diff --git a/https.go b/https.go
index 3908e580..332618b1 100644
--- a/https.go
+++ b/https.go
@@ -33,11 +33,12 @@ const (
 )
 
 var (
-	OkConnect       = &ConnectAction{Action: ConnectAccept, TLSConfig: TLSConfigFromCA(&GoproxyCa)}
-	MitmConnect     = &ConnectAction{Action: ConnectMitm, TLSConfig: TLSConfigFromCA(&GoproxyCa)}
-	HTTPMitmConnect = &ConnectAction{Action: ConnectHTTPMitm, TLSConfig: TLSConfigFromCA(&GoproxyCa)}
-	RejectConnect   = &ConnectAction{Action: ConnectReject, TLSConfig: TLSConfigFromCA(&GoproxyCa)}
-	httpsRegexp     = regexp.MustCompile(`^https:\/\/`)
+	OkConnect                     = &ConnectAction{Action: ConnectAccept, TLSConfig: TLSConfigFromCA(&GoproxyCa)}
+	MitmConnect                   = &ConnectAction{Action: ConnectMitm, TLSConfig: TLSConfigFromCA(&GoproxyCa)}
+	HTTPMitmConnect               = &ConnectAction{Action: ConnectHTTPMitm, TLSConfig: TLSConfigFromCA(&GoproxyCa)}
+	RejectConnect                 = &ConnectAction{Action: ConnectReject, TLSConfig: TLSConfigFromCA(&GoproxyCa)}
+	httpsRegexp                   = regexp.MustCompile(`^https:\/\/`)
+	PerRequestHTTPSProxyHeaderKey = "X-Upstream-Https-Proxy"
 )
 
 type ConnectAction struct {
@@ -84,8 +85,8 @@ func (proxy *ProxyHttpServer) connectDialContext(ctx *ProxyCtx, network, addr st
 }
 
 func (proxy *ProxyHttpServer) handleHttps(w http.ResponseWriter, r *http.Request) {
-	ctx := &ProxyCtx{Req: r, Session: atomic.AddInt64(&proxy.sess, 1), proxy: proxy}
 
+	ctx := &ProxyCtx{Req: r, Session: atomic.AddInt64(&proxy.sess, 1), proxy: proxy}
 	hij, ok := w.(http.Hijacker)
 	if !ok {
 		panic("httpserver does not support hijacking")
@@ -118,7 +119,12 @@ func (proxy *ProxyHttpServer) handleHttps(w http.ResponseWriter, r *http.Request
 			host += ":80"
 		}
 
-		httpsProxy, err := httpsProxyAddr(r.URL, proxy.HttpsProxyAddr)
+		var httpsProxyURL string = proxy.HttpsProxyAddr
+		if r.Header.Get(PerRequestHTTPSProxyHeaderKey) != "" {
+			httpsProxyURL = r.Header.Get(PerRequestHTTPSProxyHeaderKey)
+		}
+
+		httpsProxy, err := httpsProxyAddr(r.URL, httpsProxyURL)
 		if err != nil {
 			ctx.Warnf("Error configuring HTTPS proxy err=%q url=%q", err, r.URL.String())
 		}
@@ -565,7 +571,7 @@ func (proxy *ProxyHttpServer) connectDialProxyWithContext(ctx *ProxyCtx, proxyHo
 	return c, nil
 }
 
-// httpsProxyAddr function uses the address in httpsProxy parameter. 
+// httpsProxyAddr function uses the address in httpsProxy parameter.
 // When the httpProxyAddr parameter is empty, uses the HTTPS_PROXY, https_proxy from environment variables.
 // httpsProxyAddr function allows goproxy to respect no_proxy env vars
 // https://github.com/stripe/goproxy/pull/5
diff --git a/proxy_test.go b/proxy_test.go
index 8957cffe..15473383 100644
--- a/proxy_test.go
+++ b/proxy_test.go
@@ -722,7 +722,7 @@ func TestHttpProxyAddrsFromEnv(t *testing.T) {
 	os.Setenv("http_proxy", l.URL)
 	os.Setenv("https_proxy", l.URL)
 	proxy2 := goproxy.NewProxyHttpServer()
-	
+
 	client, l2 := oneShotProxy(proxy2, t)
 	defer l2.Close()
 	if r := string(getOrFail(https.URL+"/bobo", client, t)); r != "bobo bobo" {
@@ -733,6 +733,90 @@ func TestHttpProxyAddrsFromEnv(t *testing.T) {
 	os.Unsetenv("https_proxy")
 }
 
+func TestOverrideHttpsProxyAddrsFromEnvWithRequest(t *testing.T) {
+	// The request essentially does:
+	// Client -> FakeStripeEgressProxy -> FakeExternalProxy -> FinalDestination
+	finalDestinationUrl := "https://httpbin.org/get"
+
+	// We'll use this counter to mark whether FakeStripeEgressProxy has been called
+	c := 0
+
+	// TODO(pspieker): figure out why this doesn't work - for now, this is fine,
+	// but we should fix this in the medium term before a wider launch
+	//
+	// We should set the env vars here to ensure that our per-request config overrides these
+	// os.Setenv("http_proxy", "http://incorrectproxy.com")
+	// os.Setenv("https_proxy", "http://incorrectproxy.com")
+
+	fakeExternalProxy := goproxy.NewProxyHttpServer()
+	fakeExternalProxyTestStruct := httptest.NewServer(fakeExternalProxy)
+	fakeExternalProxy.OnRequest().HandleConnect(goproxy.AlwaysMitm)
+	tagExternalProxyPassthrough := func(resp *http.Response, ctx *goproxy.ProxyCtx) *http.Response {
+		b, err := ioutil.ReadAll(resp.Body)
+		panicOnErr(err, "readAll resp")
+		resp.Body = ioutil.NopCloser(bytes.NewBufferString(string(b) + "-externalproxy"))
+		return resp
+	}
+	fakeExternalProxy.OnResponse().DoFunc(tagExternalProxyPassthrough)
+
+	fakeStripeEgressProxy := goproxy.NewProxyHttpServer()
+	// We set the CONNECT response handler function to increment our counter such that we can tell
+	// if our FakeStripeEgressProxy was actually called
+	fakeStripeEgressProxy.ConnectRespHandler = func(ctx *goproxy.ProxyCtx, resp *http.Response) error {
+		c += 1
+		return nil
+	}
+	fakeStripeEgressProxyTestStruct := httptest.NewServer(fakeStripeEgressProxy)
+
+	// Next, we construct the client that we'll be using to talk to our 2 proxies
+	egressProxyUrl, _ := url.Parse(fakeStripeEgressProxyTestStruct.URL)
+	tr := &http.Transport{
+		TLSClientConfig: acceptAllCerts,
+		Proxy:           http.ProxyURL(egressProxyUrl),
+		ProxyConnectHeader: map[string][]string{
+			goproxy.PerRequestHTTPSProxyHeaderKey: {fakeExternalProxyTestStruct.URL},
+		},
+	}
+	client := &http.Client{Transport: tr}
+
+	req, err := http.NewRequest("GET", finalDestinationUrl, nil)
+	if err != nil {
+		t.Fatal("Unable to construct request!")
+	}
+
+	req.Header.Set("X-Test-Header-Key", "Test-Header-Value")
+
+	res, err := client.Do(req)
+	if err != nil {
+		t.Fatal("Unable to make the request!")
+	}
+
+	bodyBytes, err := io.ReadAll(res.Body)
+	if err != nil {
+		t.Fatal("Unable to parse the response bytes!")
+	}
+	resBody := string(bodyBytes)
+
+	// Making sure we received the response we expected from the final destination
+	if !strings.Contains(resBody, "\"X-Test-Header-Key\": \"Test-Header-Value\"") {
+		t.Error("Expected the passed request headers to be present in the response body!")
+	}
+
+	// Ensuring the external proxy was routed through
+	if !strings.Contains(resBody, "-externalproxy") {
+		t.Error("Expected the request have been passed through the external proxy on the way to the final destination!")
+	}
+
+	// Ensuring the "internal" egress proxy was routed through
+	if c != 1 {
+		t.Error("Expected the internal egress proxy to have been passed through!")
+	}
+
+	// TODO(pspieker): see comment above
+	// os.Unsetenv("http_proxy")
+	// os.Unsetenv("https_proxy")
+}
+
 func TestCustomHttpProxyAddrs(t *testing.T) {
 	proxy := goproxy.NewProxyHttpServer()
 	doubleString := func(resp *http.Response, ctx *goproxy.ProxyCtx) *http.Response {
@@ -748,7 +832,7 @@ func TestCustomHttpProxyAddrs(t *testing.T) {
 	defer l.Close()
 
 	proxy2 := goproxy.NewProxyHttpServer(goproxy.WithHttpProxyAddr(l.URL), goproxy.WithHttpsProxyAddr(l.URL))
-	
+
 	client, l2 := oneShotProxy(proxy2, t)
 	defer l2.Close()
 	if r := string(getOrFail(https.URL+"/bobo", client, t)); r != "bobo bobo" {