cmd := exec.Command(cmdPath, args...)
+	err := cmd.Start()
+	if err != nil {
+		return cmd, err
+	}
+
+	return cmd, nil
+}
diff --git a/e2e/cli/watchtower b/e2e/cli/watchtower
new file mode 100755
index 0000000000..4540a316a1
Binary files /dev/null and b/e2e/cli/watchtower differ
diff --git a/e2e/devserver_test.go b/e2e/devserver_test.go
new file mode 100644
index 0000000000..ea16ff161f
--- /dev/null
+++ b/e2e/devserver_test.go
@@ -0,0 +1,44 @@
+package main
+
+import (
+	"fmt"
+	"testing"
+	"time"
+
+	"github.com/hashicorp/watchtower/e2e/cli"
+)
+
+func TestDevServerStart(t *testing.T) {
+	cmd, err := cli.Start("dev")
+	if err != nil {
+		t.Errorf("err starting in dev mode: '%s'", err.Error())
+	}
+
+	go func() {
+		if err := cmd.Wait(); err != nil {
+			t.Error(err.Error())
+		}
+	}()
+
+	time.Sleep(3 * time.Second)
+	if err := cmd.Process.Kill(); err != nil {
+		t.Errorf("error sending kill to dev server: %s", err.Error())
+	}
+}
+
+func TestAuthenticate(t *testing.T) {
+	serverCmd, err := cli.Start("dev")
+	if err != nil {
+		t.Errorf("err starting in dev mode: %s", err.Error())
+	}
+	defer serverCmd.Process.Kill()
+	time.Sleep(3 * time.Second)
+
+	authCmdOut, err := cli.Run("authenticate", "password", "-name", "test", "-method-id", "am_1234567890")
+	if err != nil {
+		t.Errorf("err authenticating: %s", err.Error())
+	}
+
+	fmt.Printf("%s\n", authCmdOut)
+
+}
diff --git a/e2e/run.sh b/e2e/run.sh
new file mode 100755
index 0000000000..72aa8f86ab
--- /dev/null
+++ b/e2e/run.sh
@@ -0,0 +1,7 @@
+#!/bin/bash
+pushd ../
+make dev
+cp bin/watchtower /tmp/ 
+popd
+
+go test -v
diff --git a/go.mod b/go.mod
index eedd42f119..e64643fcd8 100644
--- a/go.mod
+++ b/go.mod
@@ -8,6 +8,7 @@ require (
 	github.com/alecthomas/repr v0.0.0-20200325044227-4184120f674c // indirect
 	github.com/armon/go-metrics v0.3.3
 	github.com/bufbuild/buf v0.20.4
+	github.com/docker/docker v1.4.2-0.20200319182547-c7ad2b866182
 	github.com/fatih/color v1.9.0
 	github.com/fatih/structs v1.1.0
 	github.com/favadi/protoc-go-inject-tag v1.1.0