diff --git a/JobTrackerApi/Controllers/JobApplicationsController.cs b/JobTrackerApi/Controllers/JobApplicationsController.cs
index 92d6c4e..9d0559c 100644
--- a/JobTrackerApi/Controllers/JobApplicationsController.cs
+++ b/JobTrackerApi/Controllers/JobApplicationsController.cs
@@ -722,6 +722,88 @@ namespace JobTrackerApi.Controllers
             return NoContent();
         }
 
+
+        [HttpPost("{id:int}/refresh-ai")]
+        public async Task<ActionResult<JobApplicationDto>> RefreshAi([FromRoute] int id, CancellationToken cancellationToken)
+        {
+            var job = await _db.JobApplications
+                .Include(j => j.Company)
+                .FirstOrDefaultAsync(j => j.Id == id, cancellationToken);
+
+            if (job is null) return NotFound();
+
+            var sourceText = string.Join("
+
+", new[] { job.Description, job.TranslatedDescription, job.Notes }
+                .Where(x => !string.IsNullOrWhiteSpace(x)));
+            if (string.IsNullOrWhiteSpace(sourceText))
+            {
+                return BadRequest("This job does not have enough description or notes to generate a summary and skills.");
+            }
+
+            var tags = SkillTagger.Detect(sourceText)
+                .Distinct(StringComparer.OrdinalIgnoreCase)
+                .ToList();
+            job.Tags = tags.Count == 0 ? null : JsonSerializer.Serialize(tags);
+
+            var shortSummary = await _summarizer.SummarizeAsync(sourceText, 160, 60);
+            job.ShortSummary = string.IsNullOrWhiteSpace(shortSummary) ? job.ShortSummary : shortSummary;
+
+            _db.JobEvents.Add(new JobEvent
+            {
+                JobApplicationId = job.Id,
+                Type = "AiRefreshed",
+                Note = "Summary and tags were manually refreshed.",
+                At = DateTime.Now
+            });
+
+            await _db.SaveChangesAsync(cancellationToken);
+
+            var settings = await RulesEngine.GetSettings(_db, cancellationToken);
+            var lastMsg = await _db.Correspondences
+                .AsNoTracking()
+                .Where(c => c.JobApplicationId == id)
+                .OrderByDescending(c => c.Date)
+                .Select(c => (DateTime?)c.Date)
+                .FirstOrDefaultAsync(cancellationToken);
+            var followUp = RulesEngine.Evaluate(settings, job, DateTime.Now, lastMsg);
+
+            return Ok(new JobApplicationDto(
+                Id: job.Id,
+                CompanyId: job.CompanyId,
+                Company: job.Company,
+                JobTitle: job.JobTitle,
+                Status: job.Status,
+                DateApplied: job.DateApplied,
+                ResponseReceived: job.ResponseReceived,
+                ResponseDate: job.ResponseDate,
+                Notes: job.Notes,
+                CoverLetterText: job.CoverLetterText,
+                JobUrl: job.JobUrl,
+                Description: job.Description,
+                TranslatedDescription: job.TranslatedDescription,
+                DescriptionLanguage: job.DescriptionLanguage,
+                Tags: job.Tags,
+                Deadline: job.Deadline,
+                Location: job.Location,
+                Salary: job.Salary,
+                NextAction: job.NextAction,
+                FollowUpAt: job.FollowUpAt,
+                FeedbackRequestedAt: job.FeedbackRequestedAt,
+                HasResume: job.HasResume,
+                HasCoverLetter: job.HasCoverLetter,
+                HasPortfolio: job.HasPortfolio,
+                HasOtherAttachment: job.HasOtherAttachment,
+                IsDeleted: job.IsDeleted,
+                DeletedAt: job.DeletedAt,
+                DaysSince: job.DaysSince,
+                NeedsFollowUp: followUp.NeedsFollowUp,
+                FollowUpReason: followUp.Reason,
+                ShortSummary: job.ShortSummary,
+                FullSummary: null
+            ));
+        }
+
         [HttpDelete("{id:int}")]
         public async Task<IActionResult> SoftDelete([FromRoute] int id, CancellationToken cancellationToken)
         {
diff --git a/job-tracker-ui/src/components/Correspondence.tsx b/job-tracker-ui/src/components/Correspondence.tsx
index ba24a2c..bb4bbdd 100644
--- a/job-tracker-ui/src/components/Correspondence.tsx
+++ b/job-tracker-ui/src/components/Correspondence.tsx
@@ -235,6 +235,7 @@ export default function Correspondence({ jobId }: { jobId: number }) {
 
 
   const deleteMessage = async (messageId: number) => {
+    if (!window.confirm("Remove this correspondence message?")) return;
     try {
       await api.delete(`/correspondence/${messageId}`);
       await load();
diff --git a/job-tracker-ui/src/components/JobDetailsDialog.tsx b/job-tracker-ui/src/components/JobDetailsDialog.tsx
index 6949cab..e635dfb 100644
--- a/job-tracker-ui/src/components/JobDetailsDialog.tsx
+++ b/job-tracker-ui/src/components/JobDetailsDialog.tsx
@@ -16,6 +16,7 @@ import {
 
 import { api } from "../api";
 import { JobApplication } from "../types";
+import { useToast } from "../toast";
 
 import Correspondence from "./Correspondence";
 import Attachments from "./Attachments";
@@ -50,6 +51,7 @@ function statusChipColor(status: string): "default" | "primary" | "warning" | "e
 }
 
 export default function JobDetailsDialog({ open, jobId, onClose }: Props) {
+  const { toast } = useToast();
   const [job, setJob] = useState<JobApplication | null>(null);
   const [tab, setTab] = useState(0);
   const [history, setHistory] = useState<{ id: number; type: string; oldValue?: string; newValue?: string; note?: string; at: string }[]>([]);
@@ -57,6 +59,7 @@ export default function JobDetailsDialog({ open, jobId, onClose }: Props) {
   const [followUpDraft, setFollowUpDraft] = useState<FollowUpDraft | null>(null);
   const [loadingDraft, setLoadingDraft] = useState(false);
   const [sendingDraft, setSendingDraft] = useState(false);
+  const [refreshingAi, setRefreshingAi] = useState(false);
   const [draftRecipient, setDraftRecipient] = useState("");
   const [draftSubject, setDraftSubject] = useState("");
   const [draftBody, setDraftBody] = useState("");
@@ -182,12 +185,33 @@ export default function JobDetailsDialog({ open, jobId, onClose }: Props) {
                 <Typography sx={{ whiteSpace: "pre-wrap" }}>{job.translatedDescription}</Typography>
               </Box>
             ) : null}
-            {job?.fullSummary || job?.shortSummary ? (
-              <Box sx={{ gridColumn: "1 / -1", mt: 1 }}>
-                <Typography variant="overline">Summary</Typography>
-                <Typography sx={{ whiteSpace: "pre-wrap" }}>{job?.fullSummary ?? job?.shortSummary}</Typography>
+            <Box sx={{ gridColumn: "1 / -1", mt: 1 }}>
+              <Box sx={{ display: "flex", justifyContent: "space-between", gap: 1, alignItems: "center", flexWrap: "wrap", mb: 0.5 }}>
+                <Typography variant="overline">Summary and skills</Typography>
+                <Button
+                  size="small"
+                  variant="outlined"
+                  disabled={refreshingAi}
+                  onClick={async () => {
+                    if (!jobId) return;
+                    if (!window.confirm("Overwrite the current summary and skills with a freshly generated version?")) return;
+                    setRefreshingAi(true);
+                    try {
+                      const res = await api.post<JobApplication>(`/jobapplications/${jobId}/refresh-ai`);
+                      setJob(res.data);
+                      toast("Summary and skills refreshed.", "success");
+                    } catch (error: any) {
+                      toast(error?.response?.data || "Failed to refresh summary and skills.", "error");
+                    } finally {
+                      setRefreshingAi(false);
+                    }
+                  }}
+                >
+                  {refreshingAi ? "Refreshing..." : "Refresh summary and skills"}
+                </Button>
               </Box>
-            ) : null}
+              <Typography sx={{ whiteSpace: "pre-wrap" }}>{job?.fullSummary ?? job?.shortSummary ?? "No summary yet."}</Typography>
+            </Box>
             <Box sx={{ gridColumn: "1 / -1" }}>
               <Typography variant="overline">Notes</Typography>
               <Typography sx={{ whiteSpace: "pre-wrap" }}>{job?.notes ?? ""}</Typography>
diff --git a/job-tracker-ui/src/components/JobTable.tsx b/job-tracker-ui/src/components/JobTable.tsx
index 66ab958..bdfe023 100644
--- a/job-tracker-ui/src/components/JobTable.tsx
+++ b/job-tracker-ui/src/components/JobTable.tsx
@@ -204,10 +204,20 @@ export default function JobTable({ refreshToken, pageSize, onPageSizeChange, col
     setSelectedIds((prev) => checked ? [...prev, id] : prev.filter((x) => x !== id));
   };
 
-  const softDelete = async (id: number) => {
+  const confirmDelete = (jobsToDelete: JobApplication[]) => {
+    if (jobsToDelete.length === 0) return false;
+    if (jobsToDelete.length === 1) {
+      const job = jobsToDelete[0];
+      return window.confirm(`Move "${job.jobTitle}" at ${job.company?.name ?? "this company"} to trash?`);
+    }
+    return window.confirm(`Move ${jobsToDelete.length} selected jobs to trash?`);
+  };
+
+  const softDelete = async (job: JobApplication) => {
+    if (!confirmDelete([job])) return;
     try {
-      await api.delete(`/jobapplications/${id}`);
-      toast("Job moved to trash.", "success", { label: "Undo", onClick: () => { void restore(id); } });
+      await api.delete(`/jobapplications/${job.id}`);
+      toast("Job moved to trash.", "success", { label: "Undo", onClick: () => { void restore(job.id); } });
       setReloadToken((t) => t + 1);
     } catch {
       toast("Failed to delete job.", "error");
@@ -236,6 +246,8 @@ export default function JobTable({ refreshToken, pageSize, onPageSizeChange, col
 
   const runBulkAction = async (action: "delete" | "restore" | "status", value?: string) => {
     if (selectedIds.length === 0) return;
+    const selectedJobs = jobs.filter((job) => selectedIds.includes(job.id));
+    if (action === "delete" && !confirmDelete(selectedJobs)) return;
     try {
       await Promise.all(selectedIds.map((id) => {
         if (action === "delete") return api.delete(`/jobapplications/${id}`);
@@ -354,7 +366,7 @@ export default function JobTable({ refreshToken, pageSize, onPageSizeChange, col
                         <Tooltip title="Edit"><IconButton size="small" onClick={() => setEditJobId(job.id)}><EditOutlinedIcon fontSize="small" /></IconButton></Tooltip>
                         <Tooltip title="Quick status"><IconButton size="small" onClick={(e) => { setStatusJobId(job.id); setStatusAnchor(e.currentTarget); }}><MoreHorizIcon fontSize="small" /></IconButton></Tooltip>
                         <Tooltip title="Open"><IconButton size="small" onClick={() => setDetailsJobId(job.id)}><LaunchIcon fontSize="small" /></IconButton></Tooltip>
-                        {(mode === "trash" || (includeDeleted && job.isDeleted)) ? <Tooltip title="Restore"><IconButton size="small" onClick={() => void restore(job.id)}><RestoreFromTrashOutlinedIcon fontSize="small" /></IconButton></Tooltip> : <Tooltip title="Soft delete"><IconButton size="small" onClick={() => void softDelete(job.id)}><DeleteOutlineIcon fontSize="small" /></IconButton></Tooltip>}
+                        {(mode === "trash" || (includeDeleted && job.isDeleted)) ? <Tooltip title="Restore"><IconButton size="small" onClick={() => void restore(job.id)}><RestoreFromTrashOutlinedIcon fontSize="small" /></IconButton></Tooltip> : <Tooltip title="Soft delete"><IconButton size="small" onClick={() => void softDelete(job)}><DeleteOutlineIcon fontSize="small" /></IconButton></Tooltip>}
                       </Box>
                     </TableCell>
                   </TableRow>