diff --git a/cmd/signaldctl/cmd/message/send/send-message.go b/cmd/signaldctl/cmd/message/send/send-message.go
index 81b4f44..4e99598 100644
--- a/cmd/signaldctl/cmd/message/send/send-message.go
+++ b/cmd/signaldctl/cmd/message/send/send-message.go
@@ -18,9 +18,11 @@ package send
 import (
 	"encoding/json"
 	"fmt"
+	"io"
 	"io/ioutil"
 	"log"
 	"os"
+	"os/exec"
 	"path/filepath"
 	"strings"
 
@@ -30,15 +32,20 @@ import (
 
 	"gitlab.com/signald/signald-go/cmd/signaldctl/common"
 	"gitlab.com/signald/signald-go/cmd/signaldctl/config"
-	"gitlab.com/signald/signald-go/signald/client-protocol/v1"
+	v1 "gitlab.com/signald/signald-go/signald/client-protocol/v1"
+)
+
+const (
+	CAPTCHA_HELPER = "signal-captcha-helper"
 )
 
 var (
-	account     string
-	toAddress   *v1.JsonAddress
-	toGroup     string
-	attachments []string
-	message     string
+	account       string
+	toAddress     *v1.JsonAddress
+	toGroup       string
+	attachments   []string
+	message       string
+	captchaHelper bool
 
 	SendMessageCmd = &cobra.Command{
 		Use:   "send {group id | phone number} [message]",
@@ -97,6 +104,48 @@ var (
 			if err != nil {
 				log.Fatal("error sending request to signald: ", err)
 			}
+
+			resends := []*v1.JsonAddress{}
+
+			for _, result := range resp.Results {
+				if result.ProofRequiredFailure != nil {
+					if captchaHelper {
+						err = runCaptchaHelper(result.ProofRequiredFailure.Token)
+						if err != nil {
+							log.Println("error running captcha helper: ", err)
+						}
+						resends = append(resends, result.Address)
+					}
+				}
+			}
+
+			if len(resends) > 0 {
+				resendReq := v1.SendRequest{
+					Username:         req.Username,
+					MessageBody:      req.MessageBody,
+					Attachments:      req.Attachments,
+					RecipientGroupID: req.RecipientGroupID,
+					Members:          resends,
+					Timestamp:        resp.Timestamp,
+				}
+				resendResponse, err := resendReq.Submit(common.Signald)
+				if err != nil {
+					log.Println("error resending messages: ", err)
+				} else {
+					for i, originalResult := range resp.Results {
+						if originalResult.ProofRequiredFailure == nil {
+							continue
+						}
+
+						for _, result := range resendResponse.Results {
+							if result.Address.UUID == originalResult.Address.UUID {
+								resp.Results[i] = result
+							}
+						}
+					}
+				}
+			}
+
 			switch common.OutputFormat {
 			case common.OutputFormatJSON:
 				err := json.NewEncoder(os.Stdout).Encode(resp)
@@ -148,7 +197,55 @@ var (
 	}
 )
 
+func runCaptchaHelper(challenge string) error {
+	if !captchaHelper {
+		return nil
+	}
+
+	_, err := exec.LookPath(CAPTCHA_HELPER)
+	if err != nil {
+		return err
+	}
+
+	cmd := exec.Command(CAPTCHA_HELPER, "--challenge")
+
+	stdout, err := cmd.StdoutPipe()
+	if err != nil {
+		return err
+	}
+
+	err = cmd.Start()
+	if err != nil {
+		return err
+	}
+
+	captchaToken := new(strings.Builder)
+	_, err = io.Copy(captchaToken, stdout)
+	if err != nil {
+		return err
+	}
+
+	err = cmd.Wait()
+	if err != nil {
+		return err
+	}
+
+	req := v1.SubmitChallengeRequest{
+		Account:      account,
+		CaptchaToken: captchaToken.String(),
+		Challenge:    challenge,
+	}
+
+	err = req.Submit(common.Signald)
+	if err != nil {
+		return err
+	}
+
+	return nil
+}
+
 func init() {
 	SendMessageCmd.Flags().StringVarP(&account, "account", "a", "", "local account to use")
+	SendMessageCmd.Flags().BoolVarP(&captchaHelper, "captcha-helper", "c", false, "Invoke signal-captcha-helper and process the response when a push challenge response appears. After completing the challenge, the message will be redelivered to the failed recipient")
 	SendMessageCmd.Flags().StringSliceVarP(&attachments, "attachment", "A", []string{}, "attach a file to your outbound message. may be specified multiple times.")
 }