diff --git a/apps/webapp/app/components/ImpersonationBanner.tsx b/apps/webapp/app/components/ImpersonationBanner.tsx
index d4486fc96a..367f31dfd3 100644
--- a/apps/webapp/app/components/ImpersonationBanner.tsx
+++ b/apps/webapp/app/components/ImpersonationBanner.tsx
@@ -1,7 +1,6 @@
+import { UserMinusIcon } from "@heroicons/react/20/solid";
 import { Form } from "@remix-run/react";
-import { Paragraph } from "./primitives/Paragraph";
 import { Button } from "./primitives/Buttons";
-import { UserMinusIcon } from "@heroicons/react/20/solid";
 
 export function ImpersonationBanner() {
   return (
@@ -13,6 +12,7 @@ export function ImpersonationBanner() {
           LeadingIcon={UserMinusIcon}
           fullWidth
           textAlignLeft
+          className="text-amber-400"
         >
           Stop impersonating
         </Button>
diff --git a/apps/webapp/app/components/SetupCommands.tsx b/apps/webapp/app/components/SetupCommands.tsx
index fc376480a6..c711e6c3df 100644
--- a/apps/webapp/app/components/SetupCommands.tsx
+++ b/apps/webapp/app/components/SetupCommands.tsx
@@ -10,6 +10,7 @@ import {
 } from "./primitives/ClientTabs";
 import { ClipboardField } from "./primitives/ClipboardField";
 import { Paragraph } from "./primitives/Paragraph";
+import { Header3 } from "./primitives/Headers";
 
 type PackageManagerContextType = {
   activePackageManager: string;
@@ -61,7 +62,12 @@ function getApiUrlArg() {
   return apiUrl ? `-a ${apiUrl}` : undefined;
 }
 
-export function InitCommandV3() {
+// Add title prop to the component interfaces
+type TabsProps = {
+  title?: string;
+};
+
+export function InitCommandV3({ title }: TabsProps) {
   const project = useProject();
   const projectRef = project.externalRef;
   const apiUrlArg = getApiUrlArg();
@@ -77,14 +83,17 @@ export function InitCommandV3() {
       value={activePackageManager}
       onValueChange={setActivePackageManager}
     >
-      <ClientTabsList>
-        <ClientTabsTrigger value={"npm"}>npm</ClientTabsTrigger>
-        <ClientTabsTrigger value={"pnpm"}>pnpm</ClientTabsTrigger>
-        <ClientTabsTrigger value={"yarn"}>yarn</ClientTabsTrigger>
-      </ClientTabsList>
+      <div className="flex items-center gap-4">
+        {title && <span>{title}</span>}
+        <ClientTabsList className={title ? "ml-auto" : ""}>
+          <ClientTabsTrigger value={"npm"}>npm</ClientTabsTrigger>
+          <ClientTabsTrigger value={"pnpm"}>pnpm</ClientTabsTrigger>
+          <ClientTabsTrigger value={"yarn"}>yarn</ClientTabsTrigger>
+        </ClientTabsList>
+      </div>
       <ClientTabsContent value={"npm"}>
         <ClipboardField
-          variant="primary/medium"
+          variant="secondary/medium"
           iconButton
           className="mb-4"
           value={`npx ${initCommand}`}
@@ -92,7 +101,7 @@ export function InitCommandV3() {
       </ClientTabsContent>
       <ClientTabsContent value={"pnpm"}>
         <ClipboardField
-          variant="primary/medium"
+          variant="secondary/medium"
           iconButton
           className="mb-4"
           value={`pnpm dlx ${initCommand}`}
@@ -100,7 +109,7 @@ export function InitCommandV3() {
       </ClientTabsContent>
       <ClientTabsContent value={"yarn"}>
         <ClipboardField
-          variant="primary/medium"
+          variant="secondary/medium"
           iconButton
           className="mb-4"
           value={`yarn dlx ${initCommand}`}
@@ -110,7 +119,7 @@ export function InitCommandV3() {
   );
 }
 
-export function TriggerDevStepV3() {
+export function TriggerDevStepV3({ title }: TabsProps) {
   const { activePackageManager, setActivePackageManager } = usePackageManager();
 
   return (
@@ -119,14 +128,17 @@ export function TriggerDevStepV3() {
       value={activePackageManager}
       onValueChange={setActivePackageManager}
     >
-      <ClientTabsList>
-        <ClientTabsTrigger value={"npm"}>npm</ClientTabsTrigger>
-        <ClientTabsTrigger value={"pnpm"}>pnpm</ClientTabsTrigger>
-        <ClientTabsTrigger value={"yarn"}>yarn</ClientTabsTrigger>
-      </ClientTabsList>
+      <div className="flex items-center gap-4">
+        {title && <Header3>{title}</Header3>}
+        <ClientTabsList className={title ? "ml-auto" : ""}>
+          <ClientTabsTrigger value={"npm"}>npm</ClientTabsTrigger>
+          <ClientTabsTrigger value={"pnpm"}>pnpm</ClientTabsTrigger>
+          <ClientTabsTrigger value={"yarn"}>yarn</ClientTabsTrigger>
+        </ClientTabsList>
+      </div>
       <ClientTabsContent value={"npm"}>
         <ClipboardField
-          variant="primary/medium"
+          variant="secondary/medium"
           iconButton
           className="mb-4"
           value={`npx trigger.dev@${v3PackageTag} dev`}
@@ -134,7 +146,7 @@ export function TriggerDevStepV3() {
       </ClientTabsContent>
       <ClientTabsContent value={"pnpm"}>
         <ClipboardField
-          variant="primary/medium"
+          variant="secondary/medium"
           iconButton
           className="mb-4"
           value={`pnpm dlx trigger.dev@${v3PackageTag} dev`}
@@ -142,7 +154,7 @@ export function TriggerDevStepV3() {
       </ClientTabsContent>
       <ClientTabsContent value={"yarn"}>
         <ClipboardField
-          variant="primary/medium"
+          variant="secondary/medium"
           iconButton
           className="mb-4"
           value={`yarn dlx trigger.dev@${v3PackageTag} dev`}
@@ -152,7 +164,7 @@ export function TriggerDevStepV3() {
   );
 }
 
-export function TriggerLoginStepV3() {
+export function TriggerLoginStepV3({ title }: TabsProps) {
   const { activePackageManager, setActivePackageManager } = usePackageManager();
 
   return (
@@ -161,14 +173,17 @@ export function TriggerLoginStepV3() {
       value={activePackageManager}
       onValueChange={setActivePackageManager}
     >
-      <ClientTabsList>
-        <ClientTabsTrigger value={"npm"}>npm</ClientTabsTrigger>
-        <ClientTabsTrigger value={"pnpm"}>pnpm</ClientTabsTrigger>
-        <ClientTabsTrigger value={"yarn"}>yarn</ClientTabsTrigger>
-      </ClientTabsList>
+      <div className="flex items-center gap-4">
+        {title && <span>{title}</span>}
+        <ClientTabsList className={title ? "ml-auto" : ""}>
+          <ClientTabsTrigger value={"npm"}>npm</ClientTabsTrigger>
+          <ClientTabsTrigger value={"pnpm"}>pnpm</ClientTabsTrigger>
+          <ClientTabsTrigger value={"yarn"}>yarn</ClientTabsTrigger>
+        </ClientTabsList>
+      </div>
       <ClientTabsContent value={"npm"}>
         <ClipboardField
-          variant="primary/medium"
+          variant="secondary/medium"
           iconButton
           className="mb-4"
           value={`npx trigger.dev@${v3PackageTag} login`}
@@ -176,7 +191,7 @@ export function TriggerLoginStepV3() {
       </ClientTabsContent>
       <ClientTabsContent value={"pnpm"}>
         <ClipboardField
-          variant="primary/medium"
+          variant="secondary/medium"
           iconButton
           className="mb-4"
           value={`pnpm dlx trigger.dev@${v3PackageTag} login`}
@@ -184,7 +199,7 @@ export function TriggerLoginStepV3() {
       </ClientTabsContent>
       <ClientTabsContent value={"yarn"}>
         <ClipboardField
-          variant="primary/medium"
+          variant="secondary/medium"
           iconButton
           className="mb-4"
           value={`yarn dlx trigger.dev@${v3PackageTag} login`}
diff --git a/apps/webapp/app/components/navigation/EnvironmentSelector.tsx b/apps/webapp/app/components/navigation/EnvironmentSelector.tsx
index 5df3fe6aa3..c2c0e520a0 100644
--- a/apps/webapp/app/components/navigation/EnvironmentSelector.tsx
+++ b/apps/webapp/app/components/navigation/EnvironmentSelector.tsx
@@ -1,7 +1,10 @@
 import { useNavigation } from "@remix-run/react";
 import { useEffect, useState } from "react";
 import { useEnvironmentSwitcher } from "~/hooks/useEnvironmentSwitcher";
+import { useFeatures } from "~/hooks/useFeatures";
 import { type MatchedOrganization } from "~/hooks/useOrganizations";
+import { cn } from "~/utils/cn";
+import { v3BillingPath } from "~/utils/pathBuilder";
 import { EnvironmentCombo } from "../environments/EnvironmentLabel";
 import {
   Popover,
@@ -11,10 +14,6 @@ import {
   PopoverSectionHeader,
 } from "../primitives/Popover";
 import { type SideMenuEnvironment, type SideMenuProject } from "./SideMenu";
-import { cn } from "~/utils/cn";
-import { useFeatures } from "~/hooks/useFeatures";
-import { v3BillingPath } from "~/utils/pathBuilder";
-import { TextLink } from "../primitives/TextLink";
 
 export function EnvironmentSelector({
   organization,
diff --git a/apps/webapp/app/components/navigation/SideMenu.tsx b/apps/webapp/app/components/navigation/SideMenu.tsx
index df6431f202..b4298ff402 100644
--- a/apps/webapp/app/components/navigation/SideMenu.tsx
+++ b/apps/webapp/app/components/navigation/SideMenu.tsx
@@ -56,13 +56,11 @@ import {
   v3TestPath,
   v3UsagePath,
 } from "~/utils/pathBuilder";
-import { useDevPresence } from "../DevPresence";
-import { ImpersonationBanner } from "../ImpersonationBanner";
-import { PackageManagerProvider, TriggerDevStepV3 } from "../SetupCommands";
-import { UserProfilePhoto } from "../UserProfilePhoto";
 import connectedImage from "../../assets/images/cli-connected.png";
 import disconnectedImage from "../../assets/images/cli-disconnected.png";
 import { FreePlanUsage } from "../billing/FreePlanUsage";
+import { useDevPresence } from "../DevPresence";
+import { ImpersonationBanner } from "../ImpersonationBanner";
 import { Button, ButtonContent, LinkButton } from "../primitives/Buttons";
 import {
   Dialog,
@@ -80,18 +78,15 @@ import {
   PopoverTrigger,
 } from "../primitives/Popover";
 import { TextLink } from "../primitives/TextLink";
+import { Tooltip, TooltipContent, TooltipProvider, TooltipTrigger } from "../primitives/Tooltip";
+import { PackageManagerProvider, TriggerDevStepV3 } from "../SetupCommands";
+import { UserProfilePhoto } from "../UserProfilePhoto";
 import { EnvironmentSelector } from "./EnvironmentSelector";
 import { HelpAndFeedback } from "./HelpAndFeedbackPopover";
 import { SideMenuHeader } from "./SideMenuHeader";
 import { SideMenuItem } from "./SideMenuItem";
 import { SideMenuSection } from "./SideMenuSection";
-import {
-  SimpleTooltip,
-  Tooltip,
-  TooltipContent,
-  TooltipProvider,
-  TooltipTrigger,
-} from "../primitives/Tooltip";
+import { InlineCode } from "../code/InlineCode";
 
 type SideMenuUser = Pick<User, "email" | "admin"> & { isImpersonating: boolean };
 export type SideMenuProject = Pick<
@@ -144,8 +139,8 @@ export function SideMenu({
     >
       <div
         className={cn(
-          "flex items-center justify-between px-1 py-1 transition",
-          showHeaderDivider ? " border-grid-bright" : "border-transparent"
+          "flex items-center justify-between border-b px-1 py-1 transition duration-300",
+          showHeaderDivider ? "border-grid-bright" : "border-transparent"
         )}
       >
         <ProjectSelector
@@ -303,7 +298,10 @@ function ProjectSelector({
       <PopoverArrowTrigger
         isOpen={isOrgMenuOpen}
         overflowHidden
-        className="h-8 w-full justify-between overflow-hidden py-1 pl-1.5"
+        className={cn(
+          "h-8 w-full justify-between overflow-hidden py-1 pl-1.5",
+          user.isImpersonating && "border border-dashed border-amber-400"
+        )}
       >
         <span className="flex items-center gap-1.5 overflow-hidden">
           <Avatar avatar={organization.avatar} className="size-5" />
@@ -320,25 +318,26 @@ function ProjectSelector({
       >
         <div className="flex flex-col gap-2 bg-charcoal-750 p-2">
           <div className="flex items-center gap-2.5">
-            <div className="box-content size-10 overflow-clip rounded-sm border border-charcoal-700 bg-charcoal-850">
+            <div className="box-content size-10 overflow-clip rounded-sm bg-charcoal-800">
               <Avatar avatar={organization.avatar} className="size-10" includePadding />
             </div>
             <div className="space-y-0.5">
-              <Paragraph variant="extra-small/bright">{organization.title}</Paragraph>
-              <div className="flex items-baseline">
+              <Paragraph variant="small/bright">{organization.title}</Paragraph>
+              <div className="flex items-baseline gap-2">
                 {plan && (
-                  <Paragraph variant="extra-small">
-                    <TextLink variant="secondary" to={v3BillingPath(organization)}>
-                      {plan}
-                    </TextLink>
-                  </Paragraph>
-                )}
-                <Paragraph variant="extra-small">
                   <TextLink
                     variant="secondary"
-                    to={organizationTeamPath(organization)}
-                  >{simplur`${organization.membersCount} member[|s]`}</TextLink>
-                </Paragraph>
+                    className="text-xs"
+                    to={v3BillingPath(organization)}
+                  >
+                    {plan}
+                  </TextLink>
+                )}
+                <TextLink
+                  variant="secondary"
+                  className="text-xs"
+                  to={organizationTeamPath(organization)}
+                >{simplur`${organization.membersCount} member[|s]`}</TextLink>
               </div>
             </div>
           </div>
@@ -348,6 +347,7 @@ function ProjectSelector({
               to={organizationSettingsPath(organization)}
               fullWidth
               iconSpacing="gap-1.5"
+              className="group-hover/button:border-charcoal-500"
             >
               <CogIcon className="size-4 text-text-dimmed" />
               <span className="text-text-bright">Settings</span>
@@ -357,6 +357,7 @@ function ProjectSelector({
               to={v3UsagePath(organization)}
               fullWidth
               iconSpacing="gap-1.5"
+              className="group-hover/button:border-charcoal-500"
             >
               <ChartBarIcon className="size-4 text-text-dimmed" />
               <span className="text-text-bright">Usage</span>
@@ -550,9 +551,7 @@ export function DevConnection() {
       </div>
       <DialogContent>
         <DialogHeader>
-          {isConnected
-            ? "Your dev server is connected to Trigger.dev"
-            : "Your dev server is not connected to Trigger.dev"}
+          {isConnected ? "Your dev server is connected" : "Your dev server is not connected"}
         </DialogHeader>
         <div className="mt-2 flex flex-col gap-3 px-2">
           <div className="flex flex-col items-center justify-center gap-6 px-6 py-10">
@@ -571,20 +570,17 @@ export function DevConnection() {
           {isConnected ? null : (
             <div className="space-y-3">
               <PackageManagerProvider>
-                <TriggerDevStepV3 />
+                <TriggerDevStepV3 title="Run this command to connect" />
               </PackageManagerProvider>
               <Paragraph variant="small">
-                Run this CLI `dev` command to connect to the Trigger.dev servers to start developing
-                locally. Keep it running while you develop to stay connected.
+                Run this CLI <InlineCode variant="extra-small">dev</InlineCode> command to connect
+                to the Trigger.dev servers to start developing locally. Keep it running while you
+                develop to stay connected. Learn more in the{" "}
+                <TextLink to={docsPath("cli-dev")}>CLI docs</TextLink>.
               </Paragraph>
             </div>
           )}
         </div>
-        <DialogFooter>
-          <LinkButton variant="tertiary/medium" LeadingIcon={BookOpenIcon} to={docsPath("cli-dev")}>
-            CLI docs
-          </LinkButton>
-        </DialogFooter>
       </DialogContent>
     </Dialog>
   );
diff --git a/apps/webapp/app/components/navigation/SideMenuSection.tsx b/apps/webapp/app/components/navigation/SideMenuSection.tsx
index e6d4e47593..170451db43 100644
--- a/apps/webapp/app/components/navigation/SideMenuSection.tsx
+++ b/apps/webapp/app/components/navigation/SideMenuSection.tsx
@@ -50,13 +50,13 @@ export function SideMenuSection({
             expanded: {
               height: "auto",
               transition: {
-                height: { duration: 0.3, ease: "easeOut" },
+                height: { duration: 0.3, ease: "easeInOut" },
               },
             },
             collapsed: {
               height: 0,
               transition: {
-                height: { duration: 0.2, ease: "easeIn" },
+                height: { duration: 0.2, ease: "easeInOut" },
               },
             },
           }}
@@ -67,12 +67,12 @@ export function SideMenuSection({
               expanded: {
                 translateY: 0,
                 opacity: 1,
-                transition: { duration: 0.3, ease: "easeOut" },
+                transition: { duration: 0.3, ease: "easeInOut" },
               },
               collapsed: {
                 translateY: "-100%",
                 opacity: 0,
-                transition: { duration: 0.2, ease: "easeIn" },
+                transition: { duration: 0.2, ease: "easeInOut" },
               },
             }}
           >
diff --git a/apps/webapp/app/components/primitives/Avatar.tsx b/apps/webapp/app/components/primitives/Avatar.tsx
index 3c62c0900b..33998885fa 100644
--- a/apps/webapp/app/components/primitives/Avatar.tsx
+++ b/apps/webapp/app/components/primitives/Avatar.tsx
@@ -1,12 +1,11 @@
 import {
   BuildingOffice2Icon,
   CodeBracketSquareIcon,
-  CubeIcon,
   FaceSmileIcon,
   FireIcon,
   RocketLaunchIcon,
   StarIcon,
-} from "@heroicons/react/24/solid";
+} from "@heroicons/react/20/solid";
 import { type Prisma } from "@trigger.dev/database";
 import { useLayoutEffect, useRef, useState } from "react";
 import { z } from "zod";
diff --git a/apps/webapp/app/components/primitives/Popover.tsx b/apps/webapp/app/components/primitives/Popover.tsx
index 6fc0bffe6f..0c84e4b900 100644
--- a/apps/webapp/app/components/primitives/Popover.tsx
+++ b/apps/webapp/app/components/primitives/Popover.tsx
@@ -175,12 +175,7 @@ function PopoverArrowTrigger({
       >
         {children}
       </Paragraph>
-      <DropdownIcon
-        className={cn(
-          "h-4 w-4 min-w-[0.75rem] text-text-dimmed transition group-hover:text-text-bright",
-          isOpen && "-scale-y-100"
-        )}
-      />
+      <DropdownIcon className="size-4 min-w-[0.75rem] text-text-dimmed transition group-hover:text-text-bright" />
     </PopoverTrigger>
   );
 }