diff --git a/lib/libimhex/include/hex/api/content_registry.hpp b/lib/libimhex/include/hex/api/content_registry.hpp
index 99e52748e..16f8bd613 100644
--- a/lib/libimhex/include/hex/api/content_registry.hpp
+++ b/lib/libimhex/include/hex/api/content_registry.hpp
@@ -232,6 +232,11 @@ namespace hex {
                     DrawCallback callback;
                 };
 
+                struct SidebarItem {
+                    std::string icon;
+                    DrawCallback callback;
+                };
+
             }
 
             u32 getDockSpaceId();
@@ -240,6 +245,7 @@ namespace hex {
             void addWelcomeScreenEntry(const impl::DrawCallback &function);
             void addFooterItem(const impl::DrawCallback &function);
             void addToolbarItem(const impl::DrawCallback &function);
+            void addSidebarItem(const std::string &icon, const impl::DrawCallback &function);
 
             void addLayout(const std::string &unlocalizedName, const impl::LayoutFunction &function);
 
@@ -247,6 +253,7 @@ namespace hex {
             std::vector<impl::DrawCallback>& getWelcomeScreenEntries();
             std::vector<impl::DrawCallback>& getFooterItems();
             std::vector<impl::DrawCallback>& getToolbarItems();
+            std::vector<impl::SidebarItem>&  getSidebarItems();
 
             std::vector<impl::Layout>& getLayouts();
         }
diff --git a/lib/libimhex/include/hex/helpers/shared_data.hpp b/lib/libimhex/include/hex/helpers/shared_data.hpp
index 46d969bd0..3556ecdfa 100644
--- a/lib/libimhex/include/hex/helpers/shared_data.hpp
+++ b/lib/libimhex/include/hex/helpers/shared_data.hpp
@@ -81,6 +81,7 @@ namespace hex {
         static std::vector<ContentRegistry::Interface::impl::DrawCallback> welcomeScreenEntries;
         static std::vector<ContentRegistry::Interface::impl::DrawCallback> footerItems;
         static std::vector<ContentRegistry::Interface::impl::DrawCallback> toolbarItems;
+        static std::vector<ContentRegistry::Interface::impl::SidebarItem> sidebarItems;
         static std::vector<ContentRegistry::Interface::impl::Layout> layouts;
 
         static std::map<Shortcut, std::function<void()>> globalShortcuts;
diff --git a/lib/libimhex/source/api/content_registry.cpp b/lib/libimhex/source/api/content_registry.cpp
index 8d61a1444..b91da1ee0 100644
--- a/lib/libimhex/source/api/content_registry.cpp
+++ b/lib/libimhex/source/api/content_registry.cpp
@@ -312,6 +312,10 @@ namespace hex {
         getToolbarItems().push_back(function);
     }
 
+    void ContentRegistry::Interface::addSidebarItem(const std::string &icon, const impl::DrawCallback &function) {
+        getSidebarItems().push_back({ icon, function });
+    }
+
     void ContentRegistry::Interface::addLayout(const std::string &unlocalizedName, const impl::LayoutFunction &function) {
         log::info("Added new layout: {}", unlocalizedName);
 
@@ -332,6 +336,9 @@ namespace hex {
     std::vector<ContentRegistry::Interface::impl::DrawCallback>& ContentRegistry::Interface::getToolbarItems() {
         return SharedData::toolbarItems;
     }
+    std::vector<ContentRegistry::Interface::impl::SidebarItem>& ContentRegistry::Interface::getSidebarItems() {
+        return SharedData::sidebarItems;
+    }
 
     std::vector<ContentRegistry::Interface::impl::Layout>& ContentRegistry::Interface::getLayouts() {
         return SharedData::layouts;
diff --git a/lib/libimhex/source/helpers/shared_data.cpp b/lib/libimhex/source/helpers/shared_data.cpp
index 310a9ff1c..ec06daa43 100644
--- a/lib/libimhex/source/helpers/shared_data.cpp
+++ b/lib/libimhex/source/helpers/shared_data.cpp
@@ -30,6 +30,7 @@ namespace hex {
     std::vector<ContentRegistry::Interface::impl::MainMenuItem> SharedData::mainMenuItems;
     std::vector<ContentRegistry::Interface::impl::DrawCallback> SharedData::welcomeScreenEntries;
     std::vector<ContentRegistry::Interface::impl::DrawCallback> SharedData::footerItems;
+    std::vector<ContentRegistry::Interface::impl::SidebarItem>  SharedData::sidebarItems;
     std::vector<ContentRegistry::Interface::impl::DrawCallback> SharedData::toolbarItems;
     std::vector<ContentRegistry::Interface::impl::Layout> SharedData::layouts;
 
diff --git a/main/source/window/window.cpp b/main/source/window/window.cpp
index ebe536066..0f926c8b7 100644
--- a/main/source/window/window.cpp
+++ b/main/source/window/window.cpp
@@ -349,15 +349,26 @@ namespace hex {
         ImGui::GetIO().ConfigFlags |= ImGuiConfigFlags_NavEnableKeyboard;
 
         if (ImGui::Begin("DockSpace", nullptr, windowFlags)) {
+            auto drawList = ImGui::GetWindowDrawList();
             ImGui::PopStyleVar();
-            SharedData::dockSpaceId = ImGui::DockSpace(ImGui::GetID("MainDock"), ImVec2(0.0f, ImGui::GetContentRegionAvail().y - ImGui::GetTextLineHeightWithSpacing() - ImGui::GetStyle().FramePadding.y * 2 - 1));
+            auto sidebarPos = ImGui::GetCursorPos();
+            auto sidebarWidth = ContentRegistry::Interface::getSidebarItems().empty() ? 0 : 30_scaled;
+
+            ImGui::SetCursorPosX(sidebarWidth);
+
+            auto footerHeight = ImGui::GetTextLineHeightWithSpacing() + ImGui::GetStyle().FramePadding.y * 2 + 1_scaled;
+            auto dockSpaceSize = ImVec2(SharedData::windowSize.x - sidebarWidth, ImGui::GetContentRegionAvail().y - footerHeight);
+
+            SharedData::dockSpaceId = ImGui::DockSpace(ImGui::GetID("MainDock"), dockSpaceSize);
+
+            drawList->AddRectFilled(ImGui::GetWindowPos(), ImGui::GetWindowPos() + ImGui::GetWindowSize() - ImVec2(dockSpaceSize.x, footerHeight - ImGui::GetStyle().FramePadding.y - 1_scaled), ImGui::GetColorU32(ImGuiCol_MenuBarBg));
 
             ImGui::Separator();
             ImGui::SetCursorPosX(8);
             for (const auto &callback : ContentRegistry::Interface::getFooterItems()) {
-                auto prevIdx = ImGui::GetWindowDrawList()->_VtxCurrentIdx;
+                auto prevIdx = drawList->_VtxCurrentIdx;
                 callback();
-                auto currIdx = ImGui::GetWindowDrawList()->_VtxCurrentIdx;
+                auto currIdx = drawList->_VtxCurrentIdx;
 
                 // Only draw separator if something was actually drawn
                 if (prevIdx != currIdx) {
@@ -367,6 +378,51 @@ namespace hex {
                 }
             }
 
+            {
+                ImGui::SetCursorPos(sidebarPos);
+
+                static s32 openWindow = -1;
+                u32 index = 0;
+                ImGui::PushID("SideBarWindows");
+                for (const auto &[icon, callback] : ContentRegistry::Interface::getSidebarItems()) {
+                    ImGui::SetCursorPosY(sidebarPos.y + sidebarWidth * index);
+
+                    ImGui::PushStyleColor(ImGuiCol_Button, ImGui::GetColorU32(ImGuiCol_MenuBarBg));
+                    ImGui::PushStyleColor(ImGuiCol_ButtonActive, ImGui::GetColorU32(ImGuiCol_ScrollbarGrabActive));
+                    ImGui::PushStyleColor(ImGuiCol_ButtonHovered, ImGui::GetColorU32(ImGuiCol_ScrollbarGrabHovered));
+
+                    ImGui::BeginDisabled(!ImHexApi::Provider::isValid());
+                    {
+                        if (ImGui::Button(icon.c_str(), ImVec2(sidebarWidth, sidebarWidth))) {
+                            if (openWindow == index)
+                                openWindow = -1;
+                            else
+                                openWindow = index;
+                        }
+                    }
+                    ImGui::EndDisabled();
+
+                    ImGui::PopStyleColor(3);
+
+                    bool open = openWindow == index;
+                    if (open) {
+                        ImGui::SetNextWindowPos(ImGui::GetWindowPos() + sidebarPos + ImVec2(sidebarWidth - 2_scaled, 0));
+                        ImGui::SetNextWindowSize(ImVec2(250_scaled, dockSpaceSize.y + ImGui::GetStyle().FramePadding.y + 2_scaled));
+
+                        ImGui::PushStyleVar(ImGuiStyleVar_WindowBorderSize, 1);
+                        if (ImGui::Begin("Window", &open, ImGuiWindowFlags_NoMove | ImGuiWindowFlags_NoResize | ImGuiWindowFlags_NoTitleBar)) {
+                            callback();
+                        }
+                        ImGui::End();
+                        ImGui::PopStyleVar();
+                    }
+
+                    ImGui::NewLine();
+                    index++;
+                }
+                ImGui::PopID();
+            }
+
             ImGui::PushStyleVar(ImGuiStyleVar_WindowBorderSize, 0.0f);
             if (ImGui::BeginMainMenuBar()) {
 
@@ -420,6 +476,9 @@ namespace hex {
             }
 
             this->beginNativeWindowFrame();
+
+            drawList->AddLine(ImGui::GetWindowPos() + ImVec2(sidebarWidth - 2, 0), ImGui::GetWindowPos() + ImGui::GetWindowSize() - ImVec2(dockSpaceSize.x + 2, footerHeight - ImGui::GetStyle().FramePadding.y - 2), ImGui::GetColorU32(ImGuiCol_Separator));
+            drawList->AddLine(ImGui::GetWindowPos() + ImVec2(sidebarWidth, ImGui::GetCurrentWindow()->MenuBarHeight()), ImGui::GetWindowPos() + ImVec2(ImGui::GetWindowSize().x, ImGui::GetCurrentWindow()->MenuBarHeight()), ImGui::GetColorU32(ImGuiCol_Separator));
         }
         ImGui::End();
         ImGui::PopStyleVar(2);