diff --git a/api/src/party/__tests__/question-generation.test.ts b/api/src/party/__tests__/question-generation.test.ts
index 60691e5..b2662bd 100644
--- a/api/src/party/__tests__/question-generation.test.ts
+++ b/api/src/party/__tests__/question-generation.test.ts
@@ -64,6 +64,61 @@ function createFakeDb(trackReleaseDate: Date | null) {
 	} as unknown as Db;
 }
 
+function createDetailedTrackDb() {
+	const tracks = [
+		{
+			id: "track-1",
+			albumId: "album-1",
+			platform: "spotify",
+			platform_id: "spotify:track:one",
+			name: "First Track",
+			popularity: 1,
+			duration: 180000,
+			explicit: false,
+			disc_number: 1,
+			track_number: 1,
+			album: { name: "First Album", release_date: new Date("2001-01-01") },
+			artists: [{ id: "artist-1", name: "Shared Artist" }],
+		},
+		{
+			id: "track-2",
+			albumId: "album-2",
+			platform: "spotify",
+			platform_id: "spotify:track:two",
+			name: "Second Track",
+			popularity: 1,
+			duration: 240000,
+			explicit: false,
+			disc_number: 1,
+			track_number: 1,
+			album: { name: "Second Album", release_date: new Date("2010-01-01") },
+			artists: [{ id: "artist-1", name: "Shared Artist" }],
+		},
+	];
+
+	return {
+		query: {
+			track: {
+				findFirst: vi.fn(async () => tracks[0]),
+				findMany: vi.fn(async ({ where }: { where?: { name?: string } } = {}) =>
+					tracks.filter((track) => !where?.name || track.name === where.name),
+				),
+			},
+			artist: {
+				findFirst: vi.fn(async () => ({
+					id: "artist-1",
+					name: "Shared Artist",
+				})),
+			},
+		},
+		select: vi.fn(() => ({
+			from: () => ({
+				where: async () => [],
+			}),
+		})),
+	} as unknown as Db;
+}
+
 function makeSong(id: string, platformId: string, name: string): Song {
 	return {
 		id,
@@ -234,6 +289,66 @@ describe("question generation", () => {
 		expect(question).toBeNull();
 	});
 
+	it("builds a numeric release-year question for a track", async () => {
+		const randomSpy = vi.spyOn(Math, "random").mockReturnValue(0);
+		const analytics = {
+			storyClusters: [
+				{
+					tracks: [
+						{
+							name: "First Track",
+							artists: [{ name: "Shared Artist" }],
+							albumName: "First Album",
+						},
+						{
+							name: "Second Track",
+							artists: [{ name: "Shared Artist" }],
+							albumName: "Second Album",
+						},
+					],
+					artists: [{ name: "Shared Artist" }],
+					genres: [],
+				},
+			],
+			groupSummary: { mostSharedGenres: [] },
+		} as PartyAnalytics;
+
+		try {
+			const question = await buildNumericQuestion({
+				db: createDetailedTrackDb(),
+				analytics,
+				index: 0,
+				members: [
+					{ userId: "a", name: "A" },
+					{ userId: "b", name: "B" },
+				],
+				history: [
+					{
+						questionIndex: 0,
+						question: {
+							type: "numeric",
+							text: "What's the release year of First Album?",
+							correct: 2001,
+							startTimestamp: 1,
+							endTimestamp: 2,
+							points: 10,
+							range: { min: 1991, max: 2011 },
+							questionKey: "numeric:album-year:First Album",
+							subjectKey: "album:First Album",
+						},
+						responses: [],
+					},
+				],
+			});
+
+			expect(question?.text).toBe('What year did "First Track" come out?');
+			expect(question?.correct).toBe(2001);
+			expect(question?.questionKey).toBe("numeric:track-year:First Track");
+		} finally {
+			randomSpy.mockRestore();
+		}
+	});
+
 	it("skips social fallback names for duplicate members", async () => {
 		const db = createFakeDb(null);
 		const members: PartyQuestionMember[] = [
diff --git a/api/src/party/audio-question-generator.ts b/api/src/party/audio-question-generator.ts
index f8ae5f3..e14c43b 100644
--- a/api/src/party/audio-question-generator.ts
+++ b/api/src/party/audio-question-generator.ts
@@ -14,6 +14,47 @@ import {
 	resolveQuestionSong,
 } from "./question-utils";
 
+type TrackDetails = {
+	id: string;
+	name: string | null;
+	platform_id: string | null;
+	duration: number | null;
+	album?: { name: string | null; release_date: Date | null } | null;
+	artists?: { name: string }[] | null;
+};
+
+async function getDetailedTopTracks(
+	dbClient: typeof Db,
+	analytics: PartyAnalytics,
+): Promise<TrackDetails[]> {
+	const tracks: TrackDetails[] = [];
+	const seen = new Set<string>();
+
+	for (const topTrack of getTopClusterTracks(analytics)) {
+		const dbTracks = (await dbClient.query.track.findMany({
+			where: { name: topTrack.name },
+			with: { album: true, artists: true },
+		})) as TrackDetails[];
+		const sortedTracks = dbTracks.slice().sort((a, b) => {
+			const aArtists = a.artists?.map((artist) => artist.name) ?? [];
+			const bArtists = b.artists?.map((artist) => artist.name) ?? [];
+			const topArtists = topTrack.artists?.map((artist) => artist.name) ?? [];
+			const score = (track: typeof a, artistNames: string[]) =>
+				(track.album?.name === topTrack.albumName ? 2 : 0) +
+				(topArtists.some((name) => artistNames.includes(name)) ? 2 : 0);
+			return score(b, bArtists) - score(a, aArtists);
+		});
+		const track = sortedTracks[0];
+		if (!track || !isUsableText(track.name)) continue;
+		const key = track.platform_id ?? track.id;
+		if (seen.has(key)) continue;
+		seen.add(key);
+		tracks.push(track);
+	}
+
+	return tracks;
+}
+
 export async function buildAudioMetadataQuestion(
 	dbClient: typeof Db,
 	analytics: PartyAnalytics,
@@ -114,6 +155,120 @@ export async function buildAudioMetadataQuestion(
 		}
 	}
 
+	for (const topTrack of topTracks) {
+		const correctArtist = topTrack.artists?.find((artist) =>
+			isUsableText(artist.name),
+		)?.name;
+		if (!topTrack.albumName || !correctArtist) continue;
+		const artistOptions = buildOptionsWithCorrect(correctArtist, topArtists, 4);
+		if (artistOptions) {
+			questions.push({
+				key: `audio:album-artist:${topTrack.albumName}:${correctArtist}`,
+				subjectKey: `album:${topTrack.albumName}`,
+				question: {
+					type: "choice",
+					text: `Which artist appears on "${topTrack.albumName}"?`,
+					options: artistOptions,
+					correct: 0,
+					points: 10,
+					song: topSong ?? undefined,
+				},
+			});
+		}
+	}
+
+	const detailedTracks = await getDetailedTopTracks(dbClient, analytics);
+	const datedTracks = detailedTracks.filter(
+		(track) => track.album?.release_date,
+	);
+	if (datedTracks.length >= 2) {
+		const sortedByRelease = datedTracks
+			.slice()
+			.sort(
+				(a, b) =>
+					Number(a.album?.release_date ?? 0) -
+					Number(b.album?.release_date ?? 0),
+			);
+		const earliest = sortedByRelease[0];
+		const latest = sortedByRelease.at(-1);
+		const trackNames = sortedByRelease
+			.map((track) => track.name)
+			.filter((name): name is string => isUsableText(name));
+
+		if (earliest?.name) {
+			const options = buildOptionsWithCorrect(earliest.name, trackNames, 4);
+			if (options) {
+				questions.push({
+					key: `audio:release-first:${earliest.name}`,
+					subjectKey: `track:${earliest.name}`,
+					question: {
+						type: "choice",
+						text: "Which of these tracks came out first?",
+						options,
+						correct: 0,
+						points: 10,
+						song: topSong ?? undefined,
+					},
+				});
+			}
+		}
+
+		if (latest?.name && latest.name !== earliest?.name) {
+			const options = buildOptionsWithCorrect(latest.name, trackNames, 4);
+			if (options) {
+				questions.push({
+					key: `audio:release-last:${latest.name}`,
+					subjectKey: `track:${latest.name}`,
+					question: {
+						type: "choice",
+						text: "Which of these tracks came out most recently?",
+						options,
+						correct: 0,
+						points: 10,
+						song: topSong ?? undefined,
+					},
+				});
+			}
+		}
+	}
+
+	const tracksByArtist = new Map<string, TrackDetails[]>();
+	for (const track of detailedTracks) {
+		if (!track.duration) continue;
+		for (const artist of track.artists ?? []) {
+			if (!isUsableText(artist.name)) continue;
+			const artistTracks = tracksByArtist.get(artist.name) ?? [];
+			artistTracks.push(track);
+			tracksByArtist.set(artist.name, artistTracks);
+		}
+	}
+
+	for (const [artistName, artistTracks] of tracksByArtist) {
+		if (artistTracks.length < 2) continue;
+		const longest = artistTracks
+			.slice()
+			.sort((a, b) => (b.duration ?? 0) - (a.duration ?? 0))[0];
+		if (!longest?.name) continue;
+		const trackNames = artistTracks
+			.map((track) => track.name)
+			.filter((name): name is string => isUsableText(name));
+		const options = buildOptionsWithCorrect(longest.name, trackNames, 4);
+		if (options) {
+			questions.push({
+				key: `audio:artist-longest-track:${artistName}:${longest.name}`,
+				subjectKey: `artist:${artistName}`,
+				question: {
+					type: "choice",
+					text: `What's the longest track by ${artistName}?`,
+					options,
+					correct: 0,
+					points: 10,
+					song: topSong ?? undefined,
+				},
+			});
+		}
+	}
+
 	for (const topTrack of topTracks) {
 		const trackSong = await resolveQuestionSong(dbClient, analytics, {
 			trackName: topTrack.name,
diff --git a/api/src/party/numeric-question-generator.ts b/api/src/party/numeric-question-generator.ts
index 11c63f9..886a1f0 100644
--- a/api/src/party/numeric-question-generator.ts
+++ b/api/src/party/numeric-question-generator.ts
@@ -21,6 +21,14 @@ type NumericQuestion = Omit<
 	"startTimestamp" | "endTimestamp"
 >;
 
+type TrackDetails = {
+	id: string;
+	name: string | null;
+	platform_id: string | null;
+	album?: { name: string | null; release_date: Date | null } | null;
+	artists?: { name: string }[] | null;
+};
+
 type BuildNumericQuestionInput = {
 	db: typeof db;
 	analytics: PartyAnalytics;
@@ -29,6 +37,43 @@ type BuildNumericQuestionInput = {
 	history: QuizRound[];
 };
 
+async function getDetailedTopTracks({
+	db,
+	analytics,
+}: BuildNumericQuestionInput): Promise<TrackDetails[]> {
+	const tracks: TrackDetails[] = [];
+	const seen = new Set<string>();
+
+	for (const topTrack of analytics?.storyClusters?.flatMap(
+		(cluster) => cluster.tracks ?? [],
+	) ?? []) {
+		if (!isUsableText(topTrack.name)) continue;
+		const dbTracks = (await db.query.track.findMany({
+			where: { name: topTrack.name },
+			with: { album: true, artists: true },
+		})) as TrackDetails[];
+		const topArtists = topTrack.artists?.map((artist) => artist.name) ?? [];
+		const track = dbTracks.slice().sort((a, b) => {
+			const score = (candidate: typeof a) => {
+				const artistNames =
+					candidate.artists?.map((artist) => artist.name) ?? [];
+				return (
+					(candidate.album?.name === topTrack.albumName ? 2 : 0) +
+					(topArtists.some((name) => artistNames.includes(name)) ? 2 : 0)
+				);
+			};
+			return score(b) - score(a);
+		})[0];
+		if (!track || !isUsableText(track.name)) continue;
+		const key = track.platform_id ?? track.id;
+		if (seen.has(key)) continue;
+		seen.add(key);
+		tracks.push(track);
+	}
+
+	return tracks;
+}
+
 async function getAlbumReleaseYear({
 	db,
 	analytics,
@@ -61,6 +106,76 @@ async function getAlbumReleaseYear({
 	};
 }
 
+async function getTrackReleaseYear(
+	input: BuildNumericQuestionInput,
+): Promise<NumericQuestion | null> {
+	const tracks = await getDetailedTopTracks(input);
+	const track = tracks.find((track) => track.album?.release_date && track.name);
+	if (!track?.name || !track.album?.release_date) return null;
+	const song = await resolveQuestionSong(input.db, input.analytics, {
+		trackName: track.name,
+		artistNames: track.artists?.map((artist) => artist.name),
+		albumName: track.album?.name ?? undefined,
+	});
+	const correct = track.album.release_date.getFullYear();
+	return {
+		type: "numeric",
+		text: `What year did "${track.name}" come out?`,
+		correct,
+		range: getReleaseYearRange(correct),
+		points: 10,
+		song: song ?? undefined,
+		questionKey: `numeric:track-year:${track.name}`,
+		subjectKey: `track:${track.name}`,
+	};
+}
+
+async function getArtistFirstTrackReleaseYear(
+	input: BuildNumericQuestionInput,
+): Promise<NumericQuestion | null> {
+	const tracks = await getDetailedTopTracks(input);
+	const tracksByArtist = new Map<string, TrackDetails[]>();
+
+	for (const track of tracks) {
+		if (!track.album?.release_date) continue;
+		for (const artist of track.artists ?? []) {
+			if (!isUsableText(artist.name)) continue;
+			const artistTracks = tracksByArtist.get(artist.name) ?? [];
+			artistTracks.push(track);
+			tracksByArtist.set(artist.name, artistTracks);
+		}
+	}
+
+	const artistEntry = Array.from(tracksByArtist.entries()).find(
+		([, artistTracks]) => artistTracks.length >= 2,
+	);
+	if (!artistEntry) return null;
+	const [artistName, artistTracks] = artistEntry;
+	const firstTrack = artistTracks
+		.slice()
+		.sort(
+			(a, b) =>
+				Number(a.album?.release_date ?? 0) - Number(b.album?.release_date ?? 0),
+		)[0];
+	if (!firstTrack?.album?.release_date) return null;
+	const song = await resolveQuestionSong(input.db, input.analytics, {
+		trackName: firstTrack.name ?? undefined,
+		artistNames: [artistName],
+		albumName: firstTrack.album?.name ?? undefined,
+	});
+	const correct = firstTrack.album.release_date.getFullYear();
+	return {
+		type: "numeric",
+		text: `What year did ${artistName}'s first party track come out?`,
+		correct,
+		range: getReleaseYearRange(correct),
+		points: 10,
+		song: song ?? undefined,
+		questionKey: `numeric:artist-first-track-year:${artistName}`,
+		subjectKey: `artist:${artistName}`,
+	};
+}
+
 async function countTopTrackListeners({
 	db,
 	analytics,
@@ -149,6 +264,26 @@ export async function buildNumericQuestion(
 		});
 	}
 
+	const trackYearQ = await getTrackReleaseYear(input);
+	if (trackYearQ) {
+		questions.push({
+			key: trackYearQ.questionKey ?? `numeric:track-year:${trackYearQ.text}`,
+			subjectKey: trackYearQ.subjectKey,
+			question: trackYearQ,
+		});
+	}
+
+	const artistFirstTrackYearQ = await getArtistFirstTrackReleaseYear(input);
+	if (artistFirstTrackYearQ) {
+		questions.push({
+			key:
+				artistFirstTrackYearQ.questionKey ??
+				`numeric:artist-first-track-year:${artistFirstTrackYearQ.text}`,
+			subjectKey: artistFirstTrackYearQ.subjectKey,
+			question: artistFirstTrackYearQ,
+		});
+	}
+
 	const topTrackQ = await countTopTrackListeners(input);
 	if (topTrackQ) {
 		questions.push({
diff --git a/web/src/components/party/party-view.tsx b/web/src/components/party/party-view.tsx
index 416ccc5..243dd70 100644
--- a/web/src/components/party/party-view.tsx
+++ b/web/src/components/party/party-view.tsx
@@ -1,4 +1,12 @@
 import { useParty } from "#/hooks/use-party";
+import {
+	Empty,
+	EmptyContent,
+	EmptyDescription,
+	EmptyHeader,
+	EmptyTitle,
+} from "../ui/empty";
+import { Spinner } from "../ui/spinner";
 import { Question } from "./question";
 import { QuestionReview } from "./question-review";
 import { Results } from "./results";
@@ -6,7 +14,26 @@ import { SpotifyPlayback } from "./spotify-playback";
 
 export function PartyView() {
 	const { party } = useParty();
-	if (!party?.data) return null;
+	if (!party) return null;
+	if (!party.data) {
+		if (party.status !== "started") return null;
+		return (
+			<Empty>
+				<EmptyHeader>
+					<EmptyTitle>Preparing party</EmptyTitle>
+					<EmptyDescription>
+						Analyzing everyone's music taste and building the first question.
+					</EmptyDescription>
+				</EmptyHeader>
+				<EmptyContent>
+					<div className="flex items-center gap-2 text-muted-foreground">
+						<Spinner />
+						<span>This can take a moment.</span>
+					</div>
+				</EmptyContent>
+			</Empty>
+		);
+	}
 
 	switch (party.data.status) {
 		case "running":
diff --git a/web/src/routes/index.tsx b/web/src/routes/index.tsx
index 35081f9..81a25ed 100644
--- a/web/src/routes/index.tsx
+++ b/web/src/routes/index.tsx
@@ -20,8 +20,10 @@ function App() {
 			<DeviceChoice />
 			{!user?.lastSyncAt && <SyncButton />}
 			{user && party?.data?.status !== "running" && <PartyQr />}
-			{party && !party.data && members.length > 1 && <StartParty />}
-			{party?.data && <PartyView />}
+			{party?.status === "created" && !party.data && members.length > 1 && (
+				<StartParty />
+			)}
+			{party && (party.data || party.status === "started") && <PartyView />}
 		</MainContent>
 	);
 }