diff --git a/watch/wearos/app/src/main/java/com/doctate/watch/domain/CaseStoreStub.kt b/watch/wearos/app/src/main/java/com/doctate/watch/domain/CaseStoreStub.kt
index e170f2d..4e2feb8 100644
--- a/watch/wearos/app/src/main/java/com/doctate/watch/domain/CaseStoreStub.kt
+++ b/watch/wearos/app/src/main/java/com/doctate/watch/domain/CaseStoreStub.kt
@@ -4,6 +4,8 @@ import android.content.Context
 import android.util.Log
 import androidx.wear.tiles.TileService
 import com.doctate.watch.tile.DoctateTileService
+import java.time.LocalDate
+import java.time.ZoneId
 import kotlinx.coroutines.flow.MutableStateFlow
 import kotlinx.coroutines.flow.StateFlow
 import kotlinx.coroutines.flow.asStateFlow
@@ -72,11 +74,20 @@ object CaseStoreStub {
 
     fun seedDemoData(now: Long = System.currentTimeMillis()) {
         if (_cases.value.isNotEmpty()) return
-        val hour = 60L * 60L * 1_000L
+        val zone = ZoneId.systemDefault()
+        val today = LocalDate.now(zone)
+        fun at(date: LocalDate, hour: Int, minute: Int): Long =
+            date.atTime(hour, minute).atZone(zone).toInstant().toEpochMilli()
+
+        // Ordered newest -> oldest to satisfy the `lastActivityAt desc` invariant.
+        // Covers all three date-label variants: today (HH:mm), yesterday (Gestern - HH:mm), older (dd.MM.yy - HH:mm).
+        val recent = now - 20 * 60_000L
         _cases.value = listOf(
-            CaseEntry(CaseId.new(), now - 20 * 60_000L, now - 20 * 60_000L, "Kniegelenksarthroskopie rechts"),
-            CaseEntry(CaseId.new(), now - 2 * hour, now - 2 * hour, "Befund Thorax unauffällig"),
-            CaseEntry(CaseId.new(), now - 4 * hour, now - 4 * hour, "Postoperative Visite"),
+            CaseEntry(CaseId.new(), recent, recent, "Kniegelenksarthroskopie rechts"),
+            CaseEntry(CaseId.new(), at(today, 8, 15), at(today, 8, 15), "Befund Thorax unauffällig"),
+            CaseEntry(CaseId.new(), at(today.minusDays(1), 16, 40), at(today.minusDays(1), 16, 40), "Postoperative Visite Zimmer 12"),
+            CaseEntry(CaseId.new(), at(today.minusDays(3), 11, 20), at(today.minusDays(3), 11, 20), "MRT Schulter links"),
+            CaseEntry(CaseId.new(), at(today.minusDays(8), 9, 5), at(today.minusDays(8), 9, 5), "Laborkontrolle Diabetes"),
         )
         requestTileRefresh("seedDemoData")
     }
diff --git a/watch/wearos/app/src/main/java/com/doctate/watch/presentation/CaseListScreen.kt b/watch/wearos/app/src/main/java/com/doctate/watch/presentation/CaseListScreen.kt
index c21b168..7b30cf6 100644
--- a/watch/wearos/app/src/main/java/com/doctate/watch/presentation/CaseListScreen.kt
+++ b/watch/wearos/app/src/main/java/com/doctate/watch/presentation/CaseListScreen.kt
@@ -26,8 +26,10 @@ import androidx.wear.compose.material3.ScreenScaffold
 import androidx.wear.compose.material3.Text
 import com.doctate.watch.domain.CaseEntry
 import com.doctate.watch.domain.CaseStoreStub
-import java.text.SimpleDateFormat
-import java.util.Date
+import java.time.Instant
+import java.time.LocalDate
+import java.time.ZoneId
+import java.time.format.DateTimeFormatter
 import java.util.Locale
 
 @Composable
@@ -109,6 +111,17 @@ private fun EmptyState(onNewCase: () -> Unit) {
     }
 }
 
-private val timeFormat = SimpleDateFormat("HH:mm", Locale.getDefault())
+private val timeFormat = DateTimeFormatter.ofPattern("HH:mm", Locale.getDefault())
+private val dateTimeFormat = DateTimeFormatter.ofPattern("dd.MM.yy - HH:mm", Locale.getDefault())
 
-private fun formatTime(epochMs: Long): String = timeFormat.format(Date(epochMs))
+private fun formatTime(epochMs: Long): String {
+    val zone = ZoneId.systemDefault()
+    val created = Instant.ofEpochMilli(epochMs).atZone(zone)
+    val createdDate = created.toLocalDate()
+    val today = LocalDate.now(zone)
+    return when (createdDate) {
+        today -> created.format(timeFormat)
+        today.minusDays(1) -> "Gestern - ${created.format(timeFormat)}"
+        else -> created.format(dateTimeFormat)
+    }
+}