diff --git a/src/api/routes/users/@me/pomelo-attempt.ts b/src/api/routes/users/@me/pomelo-attempt.ts
new file mode 100644
index 00000000..d4327f61
--- /dev/null
+++ b/src/api/routes/users/@me/pomelo-attempt.ts
@@ -0,0 +1,35 @@
+import { route } from "@spacebar/api";
+import { Config, UniqueUsernameAttemptSchema, User } from "@spacebar/util";
+import { Request, Response, Router } from "express";
+import { HTTPError } from "lambert-server";
+const router = Router();
+
+// https://discord-userdoccers.vercel.app/resources/user#get-pomelo-eligibility
+router.post(
+	"/",
+	route({
+		requestBody: "UniqueUsernameAttemptSchema",
+		responses: {
+			200: { body: "UniqueUsernameAttemptResponse" },
+			400: { body: "APIErrorResponse" },
+		},
+		description:
+			"Checks whether a unique username is available for the user to claim.",
+	}),
+	async (req: Request, res: Response) => {
+		const body = req.body as UniqueUsernameAttemptSchema;
+		const { uniqueUsernames } = Config.get().general;
+		if (!uniqueUsernames) {
+			throw new HTTPError(
+				"Unique Usernames feature is not enabled on this instance.",
+				400,
+			);
+		}
+
+		res.json({
+			taken: !(await User.isUsernameAvailable(body.username)),
+		});
+	},
+);
+
+export default router;
diff --git a/src/api/routes/users/@me/pomelo-suggestions.ts b/src/api/routes/users/@me/pomelo-suggestions.ts
new file mode 100644
index 00000000..c70336bf
--- /dev/null
+++ b/src/api/routes/users/@me/pomelo-suggestions.ts
@@ -0,0 +1,37 @@
+import { route } from "@spacebar/api";
+import { Config, User } from "@spacebar/util";
+import { Request, Response, Router } from "express";
+import { HTTPError } from "lambert-server";
+const router = Router();
+
+// https://discord-userdoccers.vercel.app/resources/user#get-pomelo-suggestions
+router.get(
+	"/",
+	route({
+		description:
+			"Returns a suggested unique username string based on the current user's username.",
+		responses: {
+			400: { body: "APIErrorResponse" },
+		},
+	}),
+	async (req: Request, res: Response) => {
+		const { uniqueUsernames } = Config.get().general;
+		if (!uniqueUsernames) {
+			throw new HTTPError(
+				"Unique Usernames feature is not enabled on this instance.",
+				400,
+			);
+		}
+
+		const user = await User.findOneOrFail({
+			where: {
+				id: req.user_id,
+			},
+		});
+
+		// TODO: return a suggestion based on the users current username
+		return res.json({ username: user.username.toString() });
+	},
+);
+
+export default router;
diff --git a/src/api/routes/users/@me/pomelo.ts b/src/api/routes/users/@me/pomelo.ts
new file mode 100644
index 00000000..e10beaa4
--- /dev/null
+++ b/src/api/routes/users/@me/pomelo.ts
@@ -0,0 +1,61 @@
+import { route } from "@spacebar/api";
+import {
+	Config,
+	FieldErrors,
+	UniqueUsernameAttemptSchema,
+	User,
+} from "@spacebar/util";
+import { Request, Response, Router } from "express";
+import { HTTPError } from "lambert-server";
+const router = Router();
+
+// https://discord-userdoccers.vercel.app/resources/user#create-pomelo-migration
+router.post(
+	"/",
+	route({
+		description:
+			"Claims a unique username for the user. Returns the updated user object on success. Fires a User Update Gateway event.",
+		requestBody: "UniqueUsernameAttemptSchema",
+		responses: {
+			200: { body: "PrivateUserResponse" },
+			400: { body: "APIErrorResponse" },
+		},
+	}),
+	async (req: Request, res: Response) => {
+		const body = req.body as UniqueUsernameAttemptSchema;
+		const { uniqueUsernames } = Config.get().general;
+		if (!uniqueUsernames) {
+			throw new HTTPError(
+				"Unique Usernames feature is not enabled on this instance.",
+				400,
+			);
+		}
+
+		const isAvailable = await User.isUsernameAvailable(body.username);
+
+		if (!isAvailable) {
+			throw FieldErrors({
+				username: {
+					code: "USERNAME_TOO_MANY_USERS",
+					message:
+						req?.t("auth:register.USERNAME_TOO_MANY_USERS") || "",
+				},
+			});
+		}
+
+		const user = await User.findOneOrFail({
+			where: {
+				id: req.user_id,
+			},
+		});
+
+		user.legacy_username = user.username;
+		user.username = body.username;
+		user.discriminator = "0";
+		const newUser = await user.save();
+
+		res.json(newUser.toPrivateUser());
+	},
+);
+
+export default router;