diff --git a/.circleci/config.yml b/.circleci/config.yml
index 921e82d44..4fdd7fb65 100644
--- a/.circleci/config.yml
+++ b/.circleci/config.yml
@@ -9,21 +9,21 @@ workflows:
     jobs:
       - ios/test:
           name: Test
-          xcode-version: "11.0"
+          xcode-version: "11.2.1"
           workspace: WordPressAuthenticator.xcworkspace
           scheme: WordPressAuthenticator
           device: iPhone 11
-          ios-version: "13.0"
+          ios-version: "13.2.2"
           bundle-install: true
           pod-install: true
       - ios/validate-podspec:
           name: Validate Podspec
-          xcode-version: "11.0"
+          xcode-version: "11.2.1"
           podspec-path: WordPressAuthenticator.podspec
           bundle-install: true
       - ios/publish-podspec:
           name: Publish to Trunk
-          xcode-version: "11.0"
+          xcode-version: "11.2.1"
           podspec-path: WordPressAuthenticator.podspec
           bundle-install: true
           post-to-slack: true
diff --git a/.ruby-version b/.ruby-version
new file mode 100644
index 000000000..160fe391c
--- /dev/null
+++ b/.ruby-version
@@ -0,0 +1 @@
+2.5.5
\ No newline at end of file
diff --git a/Podfile b/Podfile
index 11d59e25d..f4a019b03 100644
--- a/Podfile
+++ b/Podfile
@@ -11,7 +11,7 @@ def wordpress_authenticator_pods
   ##
   pod 'Gridicons', '~> 0.15'
   pod 'WordPressUI', '~> 1.4-beta.1'
-  pod 'WordPressKit', '~> 4.5.4'
+  pod 'WordPressKit', '~> 4.5.5'
   # pod 'WordPressKit', :git => 'https://github.com/wordpress-mobile/WordPressKit-iOS.git', :branch => 'issue/apple_2fa_auth'
   pod 'WordPressShared', '~> 1.8'
 
diff --git a/Podfile.lock b/Podfile.lock
index bfc1f8236..cc90cdeb0 100644
--- a/Podfile.lock
+++ b/Podfile.lock
@@ -44,7 +44,7 @@ PODS:
   - Specta (1.0.7)
   - SVProgressHUD (2.2.5)
   - UIDeviceIdentifier (1.4.0)
-  - WordPressKit (4.5.4):
+  - WordPressKit (4.5.5):
     - Alamofire (~> 4.7.3)
     - CocoaLumberjack (~> 3.4)
     - NSObject-SafeExpectations (= 0.0.3)
@@ -71,7 +71,7 @@ DEPENDENCIES:
   - OHHTTPStubs/Swift (= 8.0.0)
   - Specta (= 1.0.7)
   - SVProgressHUD (= 2.2.5)
-  - WordPressKit (~> 4.5.4)
+  - WordPressKit (~> 4.5.5)
   - WordPressShared (~> 1.8)
   - WordPressUI (~> 1.4-beta.1)
 
@@ -117,11 +117,11 @@ SPEC CHECKSUMS:
   Specta: 3e1bd89c3517421982dc4d1c992503e48bd5fe66
   SVProgressHUD: 1428aafac632c1f86f62aa4243ec12008d7a51d6
   UIDeviceIdentifier: 44f805037d21b94394821828f4fcaba34b38c2d0
-  WordPressKit: 1d365775fac17903a76ad5723bc146ab1739ec82
+  WordPressKit: 8029cb93a89de79442254c346523da11c2706d7b
   WordPressShared: 09cf184caa614835f5811e8609227165201e6d3e
   WordPressUI: 35b144885c8e5817ba6874b68accc200bda61ee1
   wpxmlrpc: 6ba55c773cfa27083ae4a2173e69b19f46da98e2
 
-PODFILE CHECKSUM: 6f930e58860031b74be490800e49e91a4f3cd75f
+PODFILE CHECKSUM: e4f5f036a95bf5e1df937bfa7d2d24b4ee5bbb18
 
 COCOAPODS: 1.8.4
diff --git a/WordPressAuthenticator.podspec b/WordPressAuthenticator.podspec
index 2777d5b21..7afc98ffd 100644
--- a/WordPressAuthenticator.podspec
+++ b/WordPressAuthenticator.podspec
@@ -1,6 +1,6 @@
 Pod::Spec.new do |s|
   s.name          = "WordPressAuthenticator"
-  s.version       = "1.10.4"
+  s.version       = "1.10.5"
   s.summary       = "WordPressAuthenticator implements an easy and elegant way to authenticate your WordPress Apps."
 
   s.description   = <<-DESC
@@ -39,6 +39,6 @@ Pod::Spec.new do |s|
   s.dependency 'Gridicons', '~> 0.15'
   s.dependency 'GoogleSignIn', '~> 4.4'
   s.dependency 'WordPressUI', '~> 1.4-beta.1'
-  s.dependency 'WordPressKit', '~> 4.5.4'
+  s.dependency 'WordPressKit', '~> 4.5.5'
   s.dependency 'WordPressShared', '~> 1.8'
 end
diff --git a/WordPressAuthenticator/Extensions/WPStyleGuide+Login.swift b/WordPressAuthenticator/Extensions/WPStyleGuide+Login.swift
index e91513e7f..29c086e88 100644
--- a/WordPressAuthenticator/Extensions/WPStyleGuide+Login.swift
+++ b/WordPressAuthenticator/Extensions/WPStyleGuide+Login.swift
@@ -71,6 +71,13 @@ extension WPStyleGuide {
         onePasswordButton.addTarget(target, action: selector, for: .touchUpInside)
     }
 
+    /// Configures a plain text button with default styles.
+    ///
+    class func configureTextButton(_ button: UIButton) {
+        button.setTitleColor(WordPressAuthenticator.shared.style.textButtonColor, for: .normal)
+        button.setTitleColor(WordPressAuthenticator.shared.style.textButtonHighlightColor, for: .highlighted)
+    }
+
     ///
     ///
     class func colorForErrorView(_ opaque: Bool) -> UIColor {
diff --git a/WordPressAuthenticator/Logging/WPAuthenticatorLogging.h b/WordPressAuthenticator/Logging/WPAuthenticatorLogging.h
index 5857fa83f..c3ff7df8b 100644
--- a/WordPressAuthenticator/Logging/WPAuthenticatorLogging.h
+++ b/WordPressAuthenticator/Logging/WPAuthenticatorLogging.h
@@ -1,2 +1,4 @@
-int WPAuthenticatorGetLoggingLevel(void);
-void WPAuthenticatorSetLoggingLevel(int level);
+@import CocoaLumberjack;
+
+DDLogLevel WPAuthenticatorGetLoggingLevel(void);
+void WPAuthenticatorSetLoggingLevel(DDLogLevel level);
diff --git a/WordPressAuthenticator/Logging/WPAuthenticatorLogging.m b/WordPressAuthenticator/Logging/WPAuthenticatorLogging.m
index 6a77792a7..2514f3004 100644
--- a/WordPressAuthenticator/Logging/WPAuthenticatorLogging.m
+++ b/WordPressAuthenticator/Logging/WPAuthenticatorLogging.m
@@ -1,10 +1,10 @@
 #import "WPAuthenticatorLogging.h"
 #import "WPAuthenticatorLoggingPrivate.h"
 
-int WPAuthenticatorGetLoggingLevel() {
+DDLogLevel WPAuthenticatorGetLoggingLevel() {
     return ddLogLevel;
 }
 
-void WPAuthenticatorSetLoggingLevel(int level) {
+void WPAuthenticatorSetLoggingLevel(DDLogLevel level) {
     ddLogLevel = level;
 }
diff --git a/WordPressAuthenticator/Private/WPAuthenticatorLoggingPrivate.h b/WordPressAuthenticator/Private/WPAuthenticatorLoggingPrivate.h
index 88f3382e9..65c4b333e 100644
--- a/WordPressAuthenticator/Private/WPAuthenticatorLoggingPrivate.h
+++ b/WordPressAuthenticator/Private/WPAuthenticatorLoggingPrivate.h
@@ -1,2 +1,2 @@
 @import CocoaLumberjack;
-extern int ddLogLevel;
+extern DDLogLevel ddLogLevel;
diff --git a/WordPressAuthenticator/Private/WPAuthenticatorLoggingPrivate.m b/WordPressAuthenticator/Private/WPAuthenticatorLoggingPrivate.m
index 3f8c58d65..e53d621f3 100644
--- a/WordPressAuthenticator/Private/WPAuthenticatorLoggingPrivate.m
+++ b/WordPressAuthenticator/Private/WPAuthenticatorLoggingPrivate.m
@@ -1,2 +1,2 @@
 #import "WPAuthenticatorLoggingPrivate.h"
-int ddLogLevel = DDLogLevelWarning;
+DDLogLevel ddLogLevel = DDLogLevelWarning;
diff --git a/WordPressAuthenticator/Signin/Login.storyboard b/WordPressAuthenticator/Signin/Login.storyboard
index 036146211..77ca59996 100644
--- a/WordPressAuthenticator/Signin/Login.storyboard
+++ b/WordPressAuthenticator/Signin/Login.storyboard
@@ -66,6 +66,7 @@
                         </constraints>
                     </view>
                     <connections>
+                        <outlet property="dismissButton" destination="gpM-nW-lFQ" id="8iA-TH-TF4"/>
                         <segue destination="fwZ-QE-5et" kind="show" identifier="showEmailLogin" id="1xT-tL-sp6"/>
                     </connections>
                 </viewController>
@@ -1450,6 +1451,9 @@
                             <constraint firstAttribute="trailing" secondItem="Ueg-Bw-KU6" secondAttribute="trailing" id="nXh-Tu-veg"/>
                         </constraints>
                     </view>
+                    <connections>
+                        <outlet property="dismissButton" destination="Ueg-Bw-KU6" id="icp-fM-bz4"/>
+                    </connections>
                 </viewController>
                 <placeholder placeholderIdentifier="IBFirstResponder" id="Rrd-X3-roK" userLabel="First Responder" sceneMemberID="firstResponder"/>
             </objects>
diff --git a/WordPressAuthenticator/Signin/Login2FAViewController.swift b/WordPressAuthenticator/Signin/Login2FAViewController.swift
index 9f0a840b8..d0fad8fb7 100644
--- a/WordPressAuthenticator/Signin/Login2FAViewController.swift
+++ b/WordPressAuthenticator/Signin/Login2FAViewController.swift
@@ -40,6 +40,7 @@ class Login2FAViewController: LoginViewController, NUXKeyboardResponder, UITextF
         super.viewWillAppear(animated)
 
         configureViewForEditingIfNeeded()
+        styleSendCodeButton()
     }
 
 
@@ -78,6 +79,7 @@ class Login2FAViewController: LoginViewController, NUXKeyboardResponder, UITextF
     private func styleSendCodeButton() {
         sendCodeButton.titleLabel?.adjustsFontForContentSizeCategory = true
         sendCodeButton.titleLabel?.adjustsFontSizeToFitWidth = true
+        WPStyleGuide.configureTextButton(sendCodeButton)
     }
 
     // MARK: Configuration Methods
diff --git a/WordPressAuthenticator/Signin/LoginEmailViewController.swift b/WordPressAuthenticator/Signin/LoginEmailViewController.swift
index 5cf2ef07a..d0619b71b 100644
--- a/WordPressAuthenticator/Signin/LoginEmailViewController.swift
+++ b/WordPressAuthenticator/Signin/LoginEmailViewController.swift
@@ -71,6 +71,7 @@ open class LoginEmailViewController: LoginViewController, NUXKeyboardResponder {
         loginFields.meta.userIsDotCom = true
 
         configureEmailField()
+        configureAlternativeLabel()
         configureSubmitButton()
         configureViewForEditingIfNeeded()
         configureForWPComOnlyIfNeeded()
diff --git a/WordPressAuthenticator/Signin/LoginLinkRequestViewController.swift b/WordPressAuthenticator/Signin/LoginLinkRequestViewController.swift
index ca4fef406..e7a58d181 100644
--- a/WordPressAuthenticator/Signin/LoginLinkRequestViewController.swift
+++ b/WordPressAuthenticator/Signin/LoginLinkRequestViewController.swift
@@ -25,6 +25,7 @@ class LoginLinkRequestViewController: LoginViewController {
         super.viewDidLoad()
 
         localizeControls()
+        configureUsePasswordButton()
 
         let email = loginFields.username
         if !email.isValidEmail() {
@@ -78,6 +79,13 @@ class LoginLinkRequestViewController: LoginViewController {
         sendLinkButton?.isEnabled = !animating
     }
 
+    private func configureUsePasswordButton() {
+        guard let usePasswordButton = usePasswordButton else {
+            return
+        }
+        WPStyleGuide.configureTextButton(usePasswordButton)
+    }
+
 
     // MARK: - Instance Methods
 
diff --git a/WordPressAuthenticator/Signin/LoginPrologueLoginMethodViewController.swift b/WordPressAuthenticator/Signin/LoginPrologueLoginMethodViewController.swift
index cd9410360..acadc0df4 100644
--- a/WordPressAuthenticator/Signin/LoginPrologueLoginMethodViewController.swift
+++ b/WordPressAuthenticator/Signin/LoginPrologueLoginMethodViewController.swift
@@ -13,6 +13,9 @@ class LoginPrologueLoginMethodViewController: NUXViewController {
     open var selfHostedTapped: (() -> Void)?
     open var appleTapped: (() -> Void)?
 
+    /// The big transparent (dismiss) button behind the buttons
+    @IBOutlet private weak var dismissButton: UIButton!
+
     override func prepare(for segue: UIStoryboardSegue, sender: Any?) {
         super.prepare(for: segue, sender: sender)
 
@@ -24,6 +27,7 @@ class LoginPrologueLoginMethodViewController: NUXViewController {
     override func viewDidLoad() {
         super.viewDidLoad()
         configureButtonVC()
+        configureForAccessibility()
     }
 
     override func viewWillAppear(_ animated: Bool) {
@@ -85,4 +89,23 @@ class LoginPrologueLoginMethodViewController: NUXViewController {
         appleTapped?()
     }
 
+    // MARK: - Accessibility
+
+    private func configureForAccessibility() {
+        dismissButton.accessibilityLabel = NSLocalizedString("Dismiss", comment: "Accessibility label for the transparent space above the login dialog which acts as a button to dismiss the dialog.")
+
+        // Ensure that the first button (in buttonViewController) is automatically selected by
+        // VoiceOver instead of the dismiss button.
+        if buttonViewController?.isViewLoaded == true, let buttonsView = buttonViewController?.view {
+            view.accessibilityElements = [
+                buttonsView,
+                dismissButton
+            ]
+        }
+    }
+
+    override func accessibilityPerformEscape() -> Bool {
+        dismiss(animated: true)
+        return true
+    }
 }
diff --git a/WordPressAuthenticator/Signin/LoginPrologueSignupMethodViewController.swift b/WordPressAuthenticator/Signin/LoginPrologueSignupMethodViewController.swift
index 9df8f60e6..beac431ba 100644
--- a/WordPressAuthenticator/Signin/LoginPrologueSignupMethodViewController.swift
+++ b/WordPressAuthenticator/Signin/LoginPrologueSignupMethodViewController.swift
@@ -14,6 +14,9 @@ class LoginPrologueSignupMethodViewController: NUXViewController {
     open var googleTapped: (() -> Void)?
     open var appleTapped: (() -> Void)?
 
+    /// The big transparent (dismiss) button behind the buttons
+    @IBOutlet private weak var dismissButton: UIButton!
+
     override func prepare(for segue: UIStoryboardSegue, sender: Any?) {
         super.prepare(for: segue, sender: sender)
 
@@ -25,6 +28,7 @@ class LoginPrologueSignupMethodViewController: NUXViewController {
     override func viewDidLoad() {
         super.viewDidLoad()
         configureButtonVC()
+        configureForAccessibility()
     }
 
     override func viewWillAppear(_ animated: Bool) {
@@ -82,8 +86,7 @@ class LoginPrologueSignupMethodViewController: NUXViewController {
     }
 
     @IBAction func dismissTapped() {
-        WordPressAuthenticator.track(.signupCancelled)
-        dismiss(animated: true)
+        trackCancellationAndThenDismiss()
     }
 
     @objc func handleAppleButtonTapped() {
@@ -92,4 +95,29 @@ class LoginPrologueSignupMethodViewController: NUXViewController {
         dismiss(animated: true)
         appleTapped?()
     }
+
+    private func trackCancellationAndThenDismiss() {
+        WordPressAuthenticator.track(.signupCancelled)
+        dismiss(animated: true)
+    }
+
+    // MARK: - Accessibility
+
+    private func configureForAccessibility() {
+        dismissButton.accessibilityLabel = NSLocalizedString("Dismiss", comment: "Accessibility label for the transparent space above the signup dialog which acts as a button to dismiss the dialog.")
+
+        // Ensure that the first button (in buttonViewController) is automatically selected by
+        // VoiceOver instead of the dismiss button.
+        if buttonViewController?.isViewLoaded == true, let buttonsView = buttonViewController?.view {
+            view.accessibilityElements = [
+                buttonsView,
+                dismissButton
+            ]
+        }
+    }
+
+    override func accessibilityPerformEscape() -> Bool {
+        trackCancellationAndThenDismiss()
+        return true
+    }
 }
diff --git a/WordPressAuthenticator/Signin/LoginSelfHostedViewController.swift b/WordPressAuthenticator/Signin/LoginSelfHostedViewController.swift
index 292c0fbb4..8db550889 100644
--- a/WordPressAuthenticator/Signin/LoginSelfHostedViewController.swift
+++ b/WordPressAuthenticator/Signin/LoginSelfHostedViewController.swift
@@ -113,6 +113,7 @@ class LoginSelfHostedViewController: LoginViewController, NUXKeyboardResponder {
     ///
     @objc func configureForgotPasswordButton() {
         forgotPasswordButton.isEnabled = enableSubmit(animating: false)
+        WPStyleGuide.configureTextButton(forgotPasswordButton)
     }
 
 
diff --git a/WordPressAuthenticator/Signin/LoginSiteAddressViewController.swift b/WordPressAuthenticator/Signin/LoginSiteAddressViewController.swift
index b878083c7..e51faf76b 100644
--- a/WordPressAuthenticator/Signin/LoginSiteAddressViewController.swift
+++ b/WordPressAuthenticator/Signin/LoginSiteAddressViewController.swift
@@ -47,6 +47,7 @@ class LoginSiteAddressViewController: LoginViewController, NUXKeyboardResponder
         loginFields.meta.userIsDotCom = false
 
         configureTextFields()
+        configureSiteAddressHelpButton()
         configureSubmitButton(animating: false)
         configureViewForEditingIfNeeded()
 
@@ -132,6 +133,10 @@ class LoginSiteAddressViewController: LoginViewController, NUXKeyboardResponder
         }
     }
 
+    private func configureSiteAddressHelpButton() {
+        WPStyleGuide.configureTextButton(siteAddressHelpButton)
+    }
+
 
     // MARK: - Instance Methods
 
diff --git a/WordPressAuthenticator/Signin/LoginUsernamePasswordViewController.swift b/WordPressAuthenticator/Signin/LoginUsernamePasswordViewController.swift
index ae700c767..6c65d1bb9 100644
--- a/WordPressAuthenticator/Signin/LoginUsernamePasswordViewController.swift
+++ b/WordPressAuthenticator/Signin/LoginUsernamePasswordViewController.swift
@@ -113,6 +113,7 @@ class LoginUsernamePasswordViewController: LoginViewController, NUXKeyboardRespo
     ///
     @objc func configureForgotPasswordButton() {
         forgotPasswordButton.isEnabled = enableSubmit(animating: false)
+        WPStyleGuide.configureTextButton(forgotPasswordButton)
     }
 
 
diff --git a/WordPressAuthenticator/Signin/LoginWPComViewController.swift b/WordPressAuthenticator/Signin/LoginWPComViewController.swift
index 9add6ab27..6a420ba33 100644
--- a/WordPressAuthenticator/Signin/LoginWPComViewController.swift
+++ b/WordPressAuthenticator/Signin/LoginWPComViewController.swift
@@ -45,6 +45,7 @@ class LoginWPComViewController: LoginViewController, NUXKeyboardResponder {
 
         configureTextFields()
         configureEmailIcon()
+        configureForgotPasswordButton()
         configureSubmitButton(animating: false)
         configureViewForEditingIfNeeded()
     }
@@ -128,6 +129,13 @@ class LoginWPComViewController: LoginViewController, NUXKeyboardResponder {
         emailIcon?.image = image.imageWithTintColor(WordPressAuthenticator.shared.style.subheadlineColor)
     }
 
+    private func configureForgotPasswordButton() {
+        guard let forgotPasswordButton = forgotPasswordButton else {
+            return
+        }
+        WPStyleGuide.configureTextButton(forgotPasswordButton)
+    }
+
     @objc func localizeControls() {
 
         instructionLabel?.text = {