diff --git a/Tusker/InstanceFeatures.swift b/Tusker/InstanceFeatures.swift
index d3773cfa..809d3b58 100644
--- a/Tusker/InstanceFeatures.swift
+++ b/Tusker/InstanceFeatures.swift
@@ -39,7 +39,11 @@ struct InstanceFeatures {
     }
     
     var trendingStatusesAndLinks: Bool {
-        instanceType == .mastodon && version != nil && version! >= Version(3, 5, 0)
+        instanceType == .mastodon && hasVersion(3, 5, 0)
+    }
+    
+    var reblogVisibility: Bool {
+        instanceType == .mastodon && hasVersion(2, 8, 0)
     }
     
     mutating func update(instance: Instance, nodeInfo: NodeInfo?) {
@@ -60,6 +64,14 @@ struct InstanceFeatures {
         
         maxStatusChars = instance.maxStatusCharacters ?? 500
     }
+    
+    func hasVersion(_ major: Int, _ minor: Int, _ patch: Int) -> Bool {
+        if let version {
+            return version >= Version(major, minor, patch)
+        } else {
+            return false
+        }
+    }
 }
 
 extension InstanceFeatures {
diff --git a/Tusker/Screens/Utilities/CustomAlertController.swift b/Tusker/Screens/Utilities/CustomAlertController.swift
index d96eb1b9..870709de 100644
--- a/Tusker/Screens/Utilities/CustomAlertController.swift
+++ b/Tusker/Screens/Utilities/CustomAlertController.swift
@@ -15,7 +15,6 @@ class CustomAlertController: UIViewController {
     fileprivate var dimmingView: UIView!
     fileprivate var buttonsStack: UIStackView!
     fileprivate var actionsView: CustomAlertActionsView!
-    private var separatorHeightConstraint: NSLayoutConstraint!
     
     init(config: Configuration) {
         self.config = config
@@ -88,12 +87,12 @@ class CustomAlertController: UIViewController {
         stack.addSpacer(length: 16)
         
         let separator = UIView()
+        separator.tag = ViewTags.customAlertSeparator
         separator.backgroundColor = .separator
         stack.addArrangedSubview(separator)
-        separatorHeightConstraint = separator.heightAnchor.constraint(equalToConstant: 0.5)
         NSLayoutConstraint.activate([
             separator.widthAnchor.constraint(equalTo: stack.widthAnchor),
-            separatorHeightConstraint,
+            separator.heightAnchor.constraint(equalToConstant: 0.5),
         ])
         
         actionsView = CustomAlertActionsView(config: config, dismiss: { [unowned self] in
@@ -105,12 +104,6 @@ class CustomAlertController: UIViewController {
         ])
     }
     
-    override func viewWillLayoutSubviews() {
-        super.viewWillLayoutSubviews()
-        
-        separatorHeightConstraint.constant = 1 / view.window!.screen.scale
-    }
-    
     struct Configuration {
         var title: String
         var content: UIView
@@ -118,9 +111,29 @@ class CustomAlertController: UIViewController {
     }
     
     struct Action {
-        let title: String
-        let style: UIAlertAction.Style
-        let handler: (() -> Void)?
+        var title: String?
+        var image: UIImage?
+        var style: Style
+        var handler: (() -> Void)?
+        var isSecondaryMenu: Bool = false
+        
+        init(title: String?, image: UIImage? = nil, style: Style, handler: (() -> Void)?) {
+            self.title = title
+            self.image = image
+            self.style = style
+            self.handler = handler
+        }
+        
+        enum Style {
+            case `default`, cancel, destructive, menu([MenuAction])
+        }
+    }
+    
+    struct MenuAction {
+        var title: String
+        var subtitle: String?
+        var image: UIImage?
+        var handler: () -> Void
     }
 }
 
@@ -128,8 +141,7 @@ class CustomAlertActionsView: UIControl {
     private let dismiss: () -> Void
     
     private let stack = UIStackView()
-    private var labels: [UIView] = []
-    private var labelWrappers: [UIView] = []
+    private var actionButtons: [CustomAlertActionButton] = []
     private var labelWrapperWidthConstraints: [NSLayoutConstraint] = []
     // the actions from the config but reordered to match labelWrappers order
     private var reorderedActions: [CustomAlertController.Action] = []
@@ -155,55 +167,54 @@ class CustomAlertActionsView: UIControl {
         ])
         
         for action in config.actions {
-            let labelWrapper = UIView()
-            labelWrapper.isAccessibilityElement = true
-            labelWrapper.accessibilityTraits = .button
-            labelWrapper.accessibilityRespondsToUserInteraction = true
-            labelWrapper.accessibilityLabel = action.title
+            let button = CustomAlertActionButton(action: action, dismiss: dismiss)
             
-            let label = UILabel()
-            labels.append(label)
-            label.text = action.title
-            label.textColor = .tintColor
-            switch action.style {
-            case .cancel:
-                label.font = UIFont(descriptor: .preferredFontDescriptor(withTextStyle: .body).withSymbolicTraits(.traitBold)!, size: 0)
-            case .destructive:
-                label.textColor = .systemRed
-            default:
-                break
+            button.isAccessibilityElement = true
+            button.accessibilityTraits = .button
+            button.accessibilityRespondsToUserInteraction = true
+            button.accessibilityLabel = action.title
+            
+            if action.isSecondaryMenu {
+                button.widthAnchor.constraint(greaterThanOrEqualToConstant: 44).isActive = true
             }
-            label.translatesAutoresizingMaskIntoConstraints = false
-            labelWrapper.addSubview(label)
-            NSLayoutConstraint.activate([
-                label.leadingAnchor.constraint(greaterThanOrEqualTo: labelWrapper.leadingAnchor, constant: 4),
-                label.trailingAnchor.constraint(lessThanOrEqualTo: labelWrapper.trailingAnchor, constant: -4),
-                label.centerXAnchor.constraint(equalTo: labelWrapper.centerXAnchor),
-                label.centerYAnchor.constraint(equalTo: labelWrapper.centerYAnchor),
-                labelWrapper.heightAnchor.constraint(equalToConstant: 44),
-            ])
             
-            if action.style == .cancel {
-                labelWrappers.insert(labelWrapper, at: 0)
+            if case .cancel = action.style {
+                actionButtons.insert(button, at: 0)
                 reorderedActions.insert(action, at: 0)
             } else {
-                labelWrappers.append(labelWrapper)
+                actionButtons.append(button)
                 reorderedActions.append(action)
             }
         }
         
         var first = true
-        for wrapper in labelWrappers {
+        for (action, button) in zip(reorderedActions, actionButtons) {
             if first {
                 first = false
-            } else {
+            } else if !action.isSecondaryMenu {
                 let separator = UIView()
+                separator.tag = ViewTags.customAlertSeparator
                 separator.backgroundColor = .separator
                 stack.addArrangedSubview(separator)
                 separators.append(separator)
             }
-            stack.addArrangedSubview(wrapper)
+            if action.isSecondaryMenu {
+                // prev button
+                let prev = stack.arrangedSubviews.last!
+                stack.removeArrangedSubview(prev)
+                let separator = UIView()
+                separator.tag = ViewTags.customAlertSeparator
+                separator.backgroundColor = .separator
+                separator.widthAnchor.constraint(equalToConstant: 0.5).isActive = true
+                let hStack = UIStackView(arrangedSubviews: [prev, separator, button])
+                hStack.axis = .horizontal
+                stack.addArrangedSubview(hStack)
+            } else {
+                stack.addArrangedSubview(button)
+            }
         }
+        
+        addGestureRecognizer(UIPanGestureRecognizer(target: self, action: #selector(panRecognized)))
     }
     
     required init?(coder: NSCoder) {
@@ -215,8 +226,33 @@ class CustomAlertActionsView: UIControl {
         super.layoutSubviews()
     }
     
+    private var menuActionsCount: Int {
+        var count = 0
+        for action in reorderedActions {
+            if case .menu(_) = action.style {
+                count += 1
+            }
+        }
+        return count
+    }
+    
+    private var needsVertical: Bool {
+        if reorderedActions.count - menuActionsCount > 2 {
+            return false
+        }
+        var requiredWidth: CGFloat = 0
+        for (index, action) in actionButtons.enumerated() {
+            if index > 0 {
+                requiredWidth += 0.5
+            }
+            requiredWidth += action.titleView.systemLayoutSizeFitting(UIView.layoutFittingExpandedSize).width
+            requiredWidth += 8
+        }
+        return requiredWidth > bounds.width
+    }
+    
     private func updateAxis() {
-        if reorderedActions.count > 2 || labels.map({ $0.intrinsicContentSize.width }).contains(where: { $0 > (bounds.width - 16) / 2 }) {
+        if needsVertical {
             stack.axis = .vertical
             NSLayoutConstraint.deactivate(labelWrapperWidthConstraints)
             labelWrapperWidthConstraints = []
@@ -227,8 +263,19 @@ class CustomAlertActionsView: UIControl {
             NSLayoutConstraint.activate(separatorSizeConstraints)
         } else {
             stack.axis = .horizontal
-            labelWrapperWidthConstraints = labelWrappers.map {
-                $0.widthAnchor.constraint(equalToConstant: (bounds.width - 0.5) / 2)
+            labelWrapperWidthConstraints = []
+            var nonMenuAction: CustomAlertActionButton?
+            for (index, action) in reorderedActions.enumerated() {
+                if case .menu(_) = action.style {
+                } else {
+                    if let nonMenuAction {
+                        labelWrapperWidthConstraints.append(
+                            actionButtons[index].widthAnchor.constraint(equalTo: nonMenuAction.widthAnchor)
+                        )
+                    } else {
+                        nonMenuAction = actionButtons[index]
+                    }
+                }
             }
             NSLayoutConstraint.activate(labelWrapperWidthConstraints)
             NSLayoutConstraint.deactivate(separatorSizeConstraints)
@@ -239,71 +286,164 @@ class CustomAlertActionsView: UIControl {
         }
     }
     
-    // MARK: - UIControl
-    
-    override func hitTest(_ point: CGPoint, with event: UIEvent?) -> UIView? {
-        // we want this view to handle all touches inside it
-        return self
-    }
-    
-    override func beginTracking(_ touch: UITouch, with event: UIEvent?) -> Bool {
-        for (index, labelWrapper) in labelWrappers.enumerated() {
-            if labelWrapper.point(inside: touch.location(in: labelWrapper), with: event) {
-                currentSelectedActionIndex = index
-                labelWrapper.backgroundColor = .secondarySystemFill
-                
-                generator.prepare()
-                
-                return true
-            }
+    @objc private func panRecognized(_ recognizer: UIPanGestureRecognizer) {
+        let selectedButton = actionButtons.enumerated().first {
+            $0.1.point(inside: recognizer.location(in: $0.1), with: nil)
         }
-        return false
-    }
-    
-    override func continueTracking(_ touch: UITouch, with event: UIEvent?) -> Bool {
-        for (index, labelWrapper) in labelWrappers.enumerated() {
-            if labelWrapper.point(inside: touch.location(in: labelWrapper), with: event) {
-                if index != currentSelectedActionIndex {
-                    if let currentSelectedActionIndex {
-                        labelWrappers[currentSelectedActionIndex].backgroundColor = nil
-                    }
-                    generator.selectionChanged()
+        
+        switch recognizer.state {
+        case .began:
+            currentSelectedActionIndex = selectedButton?.offset
+            selectedButton?.element.backgroundColor = .secondarySystemFill
+            
+            generator.prepare()
+            
+        case .changed:
+            if selectedButton == nil && hitTest(recognizer.location(in: self), with: nil)?.tag == ViewTags.customAlertSeparator {
+                break
+            }
+            
+            if selectedButton?.offset != currentSelectedActionIndex {
+                if let currentSelectedActionIndex {
+                    actionButtons[currentSelectedActionIndex].backgroundColor = nil
                 }
-                
-                currentSelectedActionIndex = index
-                labelWrapper.backgroundColor = .secondarySystemFill
-                
-                generator.prepare()
-                
-                return true
+                generator.selectionChanged()
             }
+            
+            currentSelectedActionIndex = selectedButton?.offset
+            selectedButton?.element.backgroundColor = .secondarySystemFill
+            
+            generator.prepare()
+            
+        case .ended:
+            if let currentSelectedActionIndex {
+                let button = actionButtons[currentSelectedActionIndex]
+                button.backgroundColor = nil
+                let action = reorderedActions[currentSelectedActionIndex]
+                if action.handler == nil,
+                   case .menu(_) = action.style,
+                   let interaction = button.contextMenuInteraction {
+                    let selector = NSSelectorFromString(["Location:", "At", "Menu", "present", "_"].reversed().joined())
+                    if interaction.responds(to: selector) {
+                        interaction.perform(selector, with: recognizer.location(in: button))
+                    }
+                } else {
+                    action.handler?()
+                    self.dismiss()
+                }
+            }
+            
+        default:
+            break
         }
-        // didn't hit any button
-        if let currentSelectedActionIndex {
-            labelWrappers[currentSelectedActionIndex].backgroundColor = nil
-            self.currentSelectedActionIndex = nil
-        }
-        return true
     }
+}
+
+class CustomAlertActionButton: UIControl {
+    private let action: CustomAlertController.Action
+    private let dismiss: () -> Void
     
-    override func endTracking(_ touch: UITouch?, with event: UIEvent?) {
-        super.endTracking(touch, with: event)
+    var titleView = UIStackView()
+    
+    init(action: CustomAlertController.Action, dismiss: @escaping () -> Void) {
+        precondition(action.title != nil || action.image != nil, "action must have image and/or title")
         
-        if let currentSelectedActionIndex {
-            labelWrappers[currentSelectedActionIndex].backgroundColor = nil
-            reorderedActions[currentSelectedActionIndex].handler?()
-            dismiss()
-        }
-    }
-    
-    override func cancelTracking(with event: UIEvent?) {
-        super.cancelTracking(with: event)
+        self.action = action
+        self.dismiss = dismiss
         
-        if let currentSelectedActionIndex {
-            labelWrappers[currentSelectedActionIndex].backgroundColor = nil
+        super.init(frame: .zero)
+        
+        titleView = UIStackView()
+        titleView.axis = .horizontal
+        titleView.spacing = 4
+        
+        if let title = action.title {
+            let label = UILabel()
+            label.text = title
+            label.textColor = .tintColor
+            switch action.style {
+            case .cancel:
+                label.font = UIFont(descriptor: .preferredFontDescriptor(withTextStyle: .body).withSymbolicTraits(.traitBold)!, size: 0)
+            case .destructive:
+                label.textColor = .systemRed
+            default:
+                break
+            }
+            titleView.addArrangedSubview(label)
+        }
+        
+        if let image = action.image {
+            let imageView = UIImageView(image: image)
+            titleView.addArrangedSubview(imageView)
+        }
+        
+        titleView.translatesAutoresizingMaskIntoConstraints = false
+        addSubview(titleView)
+        NSLayoutConstraint.activate([
+            titleView.leadingAnchor.constraint(greaterThanOrEqualTo: leadingAnchor, constant: 4),
+            titleView.trailingAnchor.constraint(lessThanOrEqualTo: trailingAnchor, constant: -4),
+            titleView.centerXAnchor.constraint(equalTo: centerXAnchor),
+            titleView.centerYAnchor.constraint(equalTo: centerYAnchor),
+            heightAnchor.constraint(equalToConstant: 44),
+        ])
+        
+        if case .menu(_) = action.style {
+            self.isContextMenuInteractionEnabled = true
+            self.showsMenuAsPrimaryAction = action.handler == nil
         }
     }
     
+    required init?(coder: NSCoder) {
+        fatalError("init(coder:) has not been implemented")
+    }
+    
+    override func contextMenuInteraction(_ interaction: UIContextMenuInteraction, configurationForMenuAtLocation location: CGPoint) -> UIContextMenuConfiguration? {
+        guard case .menu(let menuActions) = action.style else {
+            return nil
+        }
+        return UIContextMenuConfiguration(actionProvider: { _ in
+            return UIMenu(children: menuActions.map { action in
+                UIAction(title: action.title, subtitle: action.subtitle, image: action.image) { [unowned self] _ in
+                    action.handler()
+                    self.dismiss()
+                }
+            })
+        })
+    }
+    
+    override func contextMenuInteraction(_ interaction: UIContextMenuInteraction, willDisplayMenuFor configuration: UIContextMenuConfiguration, animator: UIContextMenuInteractionAnimating?) {
+        super.contextMenuInteraction(interaction, willDisplayMenuFor: configuration, animator: animator)
+        if let animator {
+            animator.addAnimations {
+                self.backgroundColor = nil
+            }
+        } else {
+            backgroundColor = nil
+        }
+    }
+    
+    override func contextMenuInteraction(_ interaction: UIContextMenuInteraction, willEndFor configuration: UIContextMenuConfiguration, animator: UIContextMenuInteractionAnimating?) {
+        super.contextMenuInteraction(interaction, willEndFor: configuration, animator: animator)
+    }
+    
+    override func touchesBegan(_ touches: Set<UITouch>, with event: UIEvent?) {
+        super.touchesBegan(touches, with: event)
+        
+        if point(inside: touches.first!.location(in: self), with: event) {
+            backgroundColor = .secondarySystemFill
+        }
+    }
+    
+    override func touchesMoved(_ touches: Set<UITouch>, with event: UIEvent?) {
+        super.touchesMoved(touches, with: event)
+    }
+    
+    override func touchesEnded(_ touches: Set<UITouch>, with event: UIEvent?) {
+        super.touchesEnded(touches, with: event)
+        backgroundColor = nil
+        action.handler?()
+        dismiss()
+    }
 }
 
 extension CustomAlertController {
diff --git a/Tusker/ViewTags.swift b/Tusker/ViewTags.swift
index 953af036..e032b21a 100644
--- a/Tusker/ViewTags.swift
+++ b/Tusker/ViewTags.swift
@@ -17,4 +17,5 @@ struct ViewTags {
     static let navForwardBarButton = 42004
     static let navEmptyTitleView = 42005
     static let splitNavCloseSecondaryButton = 42006
+    static let customAlertSeparator = 42007
 }
diff --git a/Tusker/Views/Status/BaseStatusTableViewCell.swift b/Tusker/Views/Status/BaseStatusTableViewCell.swift
index 04cc21c3..658f9e2d 100644
--- a/Tusker/Views/Status/BaseStatusTableViewCell.swift
+++ b/Tusker/Views/Status/BaseStatusTableViewCell.swift
@@ -412,13 +412,32 @@ class BaseStatusTableViewCell: UITableViewCell {
         // if we are about to reblog and the user has confirmation enabled
         if !reblogged,
            Preferences.shared.confirmBeforeReblog {
+            let image: UIImage?
+            let reblogVisibilityActions: [CustomAlertController.MenuAction]?
+            if mastodonController.instanceFeatures.reblogVisibility {
+                image = UIImage(systemName: Status.Visibility.public.unfilledImageName)
+                reblogVisibilityActions = [Status.Visibility.unlisted, .private].map { visibility in
+                    CustomAlertController.MenuAction(title: "Reblog as \(visibility.displayName)", subtitle: visibility.subtitle, image: UIImage(systemName: visibility.unfilledImageName)) { [unowned self] in
+                        self.toggleReblogInternal(visibility: visibility)
+                    }
+                }
+            } else {
+                image = nil
+                reblogVisibilityActions = nil
+            }
+            
             let preview = ConfirmReblogStatusPreviewView(status: status)
-            let config = CustomAlertController.Configuration(title: "Are you sure you want to reblog this post?", content: preview, actions: [
+            var config = CustomAlertController.Configuration(title: "Are you sure you want to reblog this post?", content: preview, actions: [
                 CustomAlertController.Action(title: "Cancel", style: .cancel, handler: nil),
-                CustomAlertController.Action(title: "Reblog", style: .default, handler: { [unowned self] in
+                CustomAlertController.Action(title: "Reblog", image: image, style: .default, handler: { [unowned self] in
                     self.toggleReblogInternal(visibility: nil)
                 }),
             ])
+            if let reblogVisibilityActions {
+                var menuAction = CustomAlertController.Action(title: nil, image: UIImage(systemName: "chevron.down"), style: .menu(reblogVisibilityActions), handler: nil)
+                menuAction.isSecondaryMenu = true
+                config.actions.append(menuAction)
+            }
             let alert = CustomAlertController(config: config)
             delegate?.present(alert, animated: true)
         } else {