diff --git a/messages/de.json b/messages/de.json
index d0ffa6a..1c5adfc 100644
--- a/messages/de.json
+++ b/messages/de.json
@@ -727,7 +727,7 @@
 			"webhookFromEnv": "Kommt aus der Umgebungsvariable SLACK_WEBHOOK_URL.",
 			"replaceWebhook": "Anderen Webhook eintragen",
 			"schedule": "Zeitplan",
-			"scheduleText": "Der Lauf startet montags um 08:00 als Aufgabe in Coolify. Er veröffentlicht erst fällige Termine und schickt danach den Bericht. Nichts veröffentlicht heißt keine Nachricht.",
+			"scheduleText": "Der Lauf startet montags um 08:00 als Aufgabe in Coolify. Er veröffentlicht erst fällige Termine und schickt danach den Bericht.",
 			"history": "Verlauf",
 			"historyMeta": "{count, plural, =0 {kein Lauf} one {# Lauf} other {# Läufe}}",
 			"historyEmpty": "Noch kein Lauf vermerkt.",
@@ -755,7 +755,7 @@
 			"hints": {
 				"webhook": "Aus Slack unter Incoming Webhooks. Die Adresse hängt fest an einem Kanal.",
 				"includeInternal": "Slack ist intern, deshalb standardmäßig an. Aus heißt nur Kunden- und öffentliche Beiträge.",
-				"sendNow": "Schickt den Stand der letzten sieben Tage sofort in den Kanal.",
+				"sendNow": "Schickt alles, was seit dem letzten Versand erschienen ist. Ist nichts dazugekommen, geht nichts raus.",
 				"botToken": "Aus der Slack-App unter OAuth & Permissions, beginnt mit xoxb. Mit Bot-Token lassen sich Nachrichten später wieder löschen.",
 				"channel": "Am besten die Kanal-ID, etwa C01234567. In Slack: Kanal öffnen, auf den Namen klicken, unten steht die Kanal-ID. Ein Name wie logbuch geht auch, dafür braucht der Bot zusätzlich channels:read."
 			},
@@ -773,7 +773,9 @@
 			"pathBot": "Versand über den Bot-Token. Nachrichten lassen sich hier wieder löschen.",
 			"pathWebhook": "Versand über den Webhook. Nachrichten lassen sich danach nicht mehr löschen, dafür braucht es einen Bot-Token.",
 			"pathNone": "Noch kein Weg hinterlegt, es geht nichts raus.",
-			"messageNoToken": "Ohne Bot-Token nicht löschbar"
+			"messageNoToken": "Ohne Bot-Token nicht löschbar",
+			"lastSent": "Zuletzt verschickt am {when}. Der nächste Bericht beginnt dort und enthält nur, was seitdem erschienen ist.",
+			"neverSent": "Noch nichts verschickt. Der erste Bericht umfasst die letzten sieben Tage."
 		}
 	},
 	"filter": {
diff --git a/messages/en.json b/messages/en.json
index 46ccf10..5048748 100644
--- a/messages/en.json
+++ b/messages/en.json
@@ -727,7 +727,7 @@
 			"webhookFromEnv": "Comes from the SLACK_WEBHOOK_URL variable.",
 			"replaceWebhook": "Enter a different webhook",
 			"schedule": "Schedule",
-			"scheduleText": "The run starts Mondays at 08:00 as a Coolify task. It publishes due entries first, then sends the digest. Nothing published means no message.",
+			"scheduleText": "The run starts Mondays at 08:00 as a Coolify task. It publishes due entries first, then sends the digest.",
 			"history": "History",
 			"historyMeta": "{count, plural, =0 {no run} one {# run} other {# runs}}",
 			"historyEmpty": "No run recorded yet.",
@@ -755,7 +755,7 @@
 			"hints": {
 				"webhook": "From Slack under Incoming Webhooks. The address is bound to one channel.",
 				"includeInternal": "Slack is internal, so this is on by default. Off means customer and public entries only.",
-				"sendNow": "Sends the last seven days into the channel right away.",
+				"sendNow": "Sends everything published since the last digest. Nothing new means nothing goes out.",
 				"botToken": "From the Slack app under OAuth & Permissions, starts with xoxb. A bot token lets messages be deleted later.",
 				"channel": "Prefer the channel id, for example C01234567. In Slack open the channel, click its name, the id sits at the bottom. A name like logbuch works too, but then the bot also needs channels:read."
 			},
@@ -773,7 +773,9 @@
 			"pathBot": "Sending through the bot token. Messages can be deleted from here.",
 			"pathWebhook": "Sending through the webhook. Messages cannot be deleted afterwards, that needs a bot token.",
 			"pathNone": "No route stored yet, nothing goes out.",
-			"messageNoToken": "Not deletable without a bot token"
+			"messageNoToken": "Not deletable without a bot token",
+			"lastSent": "Last sent on {when}. The next digest starts there and only carries what appeared since.",
+			"neverSent": "Nothing sent yet. The first digest covers the last seven days."
 		}
 	},
 	"filter": {
diff --git a/src/app/admin/settings/page.tsx b/src/app/admin/settings/page.tsx
index 40d48a9..c4e36ba 100644
--- a/src/app/admin/settings/page.tsx
+++ b/src/app/admin/settings/page.tsx
@@ -72,6 +72,11 @@ export default async function AdminSettingsPage() {
 			<section className="flex flex-col gap-4">
 				<SectionLabel>{t('schedule')}</SectionLabel>
 				<p className="m-0 max-w-3xl text-pretty text-ink-2">{t('scheduleText')}</p>
+				<p className="m-0 max-w-3xl text-pretty text-ink-2">
+					{config.lastSentAt
+						? t('lastSent', { when: format.dateTime(config.lastSentAt, dateTimeFormat) })
+						: t('neverSent')}
+				</p>
 			</section>
 
 			<section className="flex flex-col gap-4">
diff --git a/src/data/repositories/settings.ts b/src/data/repositories/settings.ts
index 3de727f..7543eeb 100644
--- a/src/data/repositories/settings.ts
+++ b/src/data/repositories/settings.ts
@@ -2,7 +2,12 @@ import { desc, eq, inArray } from 'drizzle-orm'
 import { db } from '../db'
 import { appSettings, reportRuns, type ReportRun } from '../schema'
 
-export type SettingKey = 'slack.webhook' | 'slack.botToken' | 'slack.channel' | 'slack.includeInternal'
+export type SettingKey =
+	| 'slack.webhook'
+	| 'slack.botToken'
+	| 'slack.channel'
+	| 'slack.includeInternal'
+	| 'slack.lastSentAt'
 
 export async function readSettings(keys: SettingKey[]): Promise<Map<SettingKey, string>> {
 	const rows = await db.select().from(appSettings).where(inArray(appSettings.key, keys))
diff --git a/src/lib/report-settings.ts b/src/lib/report-settings.ts
index 7190399..5e73d5f 100644
--- a/src/lib/report-settings.ts
+++ b/src/lib/report-settings.ts
@@ -1,4 +1,4 @@
-import { readSettings, recordReportRun } from '~/data/repositories/settings'
+import { readSettings, recordReportRun, writeSetting } from '~/data/repositories/settings'
 import { sendToSlack, slackWebhook, type SlackTarget } from './slack'
 import { buildWeeklyReport, reportDays } from './weekly-report'
 import type { ReportRun } from '~/data/schema'
@@ -10,6 +10,7 @@ export type SlackConfig = {
 	hasBot: boolean
 	channel: string
 	includeInternal: boolean
+	lastSentAt: Date | undefined
 }
 
 export type ReportOutcome = {
@@ -19,7 +20,14 @@ export type ReportOutcome = {
 }
 
 export async function readSlackConfig(): Promise<SlackConfig> {
-	const values = await readSettings(['slack.webhook', 'slack.botToken', 'slack.channel', 'slack.includeInternal'])
+	const values = await readSettings([
+		'slack.webhook',
+		'slack.botToken',
+		'slack.channel',
+		'slack.includeInternal',
+		'slack.lastSentAt',
+	])
+	const last = values.get('slack.lastSentAt')
 	const token = values.get('slack.botToken')?.trim()
 	const channel = values.get('slack.channel')?.trim() ?? ''
 	const stored = values.get('slack.webhook')?.trim()
@@ -38,6 +46,7 @@ export async function readSlackConfig(): Promise<SlackConfig> {
 		hasBot: Boolean(token),
 		channel,
 		includeInternal: values.get('slack.includeInternal') !== 'false',
+		lastSentAt: last ? new Date(last) : undefined,
 	}
 }
 
@@ -56,6 +65,7 @@ export async function runWeeklyReport(args: {
 		origin: args.origin,
 		days: args.days ?? reportDays,
 		now: args.now,
+		since: args.days === undefined ? config.lastSentAt : undefined,
 		scope: reportScope(config),
 	})
 
@@ -95,6 +105,8 @@ export async function runWeeklyReport(args: {
 		}
 	}
 
+	await writeSetting('slack.lastSentAt', report.to.toISOString())
+
 	return {
 		run: await recordReportRun({
 			...base,
diff --git a/src/lib/weekly-report.ts b/src/lib/weekly-report.ts
index 23e53b8..1e2dc76 100644
--- a/src/lib/weekly-report.ts
+++ b/src/lib/weekly-report.ts
@@ -41,9 +41,10 @@ export function reportText(args: { from: Date, to: Date, total: number }): strin
 	return `Logbuch, ${period}: ${args.total === 1 ? '1 Eintrag' : `${args.total} Einträge`}`
 }
 
-export function windowFor(now: Date, days = reportDays): { from: Date, to: Date } {
+export function windowFor(now: Date, days = reportDays, since?: Date): { from: Date, to: Date } {
 	const to = new Date(now)
-	const from = new Date(to.getTime() - days * 24 * 60 * 60 * 1000)
+	const earliest = new Date(to.getTime() - days * 24 * 60 * 60 * 1000)
+	const from = since && since > earliest ? new Date(since) : earliest
 
 	return { from, to }
 }
@@ -140,6 +141,42 @@ function compact(items: PostListItem[], origin: string): unknown {
 	}
 }
 
+function pickCards(items: PostListItem[], covers: Map<string, PostCover>, room: number): {
+	cards: PostListItem[]
+	rest: PostListItem[]
+} {
+	if (room <= 0) {
+		return { cards: [], rest: items }
+	}
+
+	const withCover = items.filter(item => covers.has(item.id))
+	const cards = [...withCover.slice(0, room)]
+
+	for (const item of items) {
+		if (cards.length >= room) {
+			break
+		}
+
+		if (!cards.includes(item)) {
+			cards.push(item)
+		}
+	}
+
+	const chosen = new Set(cards)
+
+	return { cards: items.filter(item => chosen.has(item)), rest: items.filter(item => !chosen.has(item)) }
+}
+
+function lead(item: PostListItem, origin: string, cover: PostCover): unknown {
+	const variant = mediaVariant({ variants: cover.variants }, 960)
+
+	return {
+		type: 'image',
+		image_url: `${origin}${mediaUrl(variant ? variant.path : '')}`,
+		alt_text: cover.alt?.trim() || item.title,
+	}
+}
+
 export function buildMessage(
 	report: Omit<WeeklyReport, 'message'>,
 	origin: string,
@@ -164,11 +201,21 @@ export function buildMessage(
 		},
 	]
 
+	const newest = report.projects
+		.flatMap(project => project.items)
+		.filter(item => covers.has(item.id))
+		.sort((left, right) => (right.publishAt?.getTime() ?? 0) - (left.publishAt?.getTime() ?? 0))[0]
+
+	const headline = newest ? covers.get(newest.id) : undefined
+
+	if (newest && headline && mediaVariant({ variants: headline.variants }, 960)) {
+		blocks.push(lead(newest, origin, headline))
+	}
+
 	let budget = maxCards
 
 	for (const project of report.projects) {
-		const cards = project.items.slice(0, Math.min(cardsPerProject, Math.max(budget, 0)))
-		const rest = project.items.slice(cards.length)
+		const { cards, rest } = pickCards(project.items, covers, Math.min(cardsPerProject, Math.max(budget, 0)))
 
 		budget -= cards.length
 
@@ -203,14 +250,14 @@ export async function buildWeeklyReport(args: {
 	origin: string
 	now?: Date
 	days?: number
+	since?: Date
 	scope?: ViewerScope
 }): Promise<WeeklyReport> {
-	const { from, to } = windowFor(args.now ?? new Date(), args.days ?? reportDays)
+	const { from, to } = windowFor(args.now ?? new Date(), args.days ?? reportDays, args.since)
 	const items = await listPublishedBetween({ scope: args.scope ?? 'internal', from, to })
 	const projects = groupByProject(items)
 	const base = { from, to, total: items.length, projects }
-	const wanted = projects.flatMap(project => project.items.slice(0, cardsPerProject)).map(item => item.id)
-	const covers = await loadPostCovers(wanted)
+	const covers = await loadPostCovers(items.map(item => item.id))
 
 	return { ...base, message: buildMessage(base, args.origin, covers) }
 }
diff --git a/tests/lib/report-settings.test.ts b/tests/lib/report-settings.test.ts
index 2ce1081..94db0bb 100644
--- a/tests/lib/report-settings.test.ts
+++ b/tests/lib/report-settings.test.ts
@@ -121,3 +121,25 @@ describe('Bot-Token', () => {
 		expect(outcome.run).toMatchObject({ sent: false, detail: 'channel_not_found' })
 	})
 })
+
+describe('Doppelter Versand', () => {
+	it('schickt nach einem Versand nichts Zweites, solange nichts Neues erscheint', async () => {
+		const brand = await makeBrand()
+		const project = await makeProject(brand.id)
+
+		await makePost(project.id, { number: 1, slug: 'eins', status: 'published', publishAt: new Date() })
+		await writeSetting('slack.botToken', 'xoxb-1234')
+		await writeSetting('slack.channel', 'C123')
+
+		vi.stubGlobal('fetch', vi.fn(async () => new Response(
+			JSON.stringify({ ok: true, channel: 'C123', ts: '1785600000.000100' }),
+			{ headers: { 'content-type': 'application/json' } },
+		)))
+
+		const first = await runWeeklyReport({ origin, trigger: 'test' })
+		const second = await runWeeklyReport({ origin, trigger: 'test' })
+
+		expect(first.reason).toBe('sent')
+		expect(second.reason).toBe('nothing_published')
+	})
+})
diff --git a/tests/lib/weekly-report.test.ts b/tests/lib/weekly-report.test.ts
index 4cd19ec..1b306e6 100644
--- a/tests/lib/weekly-report.test.ts
+++ b/tests/lib/weekly-report.test.ts
@@ -133,3 +133,25 @@ describe('Karten', () => {
 		expect(sections).toHaveLength(5)
 	})
 })
+
+describe('windowFor mit letztem Versand', () => {
+	it('beginnt beim letzten Versand, wenn der jünger ist', () => {
+		const { from } = windowFor(
+			new Date('2026-08-03T06:00:00.000Z'),
+			7,
+			new Date('2026-08-01T09:00:00.000Z'),
+		)
+
+		expect(from.toISOString()).toBe('2026-08-01T09:00:00.000Z')
+	})
+
+	it('bleibt bei sieben Tagen, wenn der letzte Versand älter ist', () => {
+		const { from } = windowFor(
+			new Date('2026-08-03T06:00:00.000Z'),
+			7,
+			new Date('2026-06-01T09:00:00.000Z'),
+		)
+
+		expect(from.toISOString()).toBe('2026-07-27T06:00:00.000Z')
+	})
+})