diff --git a/mailer/mailer.go b/mailer/mailer.go
index f652ecfc..981d90d3 100644
--- a/mailer/mailer.go
+++ b/mailer/mailer.go
@@ -2,7 +2,7 @@ package mailer
 
 import (
 	"context"
-	"errors"
+	"fmt"
 	"io"
 	"log"
 	"net/textproto"
@@ -16,7 +16,18 @@ var MaxReconnectAttempts = 10
 
 // ErrMaxConnectAttempts is thrown when the maximum number of reconnect attempts
 // is reached.
-var ErrMaxConnectAttempts = errors.New("max connection attempts reached")
+type ErrMaxConnectAttempts struct {
+	underlyingError error
+}
+
+// Error returns the wrapped error response
+func (e *ErrMaxConnectAttempts) Error() string {
+	errString := "Max connection attempts exceeded"
+	if e.underlyingError != nil {
+		errString = fmt.Sprintf("%s - %s", errString, e.underlyingError.Error())
+	}
+	return errString
+}
 
 // Logger is the logger for the worker
 var Logger = log.New(os.Stdout, " ", log.Ldate|log.Ltime|log.Lshortfile)
@@ -115,7 +126,9 @@ func dialHost(ctx context.Context, dialer Dialer) (Sender, error) {
 		}
 		sendAttempt++
 		if sendAttempt == MaxReconnectAttempts {
-			err = ErrMaxConnectAttempts
+			err = &ErrMaxConnectAttempts{
+				underlyingError: err,
+			}
 			break
 		}
 	}
diff --git a/mailer/mailer_test.go b/mailer/mailer_test.go
index 5ba6dea9..24354a20 100644
--- a/mailer/mailer_test.go
+++ b/mailer/mailer_test.go
@@ -53,9 +53,13 @@ func (ms *MailerSuite) TestDialHost() {
 	md := newMockDialer()
 	md.setDial(md.unreachableDial)
 	_, err := dialHost(ctx, md)
-	if err != ErrMaxConnectAttempts {
+	if _, ok := err.(*ErrMaxConnectAttempts); !ok {
 		ms.T().Fatalf("Didn't receive expected ErrMaxConnectAttempts. Got: %s", err)
 	}
+	e := err.(*ErrMaxConnectAttempts)
+	if e.underlyingError != errHostUnreachable {
+		ms.T().Fatalf("Got invalid underlying error. Expected %s Got %s\n", e.underlyingError, errHostUnreachable)
+	}
 	if md.dialCount != MaxReconnectAttempts {
 		ms.T().Fatalf("Unexpected number of reconnect attempts. Expected %d, Got %d", MaxReconnectAttempts, md.dialCount)
 	}