diff --git a/backend/app/services/date_guess.py b/backend/app/services/date_guess.py
index 6ab6512..2b740b7 100644
--- a/backend/app/services/date_guess.py
+++ b/backend/app/services/date_guess.py
@@ -64,6 +64,13 @@ def _segments(filepath: str) -> list[str]:
     return [s for s in re.split(r"[\\/]+", filepath) if s]
 
 
+# Synology Photos export: `YY-MM-DD HH-MM-SS NNNN.ext`. The explicit
+# HH-MM-SS half is what makes the 2-digit year safe to trust — a random
+# digit triple won't satisfy the hour/minute/second range checks below.
+# YY is mapped to 2000+YY (this format is a recent export convention).
+_SYNOLOGY_RE = re.compile(
+    r"(?<!\d)(\d{2})-(\d{2})-(\d{2})[\s_](\d{2})-(\d{2})-(\d{2})(?!\d)"
+)
 _COMPACT_RE = re.compile(r"(?<!\d)(\d{4})(\d{2})(\d{2})(?!\d)")
 _DASHED_RE = re.compile(r"(?<!\d)(\d{4})[-_.](\d{1,2})[-_.](\d{1,2})(?!\d)")
 _MONTH_RE = re.compile(r"(?<!\d)(\d{4})[-_.](\d{1,2})(?!\d)")
@@ -80,6 +87,24 @@ def _guess_from_string(
     if not input:
         return None
 
+    m = _SYNOLOGY_RE.search(input)
+    if m:
+        yy, mm, dd = int(m.group(1)), int(m.group(2)), int(m.group(3))
+        hh, mi, ss = int(m.group(4)), int(m.group(5)), int(m.group(6))
+        if hh < 24 and mi < 60 and ss < 60:
+            d = _make_date(2000 + yy, mm, dd)
+            if d:
+                d = d.replace(hour=hh, minute=mi, second=ss)
+                return DateGuess(
+                    date=d,
+                    confidence="high",
+                    matched=(
+                        f"{m.group(1)}-{m.group(2)}-{m.group(3)} "
+                        f"{m.group(4)}:{m.group(5)}:{m.group(6)}"
+                    ),
+                    source=source,
+                )
+
     m = _COMPACT_RE.search(input)
     if m:
         d = _make_date(int(m.group(1)), int(m.group(2)), int(m.group(3)))
diff --git a/frontend/src/lib/guessDateFromPath.ts b/frontend/src/lib/guessDateFromPath.ts
index 070c0a2..e741389 100644
--- a/frontend/src/lib/guessDateFromPath.ts
+++ b/frontend/src/lib/guessDateFromPath.ts
@@ -78,6 +78,32 @@ function guessFromString(
 ): DateGuess | null {
   if (!input) return null
 
+  // Day+time: YY-MM-DD HH-MM-SS — Synology Photos export. The explicit
+  // HH-MM-SS half is what makes the 2-digit year safe to trust; a random
+  // digit triple won't satisfy the hour/minute/second range checks below.
+  // YY → 2000+YY (this format is a recent export convention).
+  const synology = input.match(
+    /(?<!\d)(\d{2})-(\d{2})-(\d{2})[\s_](\d{2})-(\d{2})-(\d{2})(?!\d)/,
+  )
+  if (synology) {
+    const yy = +synology[1], mm = +synology[2], dd = +synology[3]
+    const hh = +synology[4], mi = +synology[5], se = +synology[6]
+    if (hh < 24 && mi < 60 && se < 60) {
+      const date = makeDate(2000 + yy, mm, dd)
+      if (date) {
+        date.setHours(hh, mi, se, 0)
+        return {
+          date,
+          confidence: 'high',
+          matched:
+            `${synology[1]}-${synology[2]}-${synology[3]} ` +
+            `${synology[4]}:${synology[5]}:${synology[6]}`,
+          source,
+        }
+      }
+    }
+  }
+
   // Day-level: YYYYMMDD run bounded by non-digits ─ `IMG_20190712_153045`.
   const compact = input.match(/(?<!\d)(\d{4})(\d{2})(\d{2})(?!\d)/)
   if (compact) {