diff --git a/user-management/api/models/vacationModel.js b/user-management/api/models/vacationModel.js
index c59307f..833a6d8 100644
--- a/user-management/api/models/vacationModel.js
+++ b/user-management/api/models/vacationModel.js
@@ -264,15 +264,17 @@ async function autoGrantLongServiceLeave(users, year, createdBy, settings) {
     if (!u.hire_date) continue;
 
     const hire = new Date(u.hire_date);
-    const yearsWorked = year - hire.getFullYear();
-    // 해당 연도 내 threshold 도래 건만 (소급 없음)
-    if (yearsWorked !== thresholdYears) continue;
-
-    // 기념일이 해당 연도인지 확인
+    // 정확한 5년 기념일 계산
     const anniversaryDate = new Date(hire);
     anniversaryDate.setFullYear(hire.getFullYear() + thresholdYears);
+
+    // 기념일이 해당 연도가 아니면 스킵
     if (anniversaryDate.getFullYear() !== year) continue;
 
+    // 기념일이 아직 도래하지 않았으면 스킵 (정확히 5년 경과 필요)
+    const today = new Date();
+    if (today < anniversaryDate) continue;
+
     // long_service_excluded 체크
     const [userRows] = await db.query(
       'SELECT long_service_excluded FROM sso_users WHERE user_id = ?',
diff --git a/user-management/web/index.html b/user-management/web/index.html
index 4770dcd..155a157 100644
--- a/user-management/web/index.html
+++ b/user-management/web/index.html
@@ -904,15 +904,21 @@
                             <option value="">선택</option>
                         </select>
                     </div>
-                    <div>
-                        <label class="block text-xs font-medium text-gray-600 mb-1">배정 유형</label>
-                        <select id="vbBalanceType" class="input-field w-full px-3 py-1.5 rounded-lg text-sm" onchange="onBalanceTypeChange()">
-                            <option value="AUTO">기본연차</option>
-                            <option value="MANUAL">추가부여</option>
-                            <option value="CARRY_OVER">이월연차</option>
-                            <option value="LONG_SERVICE">장기근속</option>
-                            <option value="COMPANY_GRANT">회사부여</option>
-                        </select>
+                    <div class="grid grid-cols-2 gap-3">
+                        <div>
+                            <label class="block text-xs font-medium text-gray-600 mb-1">배정 유형</label>
+                            <select id="vbBalanceType" class="input-field w-full px-3 py-1.5 rounded-lg text-sm" onchange="onBalanceTypeChange()">
+                                <option value="AUTO">기본연차</option>
+                                <option value="MANUAL">추가부여</option>
+                                <option value="CARRY_OVER">이월연차</option>
+                                <option value="LONG_SERVICE">장기근속</option>
+                                <option value="COMPANY_GRANT">회사부여</option>
+                            </select>
+                        </div>
+                        <div>
+                            <label class="block text-xs font-medium text-gray-600 mb-1">배정 연도 <span class="text-red-400">*</span></label>
+                            <input type="number" id="vbYear" class="input-field w-full px-3 py-1.5 rounded-lg text-sm" min="2020" max="2035" required>
+                        </div>
                     </div>
                     <div class="grid grid-cols-2 gap-3">
                         <div>
@@ -2410,7 +2416,7 @@
     <script src="/static/js/tkuser-issue-types.js?v=2026031401"></script>
     <script src="/static/js/tkuser-workplaces.js?v=2026031401"></script>
     <script src="/static/js/tkuser-tasks.js?v=2026031401"></script>
-    <script src="/static/js/tkuser-vacations.js?v=2026032301"></script>
+    <script src="/static/js/tkuser-vacations.js?v=2026033101"></script>
     <script src="/static/js/tkuser-vacation-settings.js?v=2026032501"></script>
     <script src="/static/js/tkuser-layout-map.js?v=2026031401"></script>
     <script src="/static/js/tkuser-partners.js?v=2026031601"></script>
diff --git a/user-management/web/static/js/tkuser-vacations.js b/user-management/web/static/js/tkuser-vacations.js
index 820f543..3fa3c6f 100644
--- a/user-management/web/static/js/tkuser-vacations.js
+++ b/user-management/web/static/js/tkuser-vacations.js
@@ -353,6 +353,7 @@ function openVacBalanceModal(editId) {
     document.getElementById('vacBalModalTitle').textContent = '연차 배정';
 
     const year = document.getElementById('vacYear')?.value || new Date().getFullYear();
+    document.getElementById('vbYear').value = year;
     document.getElementById('vbExpiresAt').value = `${year}-12-31`;
 
     // 사용자 셀렉트 (부서별 optgroup)
@@ -422,11 +423,10 @@ document.getElementById('vacBalanceForm').addEventListener('submit', async e =>
             })});
             showToast('수정되었습니다.');
         } else {
-            const year = document.getElementById('vacYear')?.value || new Date().getFullYear();
             await api('/vacations/balances', { method: 'POST', body: JSON.stringify({
                 user_id: parseInt(document.getElementById('vbUser').value),
                 vacation_type_id: parseInt(document.getElementById('vbType').value),
-                year: parseInt(year),
+                year: parseInt(document.getElementById('vbYear').value),
                 total_days: parseFloat(document.getElementById('vbTotalDays').value) || 0,
                 used_days: parseFloat(document.getElementById('vbUsedDays').value) || 0,
                 balance_type: document.getElementById('vbBalanceType').value,