diff --git a/src/commands/admin.ts b/src/commands/admin.ts
index 1ddd2fc..ef0c5d0 100644
--- a/src/commands/admin.ts
+++ b/src/commands/admin.ts
@@ -165,13 +165,29 @@ export class AutomodBypassToggle extends BaseCommand {
 		}
 
 		if (user.roles.find(x => x.id === "1469051644024193126")) {
-			user.removeRole("1469051644024193126", "Removed automod bypass role").catch(() => { })
+			try {
+				await user.removeRole("1469051644024193126", "Removed automod bypass role")
+			} catch {
+				await interaction.reply({
+					content: "Failed to remove automod bypass role.",
+					ephemeral: true
+				})
+				return
+			}
 			await interaction.reply({
 				content: `Removed automod bypass role from <@${user.user.id}>.`,
 				ephemeral: true
 			})
 		} else {
-			user.addRole("1469051644024193126", "Added automod bypass role").catch(() => { })
+			try {
+				await user.addRole("1469051644024193126", "Added automod bypass role")
+			} catch {
+				await interaction.reply({
+					content: "Failed to add automod bypass role.",
+					ephemeral: true
+				})
+				return
+			}
 			await interaction.reply({
 				content: `Added automod bypass role to <@${user.user.id}>.`,
 				ephemeral: true
diff --git a/tests/adminAutomodBypass.test.ts b/tests/adminAutomodBypass.test.ts
new file mode 100644
index 0000000..bbf38ce
--- /dev/null
+++ b/tests/adminAutomodBypass.test.ts
@@ -0,0 +1,109 @@
+import { describe, expect, it } from "bun:test"
+import { type CommandInteraction } from "@buape/carbon"
+import { AutomodBypassToggle } from "../src/commands/admin.js"
+
+const automodBypassRoleId = "1469051644024193126"
+
+const runToggle = async (options: {
+	roleIds?: string[]
+	addRole?: (roleId: string, reason?: string) => Promise<void>
+	removeRole?: (roleId: string, reason?: string) => Promise<void>
+	userId?: string
+}) => {
+	const userId = options.userId ?? "user-123"
+	const added: Array<[string, string | undefined]> = []
+	const removed: Array<[string, string | undefined]> = []
+	const replies: Array<{ content?: string; ephemeral?: boolean }> = []
+	const member = {
+		roles: (options.roleIds ?? []).map((id) => ({ id })),
+		user: { id: userId },
+		addRole: options.addRole ?? (async (roleId: string, reason?: string) => {
+			added.push([roleId, reason])
+		}),
+		removeRole: options.removeRole ?? (async (roleId: string, reason?: string) => {
+			removed.push([roleId, reason])
+		})
+	}
+	const interaction = {
+		guild: { id: "guild-1" },
+		options: {
+			getMember: () => member
+		},
+		reply: async (payload: { content?: string; ephemeral?: boolean }) => {
+			replies.push(payload)
+		}
+	} as unknown as CommandInteraction
+
+	await new AutomodBypassToggle().run(interaction)
+
+	return { replies, added, removed, userId }
+}
+
+const replyContent = (replies: Array<{ content?: string }>) =>
+	replies.map((reply) => reply.content ?? "").join("\n")
+
+describe("/admin automod-bypass-toggle", () => {
+	it("does not claim success when addRole is rejected", async () => {
+		const { replies, userId } = await runToggle({
+			roleIds: [],
+			addRole: async () => {
+				throw new Error("Missing Permissions")
+			}
+		})
+
+		expect(replies).toHaveLength(1)
+		expect(replies[0]?.ephemeral).toBe(true)
+		expect(replyContent(replies)).not.toContain(
+			`Added automod bypass role to <@${userId}>.`
+		)
+		expect(replyContent(replies).toLowerCase()).toContain("failed")
+	})
+
+	it("does not claim success when removeRole is rejected", async () => {
+		const { replies, userId } = await runToggle({
+			roleIds: [automodBypassRoleId],
+			removeRole: async () => {
+				throw new Error("Missing Permissions")
+			}
+		})
+
+		expect(replies).toHaveLength(1)
+		expect(replies[0]?.ephemeral).toBe(true)
+		expect(replyContent(replies)).not.toContain(
+			`Removed automod bypass role from <@${userId}>.`
+		)
+		expect(replyContent(replies).toLowerCase()).toContain("failed")
+	})
+
+	it("reports success only after addRole resolves", async () => {
+		const { replies, added, userId } = await runToggle({
+			roleIds: []
+		})
+
+		expect(added).toEqual([
+			[automodBypassRoleId, "Added automod bypass role"]
+		])
+		expect(replies).toEqual([
+			{
+				content: `Added automod bypass role to <@${userId}>.`,
+				ephemeral: true
+			}
+		])
+	})
+
+	it("reports success only after removeRole resolves", async () => {
+		const { replies, removed, userId } = await runToggle({
+			roleIds: [automodBypassRoleId]
+		})
+
+		expect(removed).toEqual([
+			[automodBypassRoleId, "Removed automod bypass role"]
+		])
+		expect(replies).toEqual([
+			{
+				content: `Removed automod bypass role from <@${userId}>.`,
+				ephemeral: true
+			}
+		])
+	})
+})