diff --git a/skyvern-frontend/src/components/NavLinkGroup.tsx b/skyvern-frontend/src/components/NavLinkGroup.tsx
index 8d9902d5..91b0dbb8 100644
--- a/skyvern-frontend/src/components/NavLinkGroup.tsx
+++ b/skyvern-frontend/src/components/NavLinkGroup.tsx
@@ -1,8 +1,10 @@
+import { useState } from "react";
 import { useSidebarStore } from "@/store/SidebarStore";
 import { cn } from "@/util/utils";
 import { NavLink, useMatches } from "react-router-dom";
 import { Badge } from "./ui/badge";
 import { useIsMobile } from "@/hooks/useIsMobile.ts";
+import { ChevronDownIcon } from "@radix-ui/react-icons";
 
 type Props = {
   title: string;
@@ -14,21 +16,108 @@ type Props = {
     beta?: boolean;
     icon?: React.ReactNode;
   }>;
+  collapsible?: boolean;
+  initialVisibleCount?: number;
 };
 
-function NavLinkGroup({ title, links }: Props) {
+type LinkItem = Props["links"][number];
+
+function NavLinkItem({
+  link,
+  isMobile,
+  sidebarCollapsed,
+  groupIsActive,
+  isPartiallyHidden,
+}: {
+  link: LinkItem;
+  isMobile: boolean;
+  sidebarCollapsed: boolean;
+  groupIsActive: boolean;
+  isPartiallyHidden?: boolean;
+}) {
+  return (
+    <NavLink
+      to={link.to}
+      target={link.newTab ? "_blank" : undefined}
+      rel={link.newTab ? "noopener noreferrer" : undefined}
+      className={({ isActive }) => {
+        return cn(
+          "block rounded-lg py-2 pl-3 text-slate-400 hover:bg-muted hover:text-primary",
+          { "py-1 pl-0 text-[0.8rem]": isMobile },
+          {
+            "bg-muted": isActive,
+          },
+          {
+            "text-primary": groupIsActive,
+            "px-3": sidebarCollapsed,
+          },
+        );
+      }}
+      style={
+        isPartiallyHidden
+          ? {
+              maskImage:
+                "linear-gradient(to bottom, black 0%, transparent 100%)",
+              WebkitMaskImage:
+                "linear-gradient(to bottom, black 0%, transparent 100%)",
+              pointerEvents: "none",
+            }
+          : undefined
+      }
+      tabIndex={isPartiallyHidden ? -1 : undefined}
+    >
+      <div className="flex justify-between">
+        <div className="flex items-center gap-2">
+          {link.icon}
+          {!sidebarCollapsed && link.label}
+        </div>
+        {!sidebarCollapsed && link.disabled && (
+          <Badge
+            className="rounded-[40px] px-2 py-1"
+            style={{
+              backgroundColor: groupIsActive ? "#301615" : "#1E1016",
+              color: groupIsActive ? "#EA580C" : "#8D3710",
+            }}
+          >
+            {link.beta ? "Beta" : "Training"}
+          </Badge>
+        )}
+      </div>
+    </NavLink>
+  );
+}
+
+function NavLinkGroup({
+  title,
+  links,
+  collapsible = false,
+  initialVisibleCount = 3,
+}: Props) {
   const isMobile = useIsMobile();
-  const { collapsed } = useSidebarStore();
+  const { collapsed: sidebarCollapsed } = useSidebarStore();
   const matches = useMatches();
+  const [isExpanded, setIsExpanded] = useState(false);
+
   const groupIsActive = matches.some((match) => {
     const inputs = links.map((link) => link.to);
     return inputs.includes(match.pathname);
   });
 
+  const shouldCollapse =
+    collapsible && !sidebarCollapsed && links.length > initialVisibleCount;
+  const alwaysVisibleLinks = shouldCollapse
+    ? links.slice(0, initialVisibleCount)
+    : links;
+  const collapsibleLinks = shouldCollapse
+    ? links.slice(initialVisibleCount)
+    : [];
+  const peekLink = collapsibleLinks[0];
+  const hiddenCount = collapsibleLinks.length;
+
   return (
     <div
       className={cn("flex flex-col gap-[0.625rem]", {
-        "items-center": collapsed,
+        "items-center": sidebarCollapsed,
       })}
     >
       <div
@@ -39,54 +128,88 @@ function NavLinkGroup({ title, links }: Props) {
       >
         <div
           className={cn({
-            "text-center": collapsed,
+            "text-center": sidebarCollapsed,
           })}
         >
           {title}
         </div>
       </div>
-      <div className="space-y-[1px]]">
-        {links.map((link) => {
-          return (
-            <NavLink
-              key={link.to}
-              to={link.to}
-              target={link.newTab ? "_blank" : undefined}
-              rel={link.newTab ? "noopener noreferrer" : undefined}
-              className={({ isActive }) => {
-                return cn(
-                  "block rounded-lg py-2 pl-3 text-slate-400 hover:bg-muted hover:text-primary",
-                  { "py-1 pl-0 text-[0.8rem]": isMobile },
-                  {
-                    "bg-muted": isActive,
-                  },
-                  {
-                    "text-primary": groupIsActive,
-                    "px-3": collapsed,
-                  },
-                );
+      <div className="relative space-y-[1px]">
+        {/* Always visible links */}
+        {alwaysVisibleLinks.map((link) => (
+          <NavLinkItem
+            key={link.to}
+            link={link}
+            isMobile={isMobile}
+            sidebarCollapsed={sidebarCollapsed}
+            groupIsActive={groupIsActive}
+          />
+        ))}
+
+        {/* Collapsible section */}
+        {shouldCollapse && !sidebarCollapsed && (
+          <>
+            {/* Peek item - fades out when collapsed */}
+            <div
+              className="transition-all duration-300 ease-in-out"
+              style={{
+                opacity: isExpanded ? 0 : 1,
+                height: isExpanded ? 0 : "auto",
+                overflow: "hidden",
+                pointerEvents: isExpanded ? "none" : "auto",
               }}
             >
-              <div className="flex justify-between">
-                <div className="flex items-center gap-2">
-                  {link.icon}
-                  {!collapsed && link.label}
-                </div>
-                {!collapsed && link.disabled && (
-                  <Badge
-                    className="rounded-[40px] px-2 py-1"
-                    style={{
-                      backgroundColor: groupIsActive ? "#301615" : "#1E1016",
-                      color: groupIsActive ? "#EA580C" : "#8D3710",
-                    }}
-                  >
-                    {link.beta ? "Beta" : "Training"}
-                  </Badge>
-                )}
+              {peekLink && (
+                <NavLinkItem
+                  link={peekLink}
+                  isMobile={isMobile}
+                  sidebarCollapsed={sidebarCollapsed}
+                  groupIsActive={groupIsActive}
+                  isPartiallyHidden={true}
+                />
+              )}
+            </div>
+
+            {/* Expandable content using CSS grid animation */}
+            <div
+              className="grid transition-[grid-template-rows] duration-300 ease-in-out"
+              style={{
+                gridTemplateRows: isExpanded ? "1fr" : "0fr",
+              }}
+            >
+              <div className="overflow-hidden">
+                {collapsibleLinks.map((link) => (
+                  <NavLinkItem
+                    key={link.to}
+                    link={link}
+                    isMobile={isMobile}
+                    sidebarCollapsed={sidebarCollapsed}
+                    groupIsActive={groupIsActive}
+                  />
+                ))}
               </div>
-            </NavLink>
-          );
-        })}
+            </div>
+
+            {/* Expand/collapse button */}
+            <button
+              onClick={() => setIsExpanded(!isExpanded)}
+              className={cn(
+                "flex w-full items-center gap-2 rounded-lg py-2 pl-3 text-slate-400 hover:bg-muted hover:text-primary",
+                { "py-1 pl-0 text-[0.8rem]": isMobile },
+              )}
+            >
+              <span
+                className="inline-flex transition-transform duration-300 ease-in-out"
+                style={{
+                  transform: isExpanded ? "rotate(180deg)" : "rotate(0deg)",
+                }}
+              >
+                <ChevronDownIcon className="size-6" />
+              </span>
+              <span>{isExpanded ? "Show less" : `${hiddenCount} more`}</span>
+            </button>
+          </>
+        )}
       </div>
     </div>
   );