diff --git a/.github/workflows/release.yml b/.github/workflows/release.yml
index 56e3057..adc3935 100644
--- a/.github/workflows/release.yml
+++ b/.github/workflows/release.yml
@@ -114,7 +114,7 @@ jobs:
         repo-token: ${{ secrets.GITHUB_TOKEN }}
 
   build_macos_x86_64:
-    runs-on: macos-latest
+    runs-on: macos-13
     steps:
       - name: Checkout
         uses: actions/checkout@v1
diff --git a/cli/agent/actions/ssh.go b/cli/agent/actions/ssh.go
index 8dc9677..647be9e 100644
--- a/cli/agent/actions/ssh.go
+++ b/cli/agent/actions/ssh.go
@@ -16,12 +16,24 @@ import (
 func handleAddSSH(msg messages.IPCMessage, cfg *config.Config, vault *vault.Vault, callingContext *sockets.CallingContext) (response messages.IPCMessage, err error) {
 	req := messages.ParsePayload(msg).(messages.CreateSSHKeyRequest)
 
-	cipher, publicKey := ssh.NewSSHKeyCipher(req.Name, vault.Keyring)
+	cipher, publicKey, err := ssh.NewSSHKeyCipher(req.Name, vault.Keyring)
+	if err != nil {
+		response, err = messages.IPCMessageFromPayload(messages.ActionResponse{
+			Success: false,
+			Message: err.Error(),
+		})
+		return
+	}
+
 	_, err = messages.IPCMessageFromPayload(messages.ActionResponse{
 		Success: true,
 	})
 	if err != nil {
-		panic(err)
+		response, err = messages.IPCMessageFromPayload(messages.ActionResponse{
+			Success: false,
+			Message: err.Error(),
+		})
+		return
 	}
 
 	token, err := cfg.GetToken()
@@ -56,7 +68,49 @@ func handleListSSH(msg messages.IPCMessage, cfg *config.Config, vault *vault.Vau
 	return
 }
 
+func handleImportSSH(msg messages.IPCMessage, cfg *config.Config, vault *vault.Vault, callingContext *sockets.CallingContext) (response messages.IPCMessage, err error) {
+	req := messages.ParsePayload(msg).(messages.ImportSSHKeyRequest)
+
+	cipher, _, err := ssh.SSHKeyCipherFromKey(req.Name, req.Key, vault.Keyring)
+	if err != nil {
+		response, err = messages.IPCMessageFromPayload(messages.ActionResponse{
+			Success: false,
+			Message: err.Error(),
+		})
+		return
+	}
+
+	_, err = messages.IPCMessageFromPayload(messages.ActionResponse{
+		Success: true,
+	})
+	if err != nil {
+		response, err = messages.IPCMessageFromPayload(messages.ActionResponse{
+			Success: false,
+			Message: err.Error(),
+		})
+		return
+	}
+
+	token, err := cfg.GetToken()
+	if err != nil {
+		actionsLog.Warn(err.Error())
+	}
+	ctx := context.WithValue(context.TODO(), bitwarden.AuthToken{}, token.AccessToken)
+	postedCipher, err := bitwarden.PostCipher(ctx, cipher, cfg)
+	if err == nil {
+		vault.AddOrUpdateSecureNote(postedCipher)
+	} else {
+		actionsLog.Warn("Error posting ssh key cipher: " + err.Error())
+	}
+
+	response, err = messages.IPCMessageFromPayload(messages.ImportSSHKeyResponse{
+		Success: true,
+	})
+	return
+}
+
 func init() {
 	AgentActionsRegistry.Register(messages.MessageTypeForEmptyPayload(messages.CreateSSHKeyRequest{}), ensureEverything(systemauth.SSHKey, handleAddSSH))
 	AgentActionsRegistry.Register(messages.MessageTypeForEmptyPayload(messages.GetSSHKeysRequest{}), ensureIsNotLocked(ensureIsLoggedIn(handleListSSH)))
+	AgentActionsRegistry.Register(messages.MessageTypeForEmptyPayload(messages.ImportSSHKeyRequest{}), ensureEverything(systemauth.SSHKey, handleImportSSH))
 }
diff --git a/cli/agent/bitwarden/websocket.go b/cli/agent/bitwarden/websocket.go
index 551e287..f151c69 100644
--- a/cli/agent/bitwarden/websocket.go
+++ b/cli/agent/bitwarden/websocket.go
@@ -255,12 +255,11 @@ func parseMessageTypeFromMessagePack(messagePack []byte) (int8, string, bool) {
 		return 0, "", false
 	}
 	if len(value) < 5 {
-		websocketLog.Warn("Invalid message received, length too short")
 		return 0, "", false
 	}
 	value, success := value[4].([]interface{})
 	if len(value) < 1 || !success {
-		websocketLog.Warn("Invalid message received, length too short")
+		websocketLog.Warn("Invalid message received, value length less than 1")
 		return 0, "", false
 	}
 	value1, success := value[0].(map[string]interface{})
diff --git a/cli/agent/ssh/keys.go b/cli/agent/ssh/keys.go
index 5bf11ac..1af9139 100644
--- a/cli/agent/ssh/keys.go
+++ b/cli/agent/ssh/keys.go
@@ -12,8 +12,55 @@ import (
 	"golang.org/x/crypto/ssh"
 )
 
-func NewSSHKeyCipher(name string, keyring *crypto.Keyring) (models.Cipher, string) {
+// todo refactor to share code
+func SSHKeyCipherFromKey(name string, privateKey string, keyring *crypto.Keyring) (models.Cipher, string, error) {
+	signer, err := ssh.ParsePrivateKey([]byte(privateKey))
+	if err != nil {
+		return models.Cipher{}, "", err
+	}
 
+	pubKey := signer.PublicKey()
+	encryptedName, _ := crypto.EncryptWith([]byte(name), crypto.AesCbc256_HmacSha256_B64, keyring.GetAccountKey())
+	encryptedPublicKeyKey, _ := crypto.EncryptWith([]byte("public-key"), crypto.AesCbc256_HmacSha256_B64, keyring.GetAccountKey())
+	encryptedPublicKeyValue, _ := crypto.EncryptWith([]byte(string(ssh.MarshalAuthorizedKey(pubKey))), crypto.AesCbc256_HmacSha256_B64, keyring.GetAccountKey())
+	encryptedCustomTypeKey, _ := crypto.EncryptWith([]byte("custom-type"), crypto.AesCbc256_HmacSha256_B64, keyring.GetAccountKey())
+	encryptedCustomTypeValue, _ := crypto.EncryptWith([]byte("ssh-key"), crypto.AesCbc256_HmacSha256_B64, keyring.GetAccountKey())
+	encryptedPrivateKeyKey, _ := crypto.EncryptWith([]byte("private-key"), crypto.AesCbc256_HmacSha256_B64, keyring.GetAccountKey())
+	encryptedPrivateKeyValue, _ := crypto.EncryptWith([]byte(privateKey), crypto.AesCbc256_HmacSha256_B64, keyring.GetAccountKey())
+
+	cipher := models.Cipher{
+		Type:           models.CipherNote,
+		Name:           encryptedName,
+		Notes:          &encryptedPublicKeyValue,
+		ID:             nil,
+		Favorite:       false,
+		OrganizationID: nil,
+		SecureNote: &models.SecureNoteCipher{
+			Type: 0,
+		},
+		Fields: []models.Field{
+			{
+				Type:  0,
+				Name:  encryptedCustomTypeKey,
+				Value: encryptedCustomTypeValue,
+			},
+			{
+				Type:  0,
+				Name:  encryptedPublicKeyKey,
+				Value: encryptedPublicKeyValue,
+			},
+			{
+				Type:  1,
+				Name:  encryptedPrivateKeyKey,
+				Value: encryptedPrivateKeyValue,
+			},
+		},
+	}
+
+	return cipher, string(ssh.MarshalAuthorizedKey(pubKey)), nil
+}
+
+func NewSSHKeyCipher(name string, keyring *crypto.Keyring) (models.Cipher, string, error) {
 	var reader io.Reader = rand.Reader
 	pub, priv, err := ed25519.GenerateKey(reader)
 
@@ -72,5 +119,5 @@ func NewSSHKeyCipher(name string, keyring *crypto.Keyring) (models.Cipher, strin
 		},
 	}
 
-	return cipher, string(ssh.MarshalAuthorizedKey(publicKey))
+	return cipher, string(ssh.MarshalAuthorizedKey(publicKey)), nil
 }
diff --git a/cli/agent/systemauth/pinentry/go-pinentry.go b/cli/agent/systemauth/pinentry/go-pinentry.go
index 673950a..648a7e3 100644
--- a/cli/agent/systemauth/pinentry/go-pinentry.go
+++ b/cli/agent/systemauth/pinentry/go-pinentry.go
@@ -1,16 +1,22 @@
-//go:build freebsd || linux
+//go:build freebsd || linux || darwin
 
 package pinentry
 
 import (
 	"errors"
+	"runtime"
 
 	"github.com/twpayne/go-pinentry"
 )
 
 func getPassword(title string, description string) (string, error) {
+	binaryClientOption := pinentry.WithBinaryNameFromGnuPGAgentConf()
+	if runtime.GOOS == "darwin" {
+		binaryClientOption = pinentry.WithBinaryName("pinentry-mac")
+	}
+
 	client, err := pinentry.NewClient(
-		pinentry.WithBinaryNameFromGnuPGAgentConf(),
+		binaryClientOption,
 		pinentry.WithGPGTTY(),
 		pinentry.WithTitle(title),
 		pinentry.WithDesc(description),
diff --git a/cli/agent/systemauth/pinentry/keybase-pinentry.go b/cli/agent/systemauth/pinentry/keybase-pinentry.go
index 0071fdd..a3486de 100644
--- a/cli/agent/systemauth/pinentry/keybase-pinentry.go
+++ b/cli/agent/systemauth/pinentry/keybase-pinentry.go
@@ -1,4 +1,4 @@
-//go:build windows || darwin
+//go:build windows
 
 package pinentry
 
diff --git a/cli/cmd/ssh.go b/cli/cmd/ssh.go
index d1f18a4..f50927c 100644
--- a/cli/cmd/ssh.go
+++ b/cli/cmd/ssh.go
@@ -1,6 +1,7 @@
 package cmd
 
 import (
+	"bytes"
 	"fmt"
 	"os"
 
@@ -18,12 +19,12 @@ var sshCmd = &cobra.Command{
 	},
 }
 
-// runCmd represents the run command
+// sshAddCmd represents the ssh add command
 var sshAddCmd = &cobra.Command{
 	Use:   "add",
-	Short: "Runs a command with environment variables from your vault",
-	Long: `Runs a command with environment variables from your vault.
-	The variables are stored as a secure note. Consult the documentation for more information.`,
+	Short: "Creates a new SSH key and adds it to the SSH Agent.",
+	Long: `Creates a new SSH key and adds it to the SSH Agent.
+	The key is stored as a secure note. Consult the documentation for more information.`,
 	Run: func(cmd *cobra.Command, args []string) {
 		err := loginIfRequired()
 		if err != nil {
@@ -92,6 +93,59 @@ var listSSHCmd = &cobra.Command{
 	},
 }
 
+var importSSHCmd = &cobra.Command{
+	Use:   "import",
+	Short: "Imports an SSH key into your vault",
+	Long:  `Imports an SSH key into your vault.`,
+	Run: func(cmd *cobra.Command, args []string) {
+		filename := args[0]
+		fmt.Println("Importing SSH key from " + filename)
+
+		name, _ := cmd.Flags().GetString("name")
+		if name == "" {
+			name = "Imported SSH Key"
+		}
+
+		if _, err := os.Stat(filename); os.IsNotExist(err) {
+			fmt.Println("Error: File does not exist")
+			return
+		}
+
+		file, err := os.Open(filename)
+		if err != nil {
+			fmt.Println("Error: " + err.Error())
+			return
+		}
+
+		buf := new(bytes.Buffer)
+		buf.ReadFrom(file)
+		key := buf.String()
+
+		result, err := commandClient.SendToAgent(messages.ImportSSHKeyRequest{
+			Key:  key,
+			Name: name,
+		})
+		if err != nil {
+			handleSendToAgentError(err)
+			return
+		}
+
+		switch result.(type) {
+		case messages.ImportSSHKeyResponse:
+			response := result.(messages.ImportSSHKeyResponse)
+			if response.Success {
+				fmt.Println("Success")
+			} else {
+				fmt.Println("Error: " + response.ErrorMsg)
+			}
+			return
+		case messages.ActionResponse:
+			fmt.Println("Error: " + result.(messages.ActionResponse).Message)
+			return
+		}
+	},
+}
+
 func init() {
 	rootCmd.AddCommand(sshCmd)
 	sshCmd.AddCommand(sshAddCmd)
@@ -99,4 +153,6 @@ func init() {
 	_ = sshAddCmd.MarkFlagRequired("name")
 	sshAddCmd.PersistentFlags().Bool("clipboard", false, "Copy the public key to the clipboard")
 	sshCmd.AddCommand(listSSHCmd)
+	importSSHCmd.PersistentFlags().String("name", "", "")
+	sshCmd.AddCommand(importSSHCmd)
 }
diff --git a/cli/ipc/messages/sshkeys.go b/cli/ipc/messages/sshkeys.go
index 0339a38..d6860f8 100644
--- a/cli/ipc/messages/sshkeys.go
+++ b/cli/ipc/messages/sshkeys.go
@@ -17,6 +17,16 @@ type GetSSHKeysResponse struct {
 	Keys []string
 }
 
+type ImportSSHKeyRequest struct {
+	Key  string
+	Name string
+}
+
+type ImportSSHKeyResponse struct {
+	Success  bool
+	ErrorMsg string
+}
+
 func init() {
 	registerPayloadParser(func(payload []byte) (interface{}, error) {
 		var req CreateSSHKeyRequest
@@ -53,4 +63,22 @@ func init() {
 		}
 		return req, nil
 	}, GetSSHKeysResponse{})
+
+	registerPayloadParser(func(payload []byte) (interface{}, error) {
+		var req ImportSSHKeyRequest
+		err := json.Unmarshal(payload, &req)
+		if err != nil {
+			panic("Unmarshal: " + err.Error())
+		}
+		return req, nil
+	}, ImportSSHKeyRequest{})
+
+	registerPayloadParser(func(payload []byte) (interface{}, error) {
+		var req ImportSSHKeyResponse
+		err := json.Unmarshal(payload, &req)
+		if err != nil {
+			panic("Unmarshal: " + err.Error())
+		}
+		return req, nil
+	}, ImportSSHKeyResponse{})
 }
diff --git a/go.mod b/go.mod
index d597561..0925e33 100644
--- a/go.mod
+++ b/go.mod
@@ -19,15 +19,15 @@ require (
 	github.com/lox/go-touchid v0.0.0-20170712105233-619cc8e578d0
 	github.com/mikesmitty/edkey v0.0.0-20170222072505-3356ea4e686a
 	github.com/mitchellh/go-ps v1.0.0
-	github.com/rymdport/portal v0.2.2
+	github.com/rymdport/portal v0.2.3
 	github.com/spf13/cobra v1.8.0
 	github.com/tailscale/peercred v0.0.0-20240214030740-b535050b2aa4
-	github.com/tink-crypto/tink-go/v2 v2.1.0
+	github.com/tink-crypto/tink-go/v2 v2.2.0
 	github.com/twpayne/go-pinentry v0.3.0
 	github.com/vmihailenco/msgpack/v5 v5.4.1
-	golang.org/x/crypto v0.22.0
+	golang.org/x/crypto v0.23.0
 	golang.org/x/exp v0.0.0-20240416160154-fe59bbe5cc7f
-	golang.org/x/sys v0.19.0
+	golang.org/x/sys v0.20.0
 )
 
 require (
@@ -56,5 +56,3 @@ require (
 	github.com/spf13/pflag v1.0.5 // indirect
 	github.com/vmihailenco/tagparser/v2 v2.0.0 // indirect
 )
-
-replace github.com/rymdport/portal => github.com/quexten/portal v0.0.0-20240429200240-156297fa11c5
diff --git a/go.sum b/go.sum
index 92f5b34..2cf9e1c 100644
--- a/go.sum
+++ b/go.sum
@@ -76,8 +76,6 @@ github.com/pkg/errors v0.9.1 h1:FEBLx1zS214owpjy7qsBeixbURkuhQAwrK5UwLGTwt4=
 github.com/pkg/errors v0.9.1/go.mod h1:bwawxfHBFNV+L2hUp1rHADufV3IMtnDRdf1r5NINEl0=
 github.com/pmezard/go-difflib v1.0.0 h1:4DBwDE0NGyQoBHbLQYPwSUPoCMWR5BEzIk/f1lZbAQM=
 github.com/pmezard/go-difflib v1.0.0/go.mod h1:iKH77koFhYxTK1pcRnkKkqfTogsbg7gZNVY4sRDYZ/4=
-github.com/quexten/portal v0.0.0-20240429200240-156297fa11c5 h1:roVJ7WlvNo3R4NfVLysq3siLrVZgotg/JZkZ1dQEZ5k=
-github.com/quexten/portal v0.0.0-20240429200240-156297fa11c5/go.mod h1:kFF4jslnJ8pD5uCi17brj/ODlfIidOxlgUDTO5ncnC4=
 github.com/reiver/go-oi v1.0.0 h1:nvECWD7LF+vOs8leNGV/ww+F2iZKf3EYjYZ527turzM=
 github.com/reiver/go-oi v1.0.0/go.mod h1:RrDBct90BAhoDTxB1fenZwfykqeGvhI6LsNfStJoEkI=
 github.com/reiver/go-telnet v0.0.0-20180421082511-9ff0b2ab096e h1:quuzZLi72kkJjl+f5AQ93FMcadG19WkS7MO6TXFOSas=
@@ -86,6 +84,8 @@ github.com/rs/xid v1.5.0/go.mod h1:trrq9SKmegXys3aeAKXMUTdJsYXVwGY3RLcfgqegfbg=
 github.com/rs/zerolog v1.32.0 h1:keLypqrlIjaFsbmJOBdB/qvyF8KEtCWHwobLp5l/mQ0=
 github.com/rs/zerolog v1.32.0/go.mod h1:/7mN4D5sKwJLZQ2b/znpjC3/GQWY/xaDXUM0kKWRHss=
 github.com/russross/blackfriday/v2 v2.1.0/go.mod h1:+Rmxgy9KzJVeS9/2gXHxylqXiyQDYRxCVz55jmeOWTM=
+github.com/rymdport/portal v0.2.3 h1:5RoAuMy5wNzEzITwK+9YpMQLU5m7F7IYfmPwN/aVpUk=
+github.com/rymdport/portal v0.2.3/go.mod h1:kFF4jslnJ8pD5uCi17brj/ODlfIidOxlgUDTO5ncnC4=
 github.com/spf13/cobra v1.8.0 h1:7aJaZx1B85qltLMc546zn58BxxfZdR/W22ej9CFoEf0=
 github.com/spf13/cobra v1.8.0/go.mod h1:WXLWApfZ71AjXPya3WOlMsY9yMs7YeiHhFVlvLyhcho=
 github.com/spf13/pflag v1.0.5 h1:iy+VFUOCP1a+8yFto/drg2CJ5u0yRoB7fZw3DKv/JXA=
@@ -98,16 +98,16 @@ github.com/tadvi/systray v0.0.0-20190226123456-11a2b8fa57af h1:6yITBqGTE2lEeTPG0
 github.com/tadvi/systray v0.0.0-20190226123456-11a2b8fa57af/go.mod h1:4F09kP5F+am0jAwlQLddpoMDM+iewkxxt6nxUQ5nq5o=
 github.com/tailscale/peercred v0.0.0-20240214030740-b535050b2aa4 h1:Gz0rz40FvFVLTBk/K8UNAenb36EbDSnh+q7Z9ldcC8w=
 github.com/tailscale/peercred v0.0.0-20240214030740-b535050b2aa4/go.mod h1:phI29ccmHQBc+wvroosENp1IF9195449VDnFDhJ4rJU=
-github.com/tink-crypto/tink-go/v2 v2.1.0 h1:QXFBguwMwTIaU17EgZpEJWsUSc60b1BAGTzBIoMdmok=
-github.com/tink-crypto/tink-go/v2 v2.1.0/go.mod h1:y1TnYFt1i2eZVfx4OGc+C+EMp4CoKWAw2VSEuoicHHI=
+github.com/tink-crypto/tink-go/v2 v2.2.0 h1:L2Da0F2Udh2agtKztdr69mV/KpnY3/lGTkMgLTVIXlA=
+github.com/tink-crypto/tink-go/v2 v2.2.0/go.mod h1:JJ6PomeNPF3cJpfWC0lgyTES6zpJILkAX0cJNwlS3xU=
 github.com/twpayne/go-pinentry v0.3.0 h1:Rr+fEOZXmeItOb4thjeVaBWJKB9Xa/eojolycyF/26c=
 github.com/twpayne/go-pinentry v0.3.0/go.mod h1:iOIZD+9np/2V24OdCGos7Y1/xX90wc6VEAZsgb+r9D4=
 github.com/vmihailenco/msgpack/v5 v5.4.1 h1:cQriyiUvjTwOHg8QZaPihLWeRAAVoCpE00IUPn0Bjt8=
 github.com/vmihailenco/msgpack/v5 v5.4.1/go.mod h1:GaZTsDaehaPpQVyxrf5mtQlH+pc21PIudVV/E3rRQok=
 github.com/vmihailenco/tagparser/v2 v2.0.0 h1:y09buUbR+b5aycVFQs/g70pqKVZNBmxwAhO7/IwNM9g=
 github.com/vmihailenco/tagparser/v2 v2.0.0/go.mod h1:Wri+At7QHww0WTrCBeu4J6bNtoV6mEfg5OIWRZA9qds=
-golang.org/x/crypto v0.22.0 h1:g1v0xeRhjcugydODzvb3mEM9SQ0HGp9s/nh3COQ/C30=
-golang.org/x/crypto v0.22.0/go.mod h1:vr6Su+7cTlO45qkww3VDJlzDn0ctJvRgYbC2NvXHt+M=
+golang.org/x/crypto v0.23.0 h1:dIJU/v2J8Mdglj/8rJ6UUOM3Zc9zLZxVZwwxMooUSAI=
+golang.org/x/crypto v0.23.0/go.mod h1:CKFgDieR+mRhux2Lsu27y0fO304Db0wZe70UKqHu0v8=
 golang.org/x/exp v0.0.0-20240416160154-fe59bbe5cc7f h1:99ci1mjWVBWwJiEKYY6jWa4d2nTQVIEhZIptnrVb1XY=
 golang.org/x/exp v0.0.0-20240416160154-fe59bbe5cc7f/go.mod h1:/lliqkxwWAhPjf5oSOIJup2XcqJaw8RGS6k3TGEc7GI=
 golang.org/x/net v0.24.0 h1:1PcaxkF854Fu3+lvBIx5SYn9wRlBzzcnHZSiaFFAb0w=
@@ -118,12 +118,12 @@ golang.org/x/sys v0.0.0-20191001151750-bb3f8db39f24/go.mod h1:h1NjWce9XRLGQEsW7w
 golang.org/x/sys v0.0.0-20220811171246-fbc7d0a398ab/go.mod h1:oPkhp1MJrh7nUepCBck5+mAzfO9JrbApNNgaTdGDITg=
 golang.org/x/sys v0.6.0/go.mod h1:oPkhp1MJrh7nUepCBck5+mAzfO9JrbApNNgaTdGDITg=
 golang.org/x/sys v0.12.0/go.mod h1:oPkhp1MJrh7nUepCBck5+mAzfO9JrbApNNgaTdGDITg=
-golang.org/x/sys v0.19.0 h1:q5f1RH2jigJ1MoAWp2KTp3gm5zAGFUTarQZ5U386+4o=
-golang.org/x/sys v0.19.0/go.mod h1:/VUhepiaJMQUp4+oa/7Zr1D23ma6VTLIYjOOTFZPUcA=
-golang.org/x/term v0.19.0 h1:+ThwsDv+tYfnJFhF4L8jITxu1tdTWRTZpdsWgEgjL6Q=
-golang.org/x/term v0.19.0/go.mod h1:2CuTdWZ7KHSQwUzKva0cbMg6q2DMI3Mmxp+gKJbskEk=
-google.golang.org/protobuf v1.31.0 h1:g0LDEJHgrBl9N9r17Ru3sqWhkIx2NB67okBHPwC7hs8=
-google.golang.org/protobuf v1.31.0/go.mod h1:HV8QOd/L58Z+nl8r43ehVNZIU/HEI6OcFqwMG9pJV4I=
+golang.org/x/sys v0.20.0 h1:Od9JTbYCk261bKm4M/mw7AklTlFYIa0bIp9BgSm1S8Y=
+golang.org/x/sys v0.20.0/go.mod h1:/VUhepiaJMQUp4+oa/7Zr1D23ma6VTLIYjOOTFZPUcA=
+golang.org/x/term v0.20.0 h1:VnkxpohqXaOBYJtBmEppKUG6mXpi+4O6purfc2+sMhw=
+golang.org/x/term v0.20.0/go.mod h1:8UkIAJTvZgivsXaD6/pH6U9ecQzZ45awqEOzuCvwpFY=
+google.golang.org/protobuf v1.33.0 h1:uNO2rsAINq/JlFpSdYEKIZ0uKD/R9cpdv0T+yoGwGmI=
+google.golang.org/protobuf v1.33.0/go.mod h1:c6P6GXX6sHbq/GpV6MGZEdwhWPcYBgnhAHhKbcUYpos=
 gopkg.in/check.v1 v0.0.0-20161208181325-20d25e280405/go.mod h1:Co6ibVJAznAaIkqp8huTwlJQCZ016jof/cbN4VW5Yz0=
 gopkg.in/yaml.v2 v2.2.2/go.mod h1:hI93XBmqTisBFMUTm0b8Fm+jr3Dg1NNxqwp+5A1VGuI=
 gopkg.in/yaml.v2 v2.4.0/go.mod h1:RDklbk79AGWmwhnvt/jBztapEOGDOx6ZbXqjP6csGnQ=
diff --git a/gui/goldwarden_ui_main.py b/gui/goldwarden_ui_main.py
index d6df4d2..e739a28 100755
--- a/gui/goldwarden_ui_main.py
+++ b/gui/goldwarden_ui_main.py
@@ -1,4 +1,12 @@
 #!/usr/bin/env python3
-import src.linux.main as linux_main
 
-linux_main.main()
\ No newline at end of file
+import platform
+
+if platform.system() == 'Darwin':
+    import src.macos.main as macos_main
+    macos_main.main()
+elif platform.system() == 'Linux':
+    import src.linux.main as linux_main
+    linux_main.main()
+else:
+    print("Unsupported OS " + platform.system() + "... exiting...")
\ No newline at end of file
diff --git a/gui/src/gui/quickaccess.py b/gui/src/gui/quickaccess.py
index 4030814..3a08268 100644
--- a/gui/src/gui/quickaccess.py
+++ b/gui/src/gui/quickaccess.py
@@ -1,10 +1,10 @@
 import gi
 gi.require_version('Gtk', '4.0')
 gi.require_version('Adw', '1')
-gi.require_version('Notify', '0.7')
+# gi.require_version('Notify', '0.7')
 import gc
 import time
-from gi.repository import Gtk, Adw, GLib, Notify, Gdk
+from gi.repository import Gtk, Adw, GLib, Gdk
 from ..services import goldwarden
 from ..services.autotype import autotype
 from threading import Thread
@@ -12,7 +12,6 @@ from .resource_loader import load_template
 import sys
 import os
 from ..services import totp
-Notify.init("Goldwarden")
 
 class GoldwardenQuickAccessApp(Adw.Application):
     def __init__(self, **kwargs):
@@ -115,8 +114,8 @@ class GoldwardenQuickAccessApp(Adw.Application):
 
     def run_autotype(self, text):
         def perform_autotype(text):
-            self.window.hide()
-            time.sleep(0.1)
+            GLib.idle_add(self.window.hide)
+            time.sleep(2)
             autotype.autotype(text)
             time.sleep(0.1)
             os._exit(0)
@@ -148,7 +147,7 @@ class GoldwardenQuickAccessApp(Adw.Application):
             self.filtered_logins = self.filtered_logins[0:7]
 
     def render_list(self):
-        if len(self.filtered_logins) > 1:
+        if len(self.filtered_logins) > 0:
             self.results_list.set_visible(True)
             while self.results_list.get_first_child() != None:
                 self.results_list.remove(self.results_list.get_first_child())
diff --git a/gui/src/gui/settings.py b/gui/src/gui/settings.py
index ab88cd2..fc38fa2 100644
--- a/gui/src/gui/settings.py
+++ b/gui/src/gui/settings.py
@@ -101,8 +101,7 @@ class GoldwardenSettingsApp(Adw.Application):
         if status == None:
             is_daemon_running = goldwarden.is_daemon_running()
             if not is_daemon_running:
-                self.status_row.set_subtitle("Daemon not running")
-                self.vault_status_icon.set_icon("dialog-error", "error")
+                print("Daemon not running")
             return
 
         logged_in = status["loggedIn"]
diff --git a/gui/src/linux/flatpak/status.py b/gui/src/linux/flatpak/status.py
index 6c1aaf9..44391e3 100644
--- a/gui/src/linux/flatpak/status.py
+++ b/gui/src/linux/flatpak/status.py
@@ -7,6 +7,7 @@ gi.require_version('Gtk', '4.0')
 gi.require_version('Adw', '1')
 from gi.repository import GLib, Gio
 import sys
+from threading import Timer
 
 def set_status(message):
     bus = Gio.bus_get_sync(Gio.BusType.SESSION, None)
@@ -29,9 +30,13 @@ def set_status(message):
         sys.exit(0)
     except Exception as e:
         print(e)
+        sys.exit(0)
 
 if len(sys.argv) > 1:
     set_status(sys.argv[1])
 
+thread = Timer(10, sys.exit, [0])
+thread.start()
+
 loop = GLib.MainLoop()
 loop.run()
diff --git a/gui/src/macos/main.py b/gui/src/macos/main.py
new file mode 100644
index 0000000..cf8f94e
--- /dev/null
+++ b/gui/src/macos/main.py
@@ -0,0 +1,30 @@
+import sys
+import subprocess
+import os
+import secrets
+from src.services import goldwarden
+from src.services import pinentry
+import time
+
+root_path = os.path.abspath(os.path.join(os.path.dirname(os.path.abspath(__file__)), os.pardir, os.pardir))
+
+def main():
+    token = secrets.token_hex(32)
+    if not os.environ.get("GOLDWARDEN_DAEMON_AUTH_TOKEN") == None:
+        token = os.environ["GOLDWARDEN_DAEMON_AUTH_TOKEN"]
+    print("Starting Goldwarden GUI")
+    goldwarden.run_daemon_background(token)
+    time.sleep(1)
+    #pinentry.daemonize()
+    if not "--hidden" in sys.argv:
+        p = subprocess.Popen(["python3", "-m", "src.gui.settings"], stdin=subprocess.PIPE, stdout=subprocess.PIPE, stderr=subprocess.PIPE, cwd=root_path, start_new_session=True)
+        p.stdin.write(f"{token}\n".encode())
+        p.stdin.flush()
+        # print stdout
+        while True:
+            line = p.stderr.readline()
+            if not line:
+                break
+            print(line.decode().strip())
+    while True:
+        time.sleep(60)
\ No newline at end of file
diff --git a/gui/src/services/autotype/libportal_autotype.py b/gui/src/services/autotype/libportal_autotype.py
index e5de665..55faf33 100644
--- a/gui/src/services/autotype/libportal_autotype.py
+++ b/gui/src/services/autotype/libportal_autotype.py
@@ -1,5 +1,5 @@
 from ..goldwarden import autotype
 
-def libportal_autotype(text):
+def autotype_libportal(text):
     print("autotypeing with libportal")
     goldwarden.autotype(text)
\ No newline at end of file
diff --git a/gui/src/services/autotype/pyautogui_autotype.py b/gui/src/services/autotype/pyautogui_autotype.py
index 3b8057a..0a9214b 100644
--- a/gui/src/services/autotype/pyautogui_autotype.py
+++ b/gui/src/services/autotype/pyautogui_autotype.py
@@ -2,4 +2,7 @@ import pyautogui
 
 def autotype_pyautogui(text):
     print("autotypeing with pyautogui")
-    pyautogui.write(text, interval=0.02)
\ No newline at end of file
+    pyautogui.write(text, interval=0.02)
+
+if __name__ == "__main__":
+    autotype_pyautogui("hello world")
\ No newline at end of file