diff --git a/server/server.go b/server/server.go
index 8fd699ce5..4038d12f2 100644
--- a/server/server.go
+++ b/server/server.go
@@ -105,18 +105,18 @@ func (m *Command) Start() (err error) {
 	// SetupServer
 	err = m.SetupServer()
 	if err != nil {
-		return err
+		return errors.Wrap(err, "setting up server")
 	}
 
 	// SetupNetworking
 	err = m.SetupNetworking()
 	if err != nil {
-		return err
+		return errors.Wrap(err, "setting up networking")
 	}
 
 	// Initialize server.
 	if err = m.Server.Open(); err != nil {
-		return fmt.Errorf("server.Open: %v", err)
+		return errors.Wrap(err, "opening server")
 	}
 
 	m.logger.Printf("Listening as %s\n", m.Server.URI)
@@ -271,7 +271,7 @@ func (m *Command) SetupNetworking() error {
 		for _, address := range m.Config.Cluster.Hosts {
 			uri, err := pilosa.NewURIFromAddress(address)
 			if err != nil {
-				return err
+				return errors.Wrap(err, "getting URI")
 			}
 			m.Server.Cluster.Nodes = append(m.Server.Cluster.Nodes, &pilosa.Node{
 				URI: *uri,
@@ -287,7 +287,7 @@ func (m *Command) SetupNetworking() error {
 
 	gossipPort, err := strconv.Atoi(m.Config.Gossip.Port)
 	if err != nil {
-		return err
+		return errors.Wrap(err, "parsing port")
 	}
 
 	// get the host portion of addr to use for binding
@@ -298,7 +298,7 @@ func (m *Command) SetupNetworking() error {
 	} else {
 		transport, err = gossip.NewTransport(gossipHost, gossipPort, m.logger.Logger())
 		if err != nil {
-			return err
+			return errors.Wrap(err, "getting transport")
 		}
 	}
 
@@ -312,7 +312,7 @@ func (m *Command) SetupNetworking() error {
 	m.Server.Cluster.EventReceiver = gossipEventReceiver
 	gossipMemberSet, err := gossip.NewGossipMemberSet(m.Server.NodeID, m.Server.URI.Host(), m.Config.Gossip, gossipEventReceiver, m.Server, gossip.WithLogger(m.logger.Logger()), gossip.WithTransport(transport))
 	if err != nil {
-		return err
+		return errors.Wrap(err, "getting memberset")
 	}
 	m.Server.Cluster.MemberSet = gossipMemberSet
 	m.Server.Broadcaster = m.Server
diff --git a/server/server_test.go b/server/server_test.go
index 75e0e2242..512ce5c11 100644
--- a/server/server_test.go
+++ b/server/server_test.go
@@ -32,6 +32,7 @@ import (
 	"github.com/pilosa/pilosa"
 	"github.com/pilosa/pilosa/server"
 	"github.com/pilosa/pilosa/test"
+	"github.com/pkg/errors"
 )
 
 // Ensure program can process queries and maintain consistency.
@@ -52,7 +53,7 @@ func TestMain_Set_Quick(t *testing.T) {
 
 		// Execute SetBit() commands.
 		for _, cmd := range cmds {
-			if err := client.CreateIndex(context.Background(), "i", pilosa.IndexOptions{}); err != nil && err != pilosa.ErrIndexExists {
+			if err := client.CreateIndex(context.Background(), "i", pilosa.IndexOptions{}); err != nil && errors.Cause(err) != pilosa.ErrIndexExists {
 				t.Fatal(err)
 			}
 			if err := client.CreateFrame(context.Background(), "i", cmd.Frame, pilosa.FrameOptions{}); err != nil && err != pilosa.ErrFrameExists {