diff --git a/site/src/pages/ManagementSettingsPage/CustomRolesPage/CustomRolesPageView.stories.tsx b/site/src/pages/ManagementSettingsPage/CustomRolesPage/CustomRolesPageView.stories.tsx
index 4a36523c16a17..26565985e1ee6 100644
--- a/site/src/pages/ManagementSettingsPage/CustomRolesPage/CustomRolesPageView.stories.tsx
+++ b/site/src/pages/ManagementSettingsPage/CustomRolesPage/CustomRolesPageView.stories.tsx
@@ -1,5 +1,8 @@
 import type { Meta, StoryObj } from "@storybook/react";
-import { MockRoleWithOrgPermissions } from "testHelpers/entities";
+import {
+	MockOrganizationAuditorRole,
+	MockRoleWithOrgPermissions,
+} from "testHelpers/entities";
 import { CustomRolesPageView } from "./CustomRolesPageView";
 
 const meta: Meta<typeof CustomRolesPageView> = {
@@ -26,6 +29,14 @@ export const Enabled: Story = {
 	},
 };
 
+export const RoleWithoutPermissions: Story = {
+	args: {
+		roles: [MockOrganizationAuditorRole],
+		canAssignOrgRole: true,
+		isCustomRolesEnabled: true,
+	},
+};
+
 export const EmptyDisplayName: Story = {
 	args: {
 		roles: [
@@ -40,7 +51,7 @@ export const EmptyDisplayName: Story = {
 	},
 };
 
-export const EmptyRoleWithoutPermission: Story = {
+export const EmptyTableUserWithoutPermission: Story = {
 	args: {
 		roles: [],
 		canAssignOrgRole: false,
@@ -48,7 +59,7 @@ export const EmptyRoleWithoutPermission: Story = {
 	},
 };
 
-export const EmptyRoleWithPermission: Story = {
+export const EmptyTableUserWithPermission: Story = {
 	args: {
 		roles: [],
 		canAssignOrgRole: true,
diff --git a/site/src/pages/ManagementSettingsPage/CustomRolesPage/CustomRolesPageView.tsx b/site/src/pages/ManagementSettingsPage/CustomRolesPage/CustomRolesPageView.tsx
index 15d9c3773b3b5..80208aa4b4261 100644
--- a/site/src/pages/ManagementSettingsPage/CustomRolesPage/CustomRolesPageView.tsx
+++ b/site/src/pages/ManagementSettingsPage/CustomRolesPage/CustomRolesPageView.tsx
@@ -26,6 +26,7 @@ import {
 import type { FC } from "react";
 import { Link as RouterLink, useNavigate } from "react-router-dom";
 import { docs } from "utils/docs";
+import { PermissionPillsList } from "./PermissionPillsList";
 
 export type CustomRolesPageViewProps = {
 	roles: Role[] | undefined;
@@ -42,7 +43,6 @@ export const CustomRolesPageView: FC<CustomRolesPageViewProps> = ({
 }) => {
 	const isLoading = roles === undefined;
 	const isEmpty = Boolean(roles && roles.length === 0);
-
 	return (
 		<>
 			<ChooseOne>
@@ -58,8 +58,8 @@ export const CustomRolesPageView: FC<CustomRolesPageViewProps> = ({
 						<Table>
 							<TableHead>
 								<TableRow>
-									<TableCell width="50%">Name</TableCell>
-									<TableCell width="49%">Permissions</TableCell>
+									<TableCell width="40%">Name</TableCell>
+									<TableCell width="59%">Permissions</TableCell>
 									<TableCell width="1%" />
 								</TableRow>
 							</TableHead>
@@ -129,8 +129,8 @@ const RoleRow: FC<RoleRowProps> = ({ role, onDelete, canAssignOrgRole }) => {
 		<TableRow data-testid={`role-${role.name}`}>
 			<TableCell>{role.display_name || role.name}</TableCell>
 
-			<TableCell css={styles.secondary}>
-				{role.organization_permissions.length}
+			<TableCell>
+				<PermissionPillsList permissions={role.organization_permissions} />
 			</TableCell>
 
 			<TableCell>
diff --git a/site/src/pages/ManagementSettingsPage/CustomRolesPage/PermissionPillsList.stories.tsx b/site/src/pages/ManagementSettingsPage/CustomRolesPage/PermissionPillsList.stories.tsx
new file mode 100644
index 0000000000000..327d678e4d802
--- /dev/null
+++ b/site/src/pages/ManagementSettingsPage/CustomRolesPage/PermissionPillsList.stories.tsx
@@ -0,0 +1,52 @@
+import type { Meta, StoryObj } from "@storybook/react";
+import { userEvent, within } from "@storybook/test";
+import { MockRoleWithOrgPermissions } from "testHelpers/entities";
+import { PermissionPillsList } from "./PermissionPillsList";
+
+const meta: Meta<typeof PermissionPillsList> = {
+	title: "pages/OrganizationCustomRolesPage/PermissionPillsList",
+	component: PermissionPillsList,
+};
+
+export default meta;
+type Story = StoryObj<typeof PermissionPillsList>;
+
+export const Default: Story = {
+	args: {
+		permissions: MockRoleWithOrgPermissions.organization_permissions,
+	},
+};
+
+export const SinglePermission: Story = {
+	args: {
+		permissions: [
+			{
+				negate: false,
+				resource_type: "organization_member",
+				action: "create",
+			},
+		],
+	},
+};
+
+export const NoPermissions: Story = {
+	args: {
+		permissions: [],
+	},
+};
+
+export const HoverOverflowPill: Story = {
+	args: {
+		permissions: MockRoleWithOrgPermissions.organization_permissions,
+	},
+	play: async ({ canvasElement }) => {
+		const canvas = within(canvasElement);
+		await userEvent.hover(canvas.getByTestId("overflow-permissions-pill"));
+	},
+};
+
+export const ShowAllResources: Story = {
+	args: {
+		permissions: MockRoleWithOrgPermissions.organization_permissions,
+	},
+};
diff --git a/site/src/pages/ManagementSettingsPage/CustomRolesPage/PermissionPillsList.tsx b/site/src/pages/ManagementSettingsPage/CustomRolesPage/PermissionPillsList.tsx
new file mode 100644
index 0000000000000..e78e8baba15a1
--- /dev/null
+++ b/site/src/pages/ManagementSettingsPage/CustomRolesPage/PermissionPillsList.tsx
@@ -0,0 +1,135 @@
+import { type Interpolation, type Theme, useTheme } from "@emotion/react";
+import Stack from "@mui/material/Stack";
+import type { Permission } from "api/typesGenerated";
+import { Pill } from "components/Pill/Pill";
+import {
+	Popover,
+	PopoverContent,
+	PopoverTrigger,
+} from "components/Popover/Popover";
+import type { FC } from "react";
+
+function getUniqueResourceTypes(jsonObject: readonly Permission[]) {
+	const resourceTypes = jsonObject.map((item) => item.resource_type);
+	return [...new Set(resourceTypes)];
+}
+
+interface PermissionPillsListProps {
+	permissions: readonly Permission[];
+}
+
+export const PermissionPillsList: FC<PermissionPillsListProps> = ({
+	permissions,
+}) => {
+	const resourceTypes = getUniqueResourceTypes(permissions);
+
+	return (
+		<Stack direction="row" spacing={1}>
+			{permissions.length > 0 ? (
+				<PermissionsPill
+					resource={resourceTypes[0]}
+					permissions={permissions}
+				/>
+			) : (
+				<p>None</p>
+			)}
+
+			{resourceTypes.length > 1 && (
+				<OverflowPermissionPill
+					resources={resourceTypes.slice(1)}
+					permissions={permissions.slice(1)}
+				/>
+			)}
+		</Stack>
+	);
+};
+
+interface PermissionPillProps {
+	resource: string;
+	permissions: readonly Permission[];
+}
+
+const PermissionsPill: FC<PermissionPillProps> = ({
+	resource,
+	permissions,
+}) => {
+	const actions = permissions.filter(
+		(p) => resource === p.resource_type && p.action,
+	);
+
+	return (
+		<Pill css={styles.permissionPill}>
+			<b>{resource}</b>: {actions.map((p) => p.action).join(", ")}
+		</Pill>
+	);
+};
+
+type OverflowPermissionPillProps = {
+	resources: string[];
+	permissions: readonly Permission[];
+};
+
+const OverflowPermissionPill: FC<OverflowPermissionPillProps> = ({
+	resources,
+	permissions,
+}) => {
+	const theme = useTheme();
+
+	return (
+		<Popover mode="hover">
+			<PopoverTrigger>
+				<Pill
+					css={{
+						backgroundColor: theme.palette.background.paper,
+						borderColor: theme.palette.divider,
+					}}
+					data-testid="overflow-permissions-pill"
+				>
+					+{resources.length} more
+				</Pill>
+			</PopoverTrigger>
+
+			<PopoverContent
+				disableRestoreFocus
+				disableScrollLock
+				css={{
+					".MuiPaper-root": {
+						display: "flex",
+						flexFlow: "column wrap",
+						columnGap: 8,
+						rowGap: 12,
+						padding: "12px 16px",
+						alignContent: "space-around",
+						minWidth: "auto",
+						backgroundColor: theme.palette.background.default,
+					},
+				}}
+				anchorOrigin={{
+					vertical: -4,
+					horizontal: "center",
+				}}
+				transformOrigin={{
+					vertical: "bottom",
+					horizontal: "center",
+				}}
+			>
+				{resources.map((resource) => (
+					<PermissionsPill
+						key={resource}
+						resource={resource}
+						permissions={permissions}
+					/>
+				))}
+			</PopoverContent>
+		</Popover>
+	);
+};
+
+const styles = {
+	permissionPill: (theme) => ({
+		backgroundColor: theme.experimental.pillDefault.background,
+		borderColor: theme.experimental.pillDefault.outline,
+		color: theme.experimental.pillDefault.text,
+		width: "fit-content",
+	}),
+} satisfies Record<string, Interpolation<Theme>>;
diff --git a/site/src/testHelpers/entities.ts b/site/src/testHelpers/entities.ts
index 08c567187366b..8d09460422251 100644
--- a/site/src/testHelpers/entities.ts
+++ b/site/src/testHelpers/entities.ts
@@ -388,6 +388,31 @@ export const MockRoleWithOrgPermissions: TypesGen.Role = {
 			resource_type: "audit_log",
 			action: "read",
 		},
+		{
+			negate: false,
+			resource_type: "group",
+			action: "create",
+		},
+		{
+			negate: false,
+			resource_type: "group",
+			action: "delete",
+		},
+		{
+			negate: false,
+			resource_type: "group",
+			action: "read",
+		},
+		{
+			negate: false,
+			resource_type: "group",
+			action: "update",
+		},
+		{
+			negate: false,
+			resource_type: "provisioner_daemon",
+			action: "create",
+		},
 	],
 	user_permissions: [],
 };
diff --git a/site/src/theme/dark/experimental.ts b/site/src/theme/dark/experimental.ts
index aedc1d17146d9..25074fb0106e0 100644
--- a/site/src/theme/dark/experimental.ts
+++ b/site/src/theme/dark/experimental.ts
@@ -43,4 +43,10 @@ export default {
 			},
 		},
 	},
+
+	pillDefault: {
+		background: colors.zinc[800],
+		outline: colors.zinc[700],
+		text: colors.zinc[200],
+	},
 } satisfies NewTheme;
diff --git a/site/src/theme/darkBlue/experimental.ts b/site/src/theme/darkBlue/experimental.ts
index 8cf9dafaf3fe6..d7e4b816a775e 100644
--- a/site/src/theme/darkBlue/experimental.ts
+++ b/site/src/theme/darkBlue/experimental.ts
@@ -43,4 +43,10 @@ export default {
 			},
 		},
 	},
+
+	pillDefault: {
+		background: colors.gray[800],
+		outline: colors.gray[700],
+		text: colors.gray[200],
+	},
 } satisfies NewTheme;
diff --git a/site/src/theme/experimental.ts b/site/src/theme/experimental.ts
index 66dce1b19558e..56ce8759bec7c 100644
--- a/site/src/theme/experimental.ts
+++ b/site/src/theme/experimental.ts
@@ -3,4 +3,9 @@ import type { InteractiveRole, Role } from "./roles";
 export interface NewTheme {
 	l1: Role; // page background, things which sit at the "root level"
 	l2: InteractiveRole; // sidebars, table headers, navigation
+	pillDefault: {
+		background: string;
+		outline: string;
+		text: string;
+	};
 }
diff --git a/site/src/theme/light/experimental.ts b/site/src/theme/light/experimental.ts
index e9c415be9ea1b..a816daab83ad5 100644
--- a/site/src/theme/light/experimental.ts
+++ b/site/src/theme/light/experimental.ts
@@ -43,4 +43,10 @@ export default {
 			},
 		},
 	},
+
+	pillDefault: {
+		background: colors.zinc[200],
+		outline: colors.zinc[300],
+		text: colors.zinc[700],
+	},
 } satisfies NewTheme;