diff --git a/src/claire/db.py b/src/claire/db.py
index fc47627..d42b55b 100644
--- a/src/claire/db.py
+++ b/src/claire/db.py
@@ -313,6 +313,13 @@ _MIGRATIONS: list[tuple[str, str]] = [
             ON events(event_type) WHERE event_type = 'host_telemetry_reported';
         """,
     ),
+    (
+        "0012_decision_pinned",
+        # Sentinel — apply via _apply_0012_decision_pinned. ALTER ADD COLUMN
+        # can't be IF-NOT-EXISTS in SQLite; add `pinned` to the existing
+        # decisions table so a decision can be featured at the top of the log.
+        "<sentinel:apply_0012_decision_pinned>",
+    ),
 ]
 
 
@@ -393,6 +400,15 @@ def _apply_0003_pm_alter(conn: sqlite3.Connection) -> None:
     conn.execute("CREATE INDEX IF NOT EXISTS tasks_type  ON tasks(task_type)")
 
 
+def _apply_0012_decision_pinned(conn: sqlite3.Connection) -> None:
+    """Add `pinned` to `decisions` — feature a decision at the top of the log."""
+    existing = {row[1] for row in conn.execute("PRAGMA table_info(decisions)")}
+    if "pinned" not in existing:
+        conn.execute(
+            "ALTER TABLE decisions ADD COLUMN pinned INTEGER NOT NULL DEFAULT 0"
+        )
+
+
 def default_db_path() -> Path:
     """`~/.local/share/claire/claire.db` — XDG-compliant."""
     xdg = os.environ.get("XDG_DATA_HOME")
@@ -445,6 +461,7 @@ def migrate(conn: sqlite3.Connection) -> list[str]:
         "<sentinel:apply_0006_project_org>": _apply_0006_project_org,
         "<sentinel:apply_0008_task_blocked_by>": _apply_0008_task_blocked_by,
         "<sentinel:apply_0010_role_clare_to_claire>": _apply_0010_role_clare_to_claire,
+        "<sentinel:apply_0012_decision_pinned>": _apply_0012_decision_pinned,
     }
     for mid, sql in _MIGRATIONS:
         if mid in already:
diff --git a/src/claire/domain.py b/src/claire/domain.py
index 126485e..1223146 100644
--- a/src/claire/domain.py
+++ b/src/claire/domain.py
@@ -265,6 +265,7 @@ class Decision(_Strict):
     project_id: UUID | None = None
     task_id: UUID | None = None
     created_hlc: str
+    pinned: bool = False  # surfaced in a "Pinned" section at the top of the web log
 
 
 class ChatMessage(_Strict):
diff --git a/src/claire/events.py b/src/claire/events.py
index be1f048..6a7132a 100644
--- a/src/claire/events.py
+++ b/src/claire/events.py
@@ -367,6 +367,14 @@ class DecisionRecorded(_Payload):
     task_id: UUID | None = None
 
 
+class DecisionPinned(_Payload):
+    """Feature/unfeature a decision at the top of the web log (migration 0012)."""
+
+    kind: Literal["decision_pinned"] = "decision_pinned"
+    decision_id: UUID
+    pinned: bool
+
+
 # ---------------------------------------------------------------------------
 # Host telemetry (migration 0011_host_telemetry). The Linux `claire agent`
 # samples local CPU/mem/load/disk per interval and emits one of these; it
@@ -424,6 +432,7 @@ EventPayload: TypeAlias = Annotated[
     | AgentStatusReported
     | UsageRecorded
     | DecisionRecorded
+    | DecisionPinned
     | HostTelemetryReported,
     Field(discriminator="kind"),
 ]
@@ -1099,6 +1108,11 @@ def _apply_payload(conn: sqlite3.Connection, hlc: HLC, payload: EventPayload) ->
                     h,
                 ),
             )
+        case DecisionPinned():
+            conn.execute(
+                "UPDATE decisions SET pinned = ? WHERE id = ?",
+                (1 if payload.pinned else 0, str(payload.decision_id)),
+            )
         case AgentStatusReported():
             # Upsert: each session has at most one current-status row.
             # `source` distinguishes push vs triage-derived; the hybrid
diff --git a/src/claire/read.py b/src/claire/read.py
index dc5badb..b39514c 100644
--- a/src/claire/read.py
+++ b/src/claire/read.py
@@ -689,4 +689,5 @@ def _decision_from_row(row: sqlite3.Row) -> Decision:
         project_id=UUID(row["project_id"]) if row["project_id"] else None,
         task_id=UUID(row["task_id"]) if row["task_id"] else None,
         created_hlc=row["created_hlc"],
+        pinned=bool(row["pinned"]),
     )
diff --git a/src/claire/web/api.py b/src/claire/web/api.py
index 415e16c..be93192 100644
--- a/src/claire/web/api.py
+++ b/src/claire/web/api.py
@@ -175,6 +175,10 @@ class DecisionCreateReq(_Strict):
     task_ref: str | None = None
 
 
+class DecisionPinReq(_Strict):
+    pinned: bool
+
+
 # ---------------------------------------------------------------------------
 # Error translation
 # ---------------------------------------------------------------------------
@@ -642,6 +646,17 @@ def decisions_create(req: DecisionCreateReq, cg: Dep) -> dict[str, Any]:
     return decision.model_dump(mode="json")
 
 
+@router.post("/decisions/{decision_id}/pin")
+def decisions_pin(decision_id: str, req: DecisionPinReq, cg: Dep) -> dict[str, Any]:
+    """Pin/unpin a decision (featured at the top of the log)."""
+    conn, gen = cg
+    try:
+        decision = service.pin_decision(conn, gen, decision_id=decision_id, pinned=req.pinned)
+    except (service.NotFound, service.InvalidInput) as exc:
+        raise _to_http(exc) from exc
+    return decision.model_dump(mode="json")
+
+
 # ---------------------------------------------------------------------------
 # Sync
 # ---------------------------------------------------------------------------
diff --git a/src/claire/web/app/src/decisions/DecisionsPage.tsx b/src/claire/web/app/src/decisions/DecisionsPage.tsx
index 75e52bd..56eb544 100644
--- a/src/claire/web/app/src/decisions/DecisionsPage.tsx
+++ b/src/claire/web/app/src/decisions/DecisionsPage.tsx
@@ -1,15 +1,16 @@
 /**
- * Decisions log — newest-first list of non-trivial decisions recorded
- * during the work, with a badge for WHO made each decision (Claire vs User).
+ * Decisions log — non-trivial decisions recorded during the work, with a badge
+ * for WHO made each (Claire vs User). Pinned decisions are featured in a
+ * highlighted section at the top; each row has a pin/unpin toggle.
  *
- * Backing: GET /api/v1/decisions; rows are appended via the orchestrator
- * `record_decision` MCP tool (or POST /api/v1/decisions).
+ * Backing: GET /api/v1/decisions; rows appended via `record_decision` /
+ * POST /api/v1/decisions; pinned via POST /api/v1/decisions/{id}/pin.
  */
 import type { ReactElement } from "react";
-import { useQuery } from "@tanstack/react-query";
+import { useMutation, useQuery, useQueryClient } from "@tanstack/react-query";
 import styled from "styled-components";
 
-import { ApiError, fetchDecisions } from "../lib/api";
+import { ApiError, fetchDecisions, pinDecision } from "../lib/api";
 import type { Decision, DecisionMaker } from "../lib/types";
 
 const Wrap = styled.div`
@@ -30,6 +31,15 @@ const Sub = styled.p`
   font-size: 0.85rem;
 `;
 
+const SectionLabel = styled.h3`
+  margin: 0 0 0.5rem 0;
+  font-weight: normal;
+  font-size: 0.72rem;
+  text-transform: uppercase;
+  letter-spacing: 0.08em;
+  color: ${({ theme }): string => theme.colors.accent};
+`;
+
 const Dim = styled.span`
   color: ${({ theme }): string => theme.colors.text.muted};
 `;
@@ -40,19 +50,22 @@ const ErrorMsg = styled.span`
 
 const List = styled.ul`
   list-style: none;
-  margin: 0;
+  margin: 0 0 1.5rem 0;
   padding: 0;
   display: flex;
   flex-direction: column;
   gap: 0.5rem;
 `;
 
-const Row = styled.li`
+const Row = styled.li<{ $pinned: boolean }>`
   display: grid;
   grid-template-columns: auto 1fr auto;
   gap: 0.75rem;
   padding: 0.75rem 1rem;
   border: 1px solid ${({ theme }): string => theme.colors.border};
+  /* Pinned rows get an accent left-edge so the section reads as "featured". */
+  border-left: ${({ theme, $pinned }): string =>
+    $pinned ? `3px solid ${theme.colors.accent}` : `1px solid ${theme.colors.border}`};
   background: ${({ theme }): string => theme.colors.background.secondary};
   align-items: start;
 `;
@@ -61,11 +74,6 @@ interface BadgeProps {
   $maker: DecisionMaker;
 }
 
-/**
- * Maker badge — Claire decisions ride the existing accent color (cyan-ish
- * in cyberpunk); User decisions get success (green-ish). Both colors come
- * from @lilith/ui-theme so we don't introduce a flat-theme regression.
- */
 const Badge = styled.span<BadgeProps>`
   font-size: 0.7rem;
   text-transform: uppercase;
@@ -114,11 +122,35 @@ const Tag = styled.span`
   font-family: ui-monospace, "SF Mono", Menlo, monospace;
 `;
 
+const RightCol = styled.div`
+  display: flex;
+  flex-direction: column;
+  align-items: flex-end;
+  gap: 0.4rem;
+`;
+
 const When = styled.div`
   color: ${({ theme }): string => theme.colors.text.muted};
   font-size: 0.72rem;
   white-space: nowrap;
-  align-self: start;
+`;
+
+const PinBtn = styled.button<{ $pinned: boolean }>`
+  cursor: pointer;
+  background: transparent;
+  border: none;
+  padding: 0;
+  font-size: 0.95rem;
+  line-height: 1;
+  opacity: ${({ $pinned }): string => ($pinned ? "1" : "0.35")};
+  filter: ${({ $pinned }): string => ($pinned ? "none" : "grayscale(1)")};
+  transition: opacity 0.12s ease;
+  &:hover {
+    opacity: 1;
+  }
+  &:disabled {
+    cursor: default;
+  }
 `;
 
 const MAKER_LABEL: Record<DecisionMaker, string> = {
@@ -128,8 +160,7 @@ const MAKER_LABEL: Record<DecisionMaker, string> = {
 
 /**
  * HLC encodes as `<millis>.<counter>.<machine>`. The leading millis is
- * UTC epoch ms; show "Ns/m/h/d ago" using that. Matches SessionsPage's
- * `relativeTime` shape — kept inline because it takes a string, not iso.
+ * UTC epoch ms; show "Ns/m/h/d ago" using that.
  */
 function relativeFromHlc(hlc: string): string {
   const head = hlc.split(".", 1)[0] ?? "";
@@ -152,19 +183,66 @@ function shortId(id: string): string {
 }
 
 export function DecisionsPage(): ReactElement {
+  const queryClient = useQueryClient();
   const decisionsQ = useQuery<Decision[], ApiError>({
     queryKey: ["decisions"],
     queryFn: ({ signal }): Promise<Decision[]> => fetchDecisions({}, signal),
   });
 
+  const pinMut = useMutation<Decision, ApiError, { id: string; pinned: boolean }>({
+    mutationFn: ({ id, pinned }): Promise<Decision> => pinDecision(id, pinned),
+    onSuccess: (): void => {
+      void queryClient.invalidateQueries({ queryKey: ["decisions"] });
+    },
+  });
+
   const decisions = decisionsQ.data ?? [];
+  const pinned = decisions.filter((d): boolean => d.pinned);
+  const rest = decisions.filter((d): boolean => !d.pinned);
+
+  const renderRow = (d: Decision): ReactElement => (
+    <Row key={d.id} $pinned={d.pinned}>
+      <Badge $maker={d.made_by}>{MAKER_LABEL[d.made_by]}</Badge>
+      <Body>
+        <Text>{d.text}</Text>
+        {d.rationale ? <Rationale>{d.rationale}</Rationale> : null}
+        {d.project_id || d.task_id ? (
+          <Links>
+            {d.project_id ? (
+              <span>
+                project <Tag>{shortId(d.project_id)}</Tag>
+              </span>
+            ) : null}
+            {d.task_id ? (
+              <span>
+                task <Tag>{shortId(d.task_id)}</Tag>
+              </span>
+            ) : null}
+          </Links>
+        ) : null}
+      </Body>
+      <RightCol>
+        <PinBtn
+          type="button"
+          $pinned={d.pinned}
+          disabled={pinMut.isPending}
+          title={d.pinned ? "Unpin" : "Pin to top"}
+          aria-label={d.pinned ? "Unpin decision" : "Pin decision"}
+          onClick={(): void => pinMut.mutate({ id: d.id, pinned: !d.pinned })}
+        >
+          📌
+        </PinBtn>
+        <When title={d.created_hlc}>{relativeFromHlc(d.created_hlc)}</When>
+      </RightCol>
+    </Row>
+  );
 
   return (
     <Wrap>
       <H2>decisions</H2>
       <Sub>
-        Non-trivial decisions recorded during the work — what was decided,
-        by whom, and why.
+        Non-trivial decisions recorded during the work — what was decided, by
+        whom, and why. Pin the important ones to feature them at the top.
       </Sub>
 
       {decisionsQ.error ? (
@@ -178,32 +256,20 @@ export function DecisionsPage(): ReactElement {
       ) : decisions.length === 0 ? (
         <Dim>(no decisions recorded yet)</Dim>
       ) : (
-        <List>
-          {decisions.map((d): ReactElement => (
-            <Row key={d.id}>
-              <Badge $maker={d.made_by}>{MAKER_LABEL[d.made_by]}</Badge>
-              <Body>
-                <Text>{d.text}</Text>
-                {d.rationale ? <Rationale>{d.rationale}</Rationale> : null}
-                {(d.project_id || d.task_id) ? (
-                  <Links>
-                    {d.project_id ? (
-                      <span>
-                        project <Tag>{shortId(d.project_id)}</Tag>
-                      </span>
-                    ) : null}
-                    {d.task_id ? (
-                      <span>
-                        task <Tag>{shortId(d.task_id)}</Tag>
-                      </span>
-                    ) : null}
-                  </Links>
-                ) : null}
-              </Body>
-              <When title={d.created_hlc}>{relativeFromHlc(d.created_hlc)}</When>
-            </Row>
-          ))}
-        </List>
+        <>
+          {pinned.length > 0 ? (
+            <>
+              <SectionLabel>📌 pinned</SectionLabel>
+              <List>{pinned.map(renderRow)}</List>
+            </>
+          ) : null}
+          {rest.length > 0 ? (
+            <>
+              {pinned.length > 0 ? <SectionLabel>all decisions</SectionLabel> : null}
+              <List>{rest.map(renderRow)}</List>
+            </>
+          ) : null}
+        </>
       )}
     </Wrap>
   );
diff --git a/src/claire/web/app/src/lib/api.ts b/src/claire/web/app/src/lib/api.ts
index d51aa29..33d3aab 100644
--- a/src/claire/web/app/src/lib/api.ts
+++ b/src/claire/web/app/src/lib/api.ts
@@ -275,3 +275,14 @@ export async function recordDecision(
 ): Promise<Decision> {
   return request<Decision>("POST", "/api/v1/decisions", { body, signal });
 }
+
+export async function pinDecision(
+  id: string,
+  pinned: boolean,
+  signal?: AbortSignal,
+): Promise<Decision> {
+  return request<Decision>("POST", `/api/v1/decisions/${id}/pin`, {
+    body: { pinned },
+    signal,
+  });
+}
diff --git a/src/claire/web/app/src/lib/types.ts b/src/claire/web/app/src/lib/types.ts
index 120cc66..2379e23 100644
--- a/src/claire/web/app/src/lib/types.ts
+++ b/src/claire/web/app/src/lib/types.ts
@@ -237,6 +237,7 @@ export interface Decision {
   project_id: string | null;
   task_id: string | null;
   created_hlc: string;
+  pinned: boolean;
 }
 
 export interface DecisionsResponse {
diff --git a/src/claire/web/service.py b/src/claire/web/service.py
index 2e4386b..242edfa 100644
--- a/src/claire/web/service.py
+++ b/src/claire/web/service.py
@@ -1591,6 +1591,27 @@ def record_decision(
     return decision
 
 
+def pin_decision(
+    conn: sqlite3.Connection,
+    gen: HLCGenerator,
+    *,
+    decision_id: str,
+    pinned: bool,
+) -> Decision:
+    """Feature/unfeature a decision at the top of the log. Raises NotFound if
+    the decision doesn't exist."""
+    try:
+        did = UUID(decision_id)
+    except ValueError as exc:
+        raise InvalidInput(f"invalid decision id: {decision_id}") from exc
+    if read.get_decision(conn, did) is None:
+        raise NotFound(f"no such decision: {decision_id}")
+    ev.append(conn, gen, ev.DecisionPinned(decision_id=did, pinned=pinned))
+    decision = read.get_decision(conn, did)
+    assert decision is not None
+    return decision
+
+
 def list_decisions(
     conn: sqlite3.Connection,
     *,
diff --git a/tests/test_db.py b/tests/test_db.py
index cb1065a..2d4bdf4 100644
--- a/tests/test_db.py
+++ b/tests/test_db.py
@@ -12,6 +12,7 @@ def test_migrate_is_idempotent() -> None:
         "0003_pm_alter", "0005_session_liveness", "0006_project_org",
         "0007_usage", "0008_task_blocked_by", "0009_decisions",
         "0010_role_clare_to_claire", "0011_host_telemetry",
+        "0012_decision_pinned",
     ]
     assert second == []  # already applied
 
diff --git a/tests/test_decision_pin.py b/tests/test_decision_pin.py
new file mode 100644
index 0000000..b5ad650
--- /dev/null
+++ b/tests/test_decision_pin.py
@@ -0,0 +1,46 @@
+"""Decision pinning — DecisionPinned event + projection + service (migration 0012)."""
+
+from __future__ import annotations
+
+from claire import events as ev
+from claire.db import migrate, open_db
+from claire.domain import DecisionMaker
+from claire.hlc import HLCGenerator
+from claire.web import service
+
+
+def _conn():
+    conn = open_db(":memory:")
+    migrate(conn)
+    return conn
+
+
+def test_decision_defaults_unpinned_then_toggles():
+    conn = _conn()
+    gen = HLCGenerator("m")
+    d = service.record_decision(conn, gen, made_by=DecisionMaker.USER, text="ship it")
+    assert d.pinned is False
+
+    pinned = service.pin_decision(conn, gen, decision_id=str(d.id), pinned=True)
+    assert pinned.pinned is True
+
+    unpinned = service.pin_decision(conn, gen, decision_id=str(d.id), pinned=False)
+    assert unpinned.pinned is False
+
+
+def test_pin_unknown_decision_raises():
+    conn = _conn()
+    gen = HLCGenerator("m")
+    import pytest
+
+    with pytest.raises(service.NotFound):
+        service.pin_decision(conn, gen, decision_id="00000000-0000-0000-0000-000000000000", pinned=True)
+
+
+def test_pinned_survives_replay():
+    conn = _conn()
+    gen = HLCGenerator("m")
+    d = service.record_decision(conn, gen, made_by=DecisionMaker.CLAIRE, text="x")
+    service.pin_decision(conn, gen, decision_id=str(d.id), pinned=True)
+    ev.replay(conn)
+    assert service.read.get_decision(conn, d.id).pinned is True