diff --git a/WooCommerce/src/main/kotlin/com/woocommerce/android/analytics/AnalyticsTracker.kt b/WooCommerce/src/main/kotlin/com/woocommerce/android/analytics/AnalyticsTracker.kt
index a040e89f8751..9e522fb3d576 100644
--- a/WooCommerce/src/main/kotlin/com/woocommerce/android/analytics/AnalyticsTracker.kt
+++ b/WooCommerce/src/main/kotlin/com/woocommerce/android/analytics/AnalyticsTracker.kt
@@ -525,6 +525,7 @@ class AnalyticsTracker private constructor(
         // -- Jetpack Setup
         const val KEY_JETPACK_SETUP_IS_ALREADY_CONNECTED = "is_already_connected"
         const val KEY_JETPACK_SETUP_REQUIRES_CONNECTION_ONLY = "requires_connection_only"
+        const val KEY_IS_SIGN_UP = "is_signup"
         const val VALUE_JETPACK_SETUP_STEP_EMAIL_ADDRESS = "email_address"
         const val VALUE_JETPACK_SETUP_STEP_PASSWORD = "password"
         const val VALUE_JETPACK_SETUP_STEP_MAGIC_LINK = "magic_link"
diff --git a/WooCommerce/src/main/kotlin/com/woocommerce/android/ui/login/WPComLoginRepository.kt b/WooCommerce/src/main/kotlin/com/woocommerce/android/ui/login/WPComLoginRepository.kt
index 70a7ea909c3c..e57be5402674 100644
--- a/WooCommerce/src/main/kotlin/com/woocommerce/android/ui/login/WPComLoginRepository.kt
+++ b/WooCommerce/src/main/kotlin/com/woocommerce/android/ui/login/WPComLoginRepository.kt
@@ -76,13 +76,18 @@ class WPComLoginRepository @Inject constructor(
             }
     }
 
-    suspend fun requestMagicLink(emailOrUsername: String, flow: MagicLinkFlow, source: MagicLinkSource): Result<Unit> {
+    suspend fun requestMagicLink(
+        emailOrUsername: String,
+        flow: MagicLinkFlow,
+        source: MagicLinkSource,
+        isSignup: Boolean
+    ): Result<Unit> {
         WooLog.i(WooLog.T.LOGIN, "Submitting a Magic Link request")
 
         val action = AuthenticationActionBuilder.newSendAuthEmailAction(
             AuthEmailPayload(
                 emailOrUsername,
-                false,
+                isSignup,
                 flow,
                 source,
                 AuthEmailPayloadScheme.WOOCOMMERCE
@@ -98,6 +103,7 @@ class WPComLoginRepository @Inject constructor(
                 )
                 Result.failure(OnChangedException(event.error))
             }
+
             else -> {
                 WooLog.i(WooLog.T.LOGIN, "Magic Link request sent successfully")
                 Result.success(Unit)
diff --git a/WooCommerce/src/main/kotlin/com/woocommerce/android/ui/login/jetpack/wpcom/JetpackActivationMagicLinkRequestScreen.kt b/WooCommerce/src/main/kotlin/com/woocommerce/android/ui/login/jetpack/wpcom/JetpackActivationMagicLinkRequestScreen.kt
index d6778d5ff08b..263a4e11f850 100644
--- a/WooCommerce/src/main/kotlin/com/woocommerce/android/ui/login/jetpack/wpcom/JetpackActivationMagicLinkRequestScreen.kt
+++ b/WooCommerce/src/main/kotlin/com/woocommerce/android/ui/login/jetpack/wpcom/JetpackActivationMagicLinkRequestScreen.kt
@@ -172,12 +172,19 @@ private fun MagicLinkSentContent(
                     style = MaterialTheme.typography.subtitle1,
                     textAlign = TextAlign.Center
                 )
+                Spacer(modifier = Modifier.height(dimensionResource(id = R.dimen.minor_50)))
                 Text(
                     text = viewState.email,
                     style = MaterialTheme.typography.subtitle1,
                     fontWeight = FontWeight.Bold,
                     textAlign = TextAlign.Center
                 )
+                Spacer(modifier = Modifier.height(dimensionResource(id = R.dimen.major_100)))
+                Text(
+                    text = stringResource(id = R.string.login_magic_links_email_sent_double_check_email),
+                    style = MaterialTheme.typography.body2,
+                    textAlign = TextAlign.Center
+                )
             } else {
                 Text(
                     text = stringResource(id = R.string.login_magic_links_email_sent_to_unknown_email),
@@ -208,7 +215,8 @@ private fun MagicLinkRequestPreview() {
                 avatarUrl = "avatar",
                 isJetpackInstalled = false,
                 allowPasswordLogin = true,
-                isLoadingDialogShown = false
+                isLoadingDialogShown = false,
+                isNewWpComAccount = false
             )
         )
     }
diff --git a/WooCommerce/src/main/kotlin/com/woocommerce/android/ui/login/jetpack/wpcom/JetpackActivationMagicLinkRequestViewModel.kt b/WooCommerce/src/main/kotlin/com/woocommerce/android/ui/login/jetpack/wpcom/JetpackActivationMagicLinkRequestViewModel.kt
index 382abde6004d..b9867f16fad9 100644
--- a/WooCommerce/src/main/kotlin/com/woocommerce/android/ui/login/jetpack/wpcom/JetpackActivationMagicLinkRequestViewModel.kt
+++ b/WooCommerce/src/main/kotlin/com/woocommerce/android/ui/login/jetpack/wpcom/JetpackActivationMagicLinkRequestViewModel.kt
@@ -46,7 +46,8 @@ class JetpackActivationMagicLinkRequestViewModel @Inject constructor(
             avatarUrl = avatarUrlFromEmail(navArgs.emailOrUsername),
             isJetpackInstalled = navArgs.jetpackStatus.isJetpackInstalled,
             allowPasswordLogin = !navArgs.isAccountPasswordless,
-            isLoadingDialogShown = false
+            isLoadingDialogShown = false,
+            isNewWpComAccount = navArgs.isNewWpComAccount
         )
     )
     val viewState = _viewState.asLiveData()
@@ -72,7 +73,8 @@ class JetpackActivationMagicLinkRequestViewModel @Inject constructor(
             JETPACK_SETUP_LOGIN_FLOW,
             mapOf(
                 AnalyticsTracker.KEY_STEP to AnalyticsTracker.VALUE_JETPACK_SETUP_STEP_MAGIC_LINK,
-                AnalyticsTracker.KEY_TAP to AnalyticsTracker.VALUE_DISMISS
+                AnalyticsTracker.KEY_TAP to AnalyticsTracker.VALUE_DISMISS,
+                AnalyticsTracker.KEY_IS_SIGN_UP to navArgs.isNewWpComAccount
             )
         )
     }
@@ -82,7 +84,8 @@ class JetpackActivationMagicLinkRequestViewModel @Inject constructor(
             JETPACK_SETUP_LOGIN_FLOW,
             mapOf(
                 AnalyticsTracker.KEY_STEP to AnalyticsTracker.VALUE_JETPACK_SETUP_STEP_MAGIC_LINK,
-                AnalyticsTracker.KEY_TAP to AnalyticsTracker.VALUE_SUBMIT
+                AnalyticsTracker.KEY_TAP to AnalyticsTracker.VALUE_SUBMIT,
+                AnalyticsTracker.KEY_IS_SIGN_UP to navArgs.isNewWpComAccount
             )
         )
 
@@ -91,7 +94,8 @@ class JetpackActivationMagicLinkRequestViewModel @Inject constructor(
             avatarUrl = avatarUrlFromEmail(navArgs.emailOrUsername),
             isJetpackInstalled = navArgs.jetpackStatus.isJetpackInstalled,
             allowPasswordLogin = !navArgs.isAccountPasswordless,
-            isLoadingDialogShown = true
+            isLoadingDialogShown = true,
+            isNewWpComAccount = navArgs.isNewWpComAccount
         )
         val source = when {
             !navArgs.jetpackStatus.isJetpackInstalled -> MagicLinkSource.JetpackInstallation
@@ -101,7 +105,8 @@ class JetpackActivationMagicLinkRequestViewModel @Inject constructor(
         wpComLoginRepository.requestMagicLink(
             emailOrUsername = navArgs.emailOrUsername,
             flow = MagicLinkFlow.SiteCredentialsToWPCom,
-            source = source
+            source = source,
+            isSignup = navArgs.isNewWpComAccount
         ).fold(
             onSuccess = {
                 _viewState.value = ViewState.MagicLinkSentState(
@@ -118,7 +123,8 @@ class JetpackActivationMagicLinkRequestViewModel @Inject constructor(
                     JETPACK_SETUP_LOGIN_FLOW,
                     mapOf(
                         AnalyticsTracker.KEY_STEP to AnalyticsTracker.VALUE_JETPACK_SETUP_STEP_MAGIC_LINK,
-                        AnalyticsTracker.KEY_TAP to AnalyticsTracker.VALUE_SUBMIT
+                        AnalyticsTracker.KEY_TAP to AnalyticsTracker.VALUE_SUBMIT,
+                        AnalyticsTracker.KEY_IS_SIGN_UP to navArgs.isNewWpComAccount
                     )
                 )
             }
@@ -145,7 +151,8 @@ class JetpackActivationMagicLinkRequestViewModel @Inject constructor(
             val avatarUrl: String,
             override val isJetpackInstalled: Boolean,
             override val allowPasswordLogin: Boolean,
-            val isLoadingDialogShown: Boolean
+            val isLoadingDialogShown: Boolean,
+            val isNewWpComAccount: Boolean
         ) : ViewState
 
         @Parcelize
diff --git a/WooCommerce/src/main/kotlin/com/woocommerce/android/ui/login/jetpack/wpcom/JetpackActivationWPComEmailFragment.kt b/WooCommerce/src/main/kotlin/com/woocommerce/android/ui/login/jetpack/wpcom/JetpackActivationWPComEmailFragment.kt
index b9cae27c429d..b442c4d381c6 100644
--- a/WooCommerce/src/main/kotlin/com/woocommerce/android/ui/login/jetpack/wpcom/JetpackActivationWPComEmailFragment.kt
+++ b/WooCommerce/src/main/kotlin/com/woocommerce/android/ui/login/jetpack/wpcom/JetpackActivationWPComEmailFragment.kt
@@ -79,7 +79,8 @@ class JetpackActivationWPComEmailFragment : BaseFragment() {
                 .actionJetpackActivationWPComEmailFragmentToJetpackActivationMagicLinkRequestFragment(
                     emailOrUsername = event.emailOrUsername,
                     jetpackStatus = event.jetpackStatus,
-                    isAccountPasswordless = true
+                    isAccountPasswordless = true,
+                    isNewWpComAccount = event.isNewWpComAccount
                 )
         )
     }
diff --git a/WooCommerce/src/main/kotlin/com/woocommerce/android/ui/login/jetpack/wpcom/JetpackActivationWPComEmailScreen.kt b/WooCommerce/src/main/kotlin/com/woocommerce/android/ui/login/jetpack/wpcom/JetpackActivationWPComEmailScreen.kt
index 395f800ce863..60de5d654387 100644
--- a/WooCommerce/src/main/kotlin/com/woocommerce/android/ui/login/jetpack/wpcom/JetpackActivationWPComEmailScreen.kt
+++ b/WooCommerce/src/main/kotlin/com/woocommerce/android/ui/login/jetpack/wpcom/JetpackActivationWPComEmailScreen.kt
@@ -18,7 +18,6 @@ import androidx.compose.material.icons.Icons.Filled
 import androidx.compose.material.icons.filled.Clear
 import androidx.compose.runtime.Composable
 import androidx.compose.runtime.livedata.observeAsState
-import androidx.compose.ui.ExperimentalComposeUiApi
 import androidx.compose.ui.Modifier
 import androidx.compose.ui.platform.LocalSoftwareKeyboardController
 import androidx.compose.ui.res.dimensionResource
@@ -47,7 +46,6 @@ fun JetpackActivationWPComEmailScreen(viewModel: JetpackActivationWPComEmailView
     }
 }
 
-@OptIn(ExperimentalComposeUiApi::class)
 @Composable
 fun JetpackActivationWPComEmailScreen(
     viewState: JetpackActivationWPComEmailViewModel.ViewState,
@@ -115,6 +113,11 @@ fun JetpackActivationWPComEmailScreen(
                         }
                     )
                 )
+                Spacer(modifier = Modifier.height(dimensionResource(id = R.dimen.major_100)))
+                Text(
+                    style = MaterialTheme.typography.body2,
+                    text = stringResource(id = R.string.login_jetpack_connection_create_account)
+                )
             }
 
             Spacer(modifier = Modifier.weight(1f))
diff --git a/WooCommerce/src/main/kotlin/com/woocommerce/android/ui/login/jetpack/wpcom/JetpackActivationWPComEmailViewModel.kt b/WooCommerce/src/main/kotlin/com/woocommerce/android/ui/login/jetpack/wpcom/JetpackActivationWPComEmailViewModel.kt
index 71090bb07afd..81c0c108d621 100644
--- a/WooCommerce/src/main/kotlin/com/woocommerce/android/ui/login/jetpack/wpcom/JetpackActivationWPComEmailViewModel.kt
+++ b/WooCommerce/src/main/kotlin/com/woocommerce/android/ui/login/jetpack/wpcom/JetpackActivationWPComEmailViewModel.kt
@@ -4,11 +4,14 @@ import androidx.lifecycle.SavedStateHandle
 import androidx.lifecycle.asLiveData
 import androidx.lifecycle.viewModelScope
 import com.woocommerce.android.OnChangedException
+import com.woocommerce.android.R
 import com.woocommerce.android.analytics.AnalyticsEvent.JETPACK_SETUP_LOGIN_FLOW
 import com.woocommerce.android.analytics.AnalyticsTracker
 import com.woocommerce.android.analytics.AnalyticsTrackerWrapper
 import com.woocommerce.android.model.JetpackStatus
 import com.woocommerce.android.ui.login.WPComLoginRepository
+import com.woocommerce.android.util.FeatureFlag
+import com.woocommerce.android.util.StringUtils
 import com.woocommerce.android.viewmodel.MultiLiveEvent
 import com.woocommerce.android.viewmodel.MultiLiveEvent.Event.Exit
 import com.woocommerce.android.viewmodel.MultiLiveEvent.Event.ShowSnackbar
@@ -21,7 +24,6 @@ import kotlinx.coroutines.flow.combine
 import kotlinx.coroutines.launch
 import org.wordpress.android.fluxc.store.AccountStore.AuthOptionsError
 import org.wordpress.android.fluxc.store.AccountStore.AuthOptionsErrorType
-import org.wordpress.android.login.R
 import javax.inject.Inject
 
 @HiltViewModel
@@ -90,17 +92,36 @@ class JetpackActivationWPComEmailViewModel @Inject constructor(
         wpComLoginRepository.fetchAuthOptions(emailOrUsername).fold(
             onSuccess = {
                 if (it.isPasswordless) {
-                    triggerEvent(ShowMagicLinkScreen(emailOrUsername, navArgs.jetpackStatus))
+                    triggerEvent(
+                        ShowMagicLinkScreen(emailOrUsername, navArgs.jetpackStatus, isNewWpComAccount = false)
+                    )
                 } else {
                     triggerEvent(ShowPasswordScreen(emailOrUsername, navArgs.jetpackStatus))
                 }
             },
             onFailure = {
                 val failure = (it as? OnChangedException)?.error as? AuthOptionsError
+                var isSignup = false
 
                 when (failure?.type) {
                     AuthOptionsErrorType.UNKNOWN_USER -> {
-                        errorMessage.value = R.string.email_not_registered_wpcom
+                        when {
+                            !StringUtils.isValidEmail(emailOrUsername) ->
+                                errorMessage.value = R.string.username_not_registered_wpcom
+
+                            FeatureFlag.JETPACK_FLOW_ACCOUNT_CREATION.isEnabled() -> {
+                                triggerEvent(
+                                    ShowMagicLinkScreen(
+                                        emailOrUsername,
+                                        navArgs.jetpackStatus,
+                                        isNewWpComAccount = true
+                                    )
+                                )
+                                isSignup = true
+                            }
+
+                            else -> errorMessage.value = R.string.email_not_registered_wpcom
+                        }
                     }
 
                     AuthOptionsErrorType.EMAIL_LOGIN_NOT_ALLOWED -> {
@@ -113,18 +134,26 @@ class JetpackActivationWPComEmailViewModel @Inject constructor(
                     }
                 }
 
-                analyticsTrackerWrapper.track(
-                    JETPACK_SETUP_LOGIN_FLOW,
-                    mapOf(
-                        AnalyticsTracker.KEY_STEP to AnalyticsTracker.VALUE_JETPACK_SETUP_STEP_EMAIL_ADDRESS,
-                        AnalyticsTracker.KEY_FAILURE to (failure?.type?.name ?: "Unknown error")
-                    )
-                )
+                trackLoginFlowAuthOptionError(failure, isSignup)
             }
         )
         isLoadingDialogShown.value = false
     }
 
+    private fun trackLoginFlowAuthOptionError(
+        failure: AuthOptionsError?,
+        isSignup: Boolean
+    ) {
+        analyticsTrackerWrapper.track(
+            JETPACK_SETUP_LOGIN_FLOW,
+            mapOf(
+                AnalyticsTracker.KEY_STEP to AnalyticsTracker.VALUE_JETPACK_SETUP_STEP_EMAIL_ADDRESS,
+                AnalyticsTracker.KEY_FAILURE to (failure?.type?.name ?: "Unknown error"),
+                AnalyticsTracker.KEY_IS_SIGN_UP to isSignup
+            )
+        )
+    }
+
     data class ViewState(
         val emailOrUsername: String,
         val isJetpackInstalled: Boolean,
@@ -141,6 +170,7 @@ class JetpackActivationWPComEmailViewModel @Inject constructor(
 
     data class ShowMagicLinkScreen(
         val emailOrUsername: String,
-        val jetpackStatus: JetpackStatus
+        val jetpackStatus: JetpackStatus,
+        val isNewWpComAccount: Boolean,
     ) : MultiLiveEvent.Event()
 }
diff --git a/WooCommerce/src/main/kotlin/com/woocommerce/android/ui/login/jetpack/wpcom/JetpackActivationWPComPasswordFragment.kt b/WooCommerce/src/main/kotlin/com/woocommerce/android/ui/login/jetpack/wpcom/JetpackActivationWPComPasswordFragment.kt
index f8981a2fd6ba..104067092df2 100644
--- a/WooCommerce/src/main/kotlin/com/woocommerce/android/ui/login/jetpack/wpcom/JetpackActivationWPComPasswordFragment.kt
+++ b/WooCommerce/src/main/kotlin/com/woocommerce/android/ui/login/jetpack/wpcom/JetpackActivationWPComPasswordFragment.kt
@@ -98,7 +98,8 @@ class JetpackActivationWPComPasswordFragment : BaseFragment() {
                 .actionJetpackActivationWPComPasswordFragmentToJetpackActivationMagicLinkRequestFragment(
                     emailOrUsername = event.emailOrUsername,
                     jetpackStatus = event.jetpackStatus,
-                    isAccountPasswordless = false
+                    isAccountPasswordless = false,
+                    isNewWpComAccount = false
                 )
         )
     }
diff --git a/WooCommerce/src/main/kotlin/com/woocommerce/android/util/FeatureFlag.kt b/WooCommerce/src/main/kotlin/com/woocommerce/android/util/FeatureFlag.kt
index 200aebc1dd6f..879bdda64395 100644
--- a/WooCommerce/src/main/kotlin/com/woocommerce/android/util/FeatureFlag.kt
+++ b/WooCommerce/src/main/kotlin/com/woocommerce/android/util/FeatureFlag.kt
@@ -19,7 +19,8 @@ enum class FeatureFlag {
     CUSTOM_FIELDS,
     REVAMP_WOO_SHIPPING,
     OBJECTIVE_SECTION,
-    POS_NON_SIMPLE_PRODUCT_TYPES;
+    POS_NON_SIMPLE_PRODUCT_TYPES,
+    JETPACK_FLOW_ACCOUNT_CREATION;
 
     fun isEnabled(context: Context? = null): Boolean {
         return when (this) {
@@ -32,7 +33,8 @@ enum class FeatureFlag {
             ORDER_CREATION_AUTO_TAX_RATE,
             WOO_POS_PAYMENTS_ONBOARDING,
             REVAMP_WOO_SHIPPING,
-            POS_NON_SIMPLE_PRODUCT_TYPES -> PackageUtils.isDebugBuild()
+            POS_NON_SIMPLE_PRODUCT_TYPES,
+            JETPACK_FLOW_ACCOUNT_CREATION -> PackageUtils.isDebugBuild()
 
             NEW_SHIPPING_SUPPORT,
             INBOX,
diff --git a/WooCommerce/src/main/res/navigation/nav_graph_jetpack_activation.xml b/WooCommerce/src/main/res/navigation/nav_graph_jetpack_activation.xml
index df82d70019b6..10c327447f61 100644
--- a/WooCommerce/src/main/res/navigation/nav_graph_jetpack_activation.xml
+++ b/WooCommerce/src/main/res/navigation/nav_graph_jetpack_activation.xml
@@ -146,6 +146,9 @@
         <argument
             android:name="isAccountPasswordless"
             app:argType="boolean" />
+        <argument
+            android:name="isNewWpComAccount"
+            app:argType="boolean" />
     </fragment>
     <fragment
         android:id="@+id/jetpackActivationMagicLinkHandlerFragment"
diff --git a/WooCommerce/src/main/res/values/strings.xml b/WooCommerce/src/main/res/values/strings.xml
index b69933391433..27d0df3ea3a8 100644
--- a/WooCommerce/src/main/res/values/strings.xml
+++ b/WooCommerce/src/main/res/values/strings.xml
@@ -365,6 +365,8 @@
     <string name="login_site_credentials_fetching_site">Fetching site…</string>
     <string name="login_site_credentials_web_authorization_connection_rejected">Unable to login because application password creation is not approved.</string>
     <string name="login_app_login_malformed_link">We couldn\'t process your app login request</string>
+    <string name="login_jetpack_connection_create_account">If you don\'t have an account, we\'ll use this email to create one.</string>
+
     <!--
         My Store View
     -->
@@ -3428,6 +3430,7 @@
     <string name="login_magic_link_button">Log in with magic link</string>
 
     <string name="email_not_registered_wpcom">Hmm, we can\'t find a WordPress.com account connected to this email address.</string>
+    <string name="username_not_registered_wpcom">Hmm, we can\'t find a WordPress.com account connected to this username. You can enter an email to create a new account.</string>
     <string name="login_magic_links_label">We\'ll email you a link that\'ll log you in instantly, no password needed.</string>
     <string name="login_get_link_by_email">Get a login link by email</string>
     <string name="signup_magic_link_message">We’ve emailed you a signup link to create your new WordPress.com account. Check your email on this device, and tap the link in the email you receive from WordPress.com.</string>
@@ -3510,6 +3513,7 @@
     <string name="or_use_password">Use password to sign in</string>
     <string name="login_magic_links_sent_label_short">Check your email on this device!</string>
     <string name="login_magic_links_email_sent">We just sent a magic link to</string>
+    <string name="login_magic_links_email_sent_double_check_email">Ensure your email is correct and double check your spam folder.</string>
     <string name="login_magic_links_email_sent_to_unknown_email">We just sent a magic link to your account\'s email address</string>
     <string name="login_site_picker_try_another_address">Try another address</string>
     <string name="or_use_password_below_qr_code_scan_option">Or log in with password</string>
diff --git a/gradle/libs.versions.toml b/gradle/libs.versions.toml
index 6cb4df8f5fab..24a024214fae 100644
--- a/gradle/libs.versions.toml
+++ b/gradle/libs.versions.toml
@@ -86,7 +86,7 @@ stripe-terminal = '3.7.1'
 tinder-statemachine = '0.2.0'
 wiremock = '2.26.3'
 wordpress-aztec = 'v2.1.4'
-wordpress-fluxc = 'trunk-cc17141a0e910d5b808ba6bbfb4b7d393d3517a0'
+wordpress-fluxc = 'trunk-3b731c31d9f8ca9765a1de9ec8d4d064b88ec30a'
 wordpress-login = '1.19.0'
 wordpress-libaddressinput = '0.0.2'
 wordpress-mediapicker = '0.3.1'