diff --git a/web/navigation-sidebar/navigation-sidebar-constants.js b/web/navigation-sidebar/navigation-sidebar-constants.js
new file mode 100644
index 000000000..6016daedb
--- /dev/null
+++ b/web/navigation-sidebar/navigation-sidebar-constants.js
@@ -0,0 +1,9 @@
+// @flow
+
+export const navigationSidebarTooltipStyle = {
+  paddingTop: 8,
+  paddingBottom: 8,
+  paddingLeft: 8,
+  paddingRight: 8,
+  height: 17,
+};
diff --git a/web/navigation-sidebar/navigation-sidebar-toolitp.react.js b/web/navigation-sidebar/navigation-sidebar-toolitp.react.js
new file mode 100644
index 000000000..f0a37af8e
--- /dev/null
+++ b/web/navigation-sidebar/navigation-sidebar-toolitp.react.js
@@ -0,0 +1,25 @@
+// @flow
+
+import * as React from 'react';
+
+import { navigationSidebarTooltipStyle } from './navigation-sidebar-constants.js';
+import css from './navigation-sidebar-tooltip.css';
+
+type Props = {
+  +tooltipLabel: string,
+};
+
+function NavigationSidebarTooltip(props: Props): React.Node {
+  const { tooltipLabel } = props;
+
+  return (
+    <div className={css.container}>
+      <div className={css.arrowLeft} />
+      <div className={css.tooltipLabel} style={navigationSidebarTooltipStyle}>
+        {tooltipLabel}
+      </div>
+    </div>
+  );
+}
+
+export default NavigationSidebarTooltip;
diff --git a/web/navigation-sidebar/navigation-sidebar-tooltip.css b/web/navigation-sidebar/navigation-sidebar-tooltip.css
new file mode 100644
index 000000000..be01817b7
--- /dev/null
+++ b/web/navigation-sidebar/navigation-sidebar-tooltip.css
@@ -0,0 +1,24 @@
+.container {
+  position: relative;
+  margin-left: 24px;
+}
+
+.arrowLeft {
+  position: absolute;
+  top: 50%;
+  transform: translateY(-50%);
+  right: 100%;
+  width: 0;
+  height: 0;
+  border-top: 10px solid transparent;
+  border-bottom: 10px solid transparent;
+  border-right: 10px solid var(--tooltip-background-primary-default);
+}
+
+.tooltipLabel {
+  border-radius: 4px;
+  background-color: var(--tooltip-background-primary-default);
+  color: var(--tooltip-label-primary-default);
+  font-size: var(--s-font-14);
+  white-space: nowrap;
+}
diff --git a/web/theme.css b/web/theme.css
index c6596b579..fd5d92b1a 100644
--- a/web/theme.css
+++ b/web/theme.css
@@ -1,382 +1,391 @@
 :root {
   /* Never use color values defined here directly in CSS. Add color variables to "Color Theme" below
 
      The reason we never use color values defined here directly in CSS is
 
       1. It makes changing themes from light / dark / user generated impossible.
       2. Gives the programmer context into the color being used.
       3. If our color system changes it's much easier to change color values in one place.
 
      Add a color value to the theme below, and then use it in your CSS.
      naming convention:
      - bg: background.
      - fg: foreground.
      - color: text-color
    */
   --shades-white-100: #ffffff;
   --shades-white-90: #f5f5f5;
   --shades-white-80: #ebebeb;
   --shades-white-70: #e0e0e0;
   --shades-white-60: #cccccc;
 
   --shades-black-95: #0a0a0a;
   --shades-black-90: #191919;
   --shades-black-85: #1f1f1f;
   --shades-black-75: #404040;
   --shades-black-60: #666666;
   --shades-black-50: #808080;
 
   --violet-dark-100: #7e57c2;
   --violet-dark-80: #6d49ab;
   --violet-dark-60: #563894;
   --violet-dark-40: #44297a;
   --violet-dark-20: #331f5c;
 
   --violet-light-100: #ae94db;
   --violet-light-80: #b9a4df;
   --violet-light-60: #d3c6ec;
   --violet-light-40: #e8e0f5;
   --violet-light-20: #f3f0fa;
 
   --success-light-10: #d5f6e3;
   --success-light-50: #6cdf9c;
   --success-primary: #00c853;
   --success-dark-50: #029841;
   --success-dark-90: #034920;
 
   --error-light-10: #feebe6;
   --error-light-50: #f9947b;
   --error-primary: #f53100;
   --error-dark-50: #b62602;
   --error-dark-90: #4f1203;
 
   --logo-bg: #111827;
   --spoiler-color: #33332c;
   --loading-foreground: #1b0e38;
 
   --bg: var(--shades-black-95);
   --fg: var(--shades-white-100);
   --color-disabled: var(--shades-black-50);
   --text-input-bg: var(--shades-black-75);
   --text-input-color: var(--shades-white-60);
   --text-input-placeholder: var(--shades-white-60);
   --border: var(--shades-black-75);
   --error: var(--error-primary);
   --success: var(--success-dark-50);
 
   /* Color Theme */
 
   --btn-bg-filled: var(--violet-dark-100);
   --btn-bg-outline: var(--shades-black-85);
   --btn-bg-success: var(--success-dark-50);
   --btn-bg-danger: var(--error-primary);
   --btn-bg-disabled: var(--shades-black-75);
   --btn-disabled-color: var(--shades-black-50);
   --chat-bg: var(--violet-dark-80);
   --chat-confirmation-icon: var(--violet-dark-100);
   --keyserver-selection: var(--violet-dark-60);
   --thread-selection: var(--violet-light-80);
   --thread-hover-bg: var(--shades-black-75);
   --thread-active-bg: var(--shades-black-75);
   --chat-timestamp-color: var(--shades-black-50);
   --tool-tip-bg: var(--shades-black-75);
   --tool-tip-color: var(--shades-white-60);
   --border-color: var(--shades-black-75);
   --calendar-chevron: var(--shades-black-50);
   --calendar-day-bg: var(--shades-black-50);
   --calendar-day-selected-color: var(--violet-dark-80);
   --community-bg: var(--shades-black-85);
   --community-settings-selected: var(--violet-dark-60);
   --unread-bg: var(--error-primary);
   --settings-btn-bg: var(--violet-dark-100);
   --community-creation-btn-bg: var(--shades-black-75);
   --community-creation-ancestry-bg: var(--shades-black-75);
   --community-creation-ancestry-text: var(--shades-black-50);
   --community-creation-keyserver-container: var(--shades-black-95);
   --modal-bg: var(--shades-black-85);
   --modal-fg: var(--shades-white-60);
   --join-bg: var(--shades-black-85);
   --help-color: var(--shades-black-50);
   --breadcrumb-color: var(--shades-white-60);
   --breadcrumb-color-unread: var(--shades-white-60);
   --btn-outline-border: var(--shades-black-50);
   --thread-color-read: var(--shades-black-50);
   --thread-preview-secondary: var(--shades-black-60);
   --relationship-button-green: var(--success-dark-50);
   --relationship-button-red: var(--error-primary);
   --relationship-button-text: var(--fg);
   --disconnected-bar-alert-bg: var(--error-dark-50);
   --disconnected-bar-alert-color: var(--shades-white-100);
   --disconnected-bar-connecting-bg: var(--shades-white-70);
   --disconnected-bar-connecting-color: var(--shades-black-95);
   --permission-color: var(--shades-white-60);
   --thread-top-bar-color: var(--shades-white-100);
   --thread-top-bar-search-button-color: var(--shades-black-50);
   --thread-ancestor-keyserver-border: var(--shades-black-60);
   --thread-ancestor-color: var(--shades-white-100);
   --thread-ancestor-separator-color: var(--shades-white-60);
   --text-message-default-background: var(--shades-black-75);
   --message-action-tooltip-bg: var(--shades-black-85);
   --message-action-tooltip-bg-light: var(--shades-black-75);
   --menu-bg: var(--shades-black-85);
   --menu-bg-light: var(--shades-black-75);
   --menu-separator-color: var(--shades-black-75);
   --menu-color: var(--shades-black-50);
   --menu-color-light: var(--shades-white-60);
   --menu-color-hover: var(--shades-white-100);
   --menu-color-dangerous: var(--error-primary);
   --menu-color-dangerous-hover: var(--error-light-50);
   --app-list-icon-disabled-color: var(--shades-white-80);
   --chat-thread-list-color-active: var(--shades-white-60);
   --chat-thread-list-menu-color: var(--shades-white-60);
   --chat-thread-list-menu-bg: var(--shades-black-75);
   --chat-thread-list-menu-active-color: var(--shades-white-60);
   --chat-thread-list-menu-active-bg: var(--shades-black-85);
   --tabs-header-active-color: var(--shades-white-100);
   --tabs-header-active-border: var(--violet-light-100);
   --tabs-header-active-background: var(--violet-dark-100);
   --tabs-header-background-color: var(--shades-black-50);
   --tabs-header-background-color-pill: var(--shades-white-60);
   --tabs-header-background-border: var(--shades-black-75);
   --tabs-header-background-color-hover: var(--shades-white-80);
   --tabs-header-background-border-hover: var(--shades-black-60);
   --members-modal-member-text: var(--shades-black-50);
   --members-modal-member-text-hover: var(--shades-white-100);
   --label-default-bg: var(--violet-dark-80);
   --label-default-color: var(--shades-white-80);
   --label-grey-bg: var(--shades-black-75);
   --label-grey-color: var(--shades-white-80);
   --subchannels-modal-color: var(--shades-black-50);
   --subchannels-modal-color-hover: var(--shades-white-100);
   --color-selector-active-bg: var(--shades-black-75);
   --relationship-modal-color: var(--shades-black-50);
   --arrow-extension-color: var(--shades-black-50);
   --modal-close-color: var(--shades-black-50);
   --modal-close-color-hover: var(--shades-white-100);
   --add-members-group-header-color: var(--shades-black-50);
   --add-members-item-color: var(--shades-black-50);
   --add-members-item-color-hover: var(--shades-white-100);
   --add-members-item-disabled-color: var(--shades-black-75);
   --add-members-item-disabled-color-hover: var(--shades-black-50);
   --add-members-remove-pending-color: var(--error-primary);
   --add-members-remove-pending-color-hover: var(--error-light-50);
   --radio-border: var(--shades-black-60);
   --radio-color: var(--shades-white-60);
   --notification-settings-option-selected-bg: var(--shades-black-75);
   --notification-settings-option-title-color: var(--shades-white-90);
   --notification-settings-option-color: var(--shades-white-60);
   --notification-settings-option-invalid-color: var(--shades-black-75);
   --notification-settings-option-invalid-selected-color: var(--shades-black-50);
   --thread-creation-search-container-bg: var(--shades-black-85);
   --thread-creation-close-search-color: var(--shades-black-50);
   --thread-creation-search-item-bg-hover: var(--shades-black-75);
   --thread-creation-search-item-info-color: var(--shades-black-50);
   --chat-message-list-active-border: #5989d6;
   --sidebars-modal-color: var(--shades-black-50);
   --sidebars-modal-color-hover: var(--shades-white-100);
   --inline-engagement-bg: var(--shades-black-60);
   --inline-engagement-bg-hover: var(--shades-black-75);
   --inline-engagement-color: var(--fg);
   --compose-subchannel-header-fg: var(--shades-black-50);
   --compose-subchannel-header-bg: var(--shades-black-75);
   --compose-subchannel-label-color: var(--shades-black-50);
   --compose-subchannel-mark-color: var(--violet-light-100);
   --enum-option-icon-color: var(--violet-dark-100);
   --show-password-bg-hover: var(--shades-black-60);
   --typeahead-overlay-light: var(--shades-black-75);
   --typeahead-overlay-dark: var(--shades-black-85);
   --typeahead-overlay-text: var(--shades-white-100);
   --typeahead-overlay-shadow-primary: rgba(0, 0, 0, 0.25);
   --typeahead-overlay-shadow-secondary: rgba(0, 0, 0, 0.4);
   --spoiler-text-color: var(--spoiler-color);
   --spoiler-background-color: var(--spoiler-color);
   --purple-link: var(--violet-light-100);
   --drawer-expand-button: var(--shades-black-50);
   --drawer-expand-button-disabled: var(--shades-black-75);
   --drawer-item-color: var(--shades-white-60);
   --drawer-active-item-color: var(--shades-white-100);
   --drawer-open-community-bg: var(--shades-black-90);
   --active-drawer-item-bg: rgba(0, 0, 0, 0.5);
   --community-drawer-lines: rgba(255, 255, 255, 0.08);
   --topbar-button-bg: var(--shades-black-85);
   --filters-button-bg: var(--shades-black-95);
   --filters-button-border: var(--shades-black-75);
   --filters-button-hover-bg: var(--shades-black-85);
   --filter-panel-fg: var(--shades-black-50);
   --filter-panel-bg: #0d0d0d;
   --topbar-button-bg-hover: var(--shades-black-75);
   --topbar-button-fg: var(--shades-white-60);
   --message-label-color: var(--shades-black-50);
   --topbar-lines: rgba(255, 255, 255, 0.08);
   --pin-message-information-text-color: var(--shades-white-60);
   --pin-message-modal-border-color: var(--shades-black-75);
   --pinned-count-banner-color: var(--shades-black-85);
   --pinned-count-text-color: var(--shades-white-90);
   --modal-overlay-background-90: rgba(0, 0, 0, 0.9);
   --modal-overlay-background-80: rgba(0, 0, 0, 0.8);
   --dropdown-text: var(--shades-white-100);
   --dropdown-select-bg: var(--shades-black-85);
   --dropdown-select-border: var(--shades-white-60);
   --dropdown-option-bg: var(--shades-black-75);
   --dropdown-option-hover-bg: var(--shades-black-60);
   --dropdown-selected-option-check-color: var(--violet-dark-100);
   --dropdown-chevron-color: var(--shades-white-100);
   --dropdown-disabled-color: var(--shades-black-50);
   --change-member-role-modal-description-text: var(--shades-white-60);
   --change-member-role-modal-generic-text: var(--shades-white-100);
   --change-member-role-modal-disabled-background: var(--shades-black-75);
   --unsaved-changes-modal-text-color: var(--shades-white-60);
   --modal-secondary-label: var(--shades-black-50);
   --modal-separator: var(--shades-black-75);
 }
 
 /* 
   Hey Comm Devs! Below is the in progress work for introducing a new
   color design system/light mode for our web app! We will be slowly 
   migrating over to this new system over the next few months. At
   this moment, if you are working on a new feature, please use the
   new color system. 
 
   If there is not a good color for your use case, please message
   Ginsu and/or Ted and we can help you figure out what the best 
   to do is.
   
   Also until this project is fully done, please add Ginsu as a reviewer
   to any diff where we use the colors.
 
   If you have any questions please message Ginsu or Ted.
 
   Thanks :)
 */
 
 /* Dark theme (default CSS theme) */
 :root {
   /* Panel */
   --panel-background-primary-default: var(--shades-black-95);
   --panel-background-tertiary-default: var(--shades-black-75);
 
   /* Text */
   --text-background-primary-default: var(--shades-white-100);
   --text-background-secondary-default: var(--shades-white-60);
   --text-background-tertiary-default: var(--shades-black-50);
   --text-background-danger-default: var(--error-primary);
 
   /* Button */
   --button-background-primary-default: var(--violet-dark-100);
   --button-background-secondary-default: var(--shades-black-75);
   --button-background-tetriary-default: var(--shades-white-80);
   --button-background-success-default: var(--success-primary);
   --button-background-primary-hover: var(--violet-dark-80);
   --button-background-secondary-hover: var(--shades-black-60);
   --button-background-primary-disabled: var(--shades-black-75);
   --button-background-tetriary-disabled: var(--shades-black-50);
   --button-border-outline-default: var(--shades-black-50);
   --button-label-primary-default: var(--shades-white-100);
   --button-label-secondary-default: var(--shades-white-60);
   --button-label-primary-hover: var(--shades-white-90);
   --button-label-primary-disabled: var(--shades-black-50);
 
   /* Link */
   --link-background-primary-default: var(--violet-dark-100);
   --link-background-primary-disabled: var(--shades-black-50);
 
   /* Separator */
   --separator-background-primary-default: var(--shades-black-75);
 
   /* Modal */
   --modal-background-primary-default: var(--shades-black-85);
   --modal-background-secondary-default: var(--shades-black-90);
   --modal-header-primary-default: var(--shades-white-100);
   --modal-close-primary-default: var(--shades-black-50);
   --modal-close-primary-hover: var(--shades-white-100);
   --modal-listItem-primary-hover: var(--shades-black-90);
 
   /* Input Field */
   --inputField-background-primary-default: var(--shades-black-85);
   --inputField-background-secondary-default: var(--shades-black-75);
   --inputField-label-primary-default: var(--shades-white-100);
   --inputField-label-secondary-default: var(--shades-black-50);
   --inputField-border-primary-default: var(--shades-black-75);
   --inputField-clearBackground-primary-default: var(--shades-black-60);
   --inputField-clearIcon-primary-default: var(--shades-white-100);
 
   /* Status Indicator */
   --statusIndicator-background-outer-active: var(--success-dark-90);
   --statusIndicator-background-outer-inactive: var(--error-dark-90);
   --statusIndicator-background-inner-active: var(--success-primary);
   --statusIndicator-background-inner-inactive: var(--error-primary);
 
   /* Enum Option */
   --enumOption-background-primary-selected: var(--shades-black-75);
   --enumOption-icon-primary-default: var(--violet-dark-100);
   --enumOption-title-primary-default: var(--shades-white-90);
   --enumOption-description-primary-default: var(--shades-white-60);
   --enumOption-input-primary-default: var(--shades-black-60);
   --enumOption-input-primary-selected: var(--shades-white-60);
+
+  /* Tooltip */
+  --tooltip-background-primary-default: var(--shades-black-75);
+  --tooltip-label-primary-default: var(--shades-white-100);
 }
 
 /* Light theme */
 [data-theme='light'] {
   /* Panel */
   --panel-background-primary-default: var(--shades-white-100);
   --panel-background-tertiary-default: var(--shades-white-60);
 
   /* Text */
   --text-background-primary-default: var(--shades-black-95);
   --text-background-secondary-default: var(--shades-black-60);
   --text-background-tertiary-default: var(--shades-black-50);
   --text-background-danger-default: var(--error-primary);
 
   /* Button */
   --button-background-primary-default: var(--violet-dark-100);
   --button-background-secondary-default: var(--shades-black-50);
   --button-background-tetriary-default: var(--shades-black-75);
   --button-background-success-default: var(--success-primary);
   --button-background-primary-hover: var(--violet-dark-80);
   --button-background-secondary-hover: var(--shades-black-60);
   --button-background-primary-disabled: var(--shades-white-60);
   --button-background-tetriary-disabled: var(--shades-black-50);
   --button-border-outline-default: var(--shades-black-50);
   --button-label-primary-default: var(--shades-white-100);
   --button-label-secondary-default: var(--shades-white-90);
   --button-label-primary-hover: var(--shades-white-90);
   --button-label-primary-disabled: var(--shades-black-50);
 
   /* Link */
   --link-background-primary-default: var(--violet-dark-100);
   --link-background-primary-disabled: var(--shades-black-50);
 
   /* Separator */
   --separator-background-primary-default: var(--shades-white-60);
 
   /* Modal */
   --modal-background-primary-default: var(--shades-white-100);
   --modal-background-secondary-default: var(--shades-white-80);
   --modal-header-primary-default: var(--shades-black-95);
   --modal-close-primary-default: var(--shades-black-50);
   --modal-close-primary-hover: var(--shades-black-95);
   --modal-listItem-primary-hover: var(--shades-white-70);
 
   /* Input Field */
   --inputField-background-primary-default: var(--shades-white-100);
   --inputField-background-secondary-default: var(--shades-white-60);
   --inputField-label-primary-default: var(--shades-black-95);
   --inputField-label-secondary-default: var(--shades-black-60);
   --inputField-border-primary-default: var(--shades-white-60);
   --inputField-clearBackground-primary-default: var(--shades-black-50);
   --inputField-clearIcon-primary-default: var(--shades-white-100);
 
   /* Status Indicator */
   --statusIndicator-background-outer-active: var(--success-dark-50);
   --statusIndicator-background-outer-inactive: var(--error-dark-50);
   --statusIndicator-background-inner-active: var(--success-primary);
   --statusIndicator-background-inner-inactive: var(--error-primary);
 
   /* Enum Option */
   --enumOption-background-primary-selected: var(--shades-white-70);
   --enumOption-icon-primary-default: var(--violet-dark-100);
   --enumOption-title-primary-default: var(--shades-black-85);
   --enumOption-description-primary-default: var(--shades-black-60);
   --enumOption-input-primary-default: var(--shades-black-50);
   --enumOption-input-primary-selected: var(--shades-black-60);
+
+  /* Tooltip */
+  /* @GINSU: TODO double check these values after redesign is finished */
+  --tooltip-background-primary-default: var(--shades-white-80);
+  --tooltip-label-primary-default: var(--shades-black-85);
 }