diff --git a/vendor/manifest b/vendor/manifest
index d20b4fa92..28432d0e8 100644
--- a/vendor/manifest
+++ b/vendor/manifest
@@ -141,7 +141,7 @@
 		{
 			"importpath": "github.com/matrix-org/gomatrixserverlib",
 			"repository": "https://github.com/matrix-org/gomatrixserverlib",
-			"revision": "f3be4cb492f23eb30a9f2ab5fc5bd85ee9c3add6",
+			"revision": "27d214da42f51906c2038ad3ddcffac9103c8e8f",
 			"branch": "master"
 		},
 		{
diff --git a/vendor/src/github.com/matrix-org/gomatrixserverlib/client.go b/vendor/src/github.com/matrix-org/gomatrixserverlib/client.go
index 87cc47530..2b9e5a8b1 100644
--- a/vendor/src/github.com/matrix-org/gomatrixserverlib/client.go
+++ b/vendor/src/github.com/matrix-org/gomatrixserverlib/client.go
@@ -26,6 +26,8 @@ import (
 	"net/http"
 	"net/url"
 	"strings"
+
+	"github.com/matrix-org/util"
 )
 
 // A Client makes request to the federation listeners of matrix
@@ -120,7 +122,7 @@ func (fc *Client) LookupUserInfo(
 	}
 
 	var response *http.Response
-	response, err = fc.client.Do(req.WithContext(ctx))
+	response, err = fc.doHTTPRequest(ctx, req)
 	if response != nil {
 		defer response.Body.Close() // nolint: errcheck
 	}
@@ -197,7 +199,7 @@ func (fc *Client) LookupServerKeys( // nolint: gocyclo
 	}
 	req.Header.Add("Content-Type", "application/json")
 
-	response, err := fc.client.Do(req.WithContext(ctx))
+	response, err := fc.doHTTPRequest(ctx, req)
 	if response != nil {
 		defer response.Body.Close() // nolint: errcheck
 	}
@@ -244,10 +246,23 @@ func (fc *Client) CreateMediaDownloadRequest(
 	if err != nil {
 		return nil, err
 	}
+
+	return fc.doHTTPRequest(ctx, req)
+}
+
+func (fc *Client) doHTTPRequest(ctx context.Context, req *http.Request) (*http.Response, error) {
+	reqID := util.RandomString(12)
+	logger := util.GetLogger(ctx).WithField("server", req.URL.Host).WithField("out.req.ID", reqID)
+
+	logger.Infof("Outgoing request %s %s", req.Method, req.URL)
 	resp, err := fc.client.Do(req.WithContext(ctx))
 	if err != nil {
+		logger.Infof("Outgoing request %s %s failed with %v", req.Method, req.URL, err)
 		return nil, err
 	}
 
+	// we haven't yet read the body, so this is slightly premature, but it's the easiest place.
+	logger.Infof("Response %d from %s %s", resp.StatusCode, req.Method, req.URL)
+
 	return resp, nil
 }
diff --git a/vendor/src/github.com/matrix-org/gomatrixserverlib/federationclient.go b/vendor/src/github.com/matrix-org/gomatrixserverlib/federationclient.go
index 7a5d1bf9d..8732a3a2c 100644
--- a/vendor/src/github.com/matrix-org/gomatrixserverlib/federationclient.go
+++ b/vendor/src/github.com/matrix-org/gomatrixserverlib/federationclient.go
@@ -8,6 +8,7 @@ import (
 	"net/url"
 
 	"github.com/matrix-org/gomatrix"
+	"github.com/matrix-org/util"
 	"golang.org/x/crypto/ed25519"
 )
 
@@ -33,6 +34,9 @@ func NewFederationClient(
 }
 
 func (ac *FederationClient) doRequest(ctx context.Context, r FederationRequest, resBody interface{}) error {
+	reqID := util.RandomString(12)
+	logger := util.GetLogger(ctx).WithField("server", r.fields.Destination).WithField("out.req.ID", reqID)
+
 	if err := r.Sign(ac.serverName, ac.serverKeyID, ac.serverPrivateKey); err != nil {
 		return err
 	}
@@ -42,16 +46,21 @@ func (ac *FederationClient) doRequest(ctx context.Context, r FederationRequest,
 		return err
 	}
 
+	logger.Infof("Outgoing request %s %s", req.Method, req.URL)
 	res, err := ac.client.Do(req.WithContext(ctx))
 	if res != nil {
 		defer res.Body.Close() // nolint: errcheck
 	}
 
 	if err != nil {
+		logger.Infof("Outgoing request %s %s failed with %v", req.Method, req.URL, err)
 		return err
 	}
 
 	contents, err := ioutil.ReadAll(res.Body)
+
+	logger.Infof("Response %d from %s %s", res.StatusCode, req.Method, req.URL)
+
 	if res.StatusCode/100 != 2 { // not 2xx
 		// Adapted from https://github.com/matrix-org/gomatrix/blob/master/client.go
 		var wrap error