diff --git a/docs/timeline.md b/docs/timeline.md
index 963b1cd39..97eef4f5e 100644
--- a/docs/timeline.md
+++ b/docs/timeline.md
@@ -10,14 +10,14 @@ The following chart shows all 29 epics across 9 legendary workstreams, 7 milesto
 @startgantt
 
 title CleverAgents Core — Epic-Level Project Schedule
-footer Generated 2026-04-10 | 29 Epics | 9 Legendaries | 7 Milestones | 6 Developers | ~1650 SP | ~25 open bugs | 225 open PRs | Session 4 active
+footer Generated 2026-04-14 | Day 103 Cycle 5 | 29 Epics | 9 Legendaries | 7 Milestones | 6 Developers | ~1650 SP | ~25+ open bugs | Session 4 active
 
 Project starts 2026-02-03
 saturday are closed
 sunday are closed
 printscale weekly zoom 2
 
-today is 2026-04-10
+today is 2026-04-14
 today is colored in #FF6666
 
 ' ================================================================
@@ -401,15 +401,15 @@ legend right
   | v3.5.0 | Mar 10 | 2 | 151 | Autonomy hardening + server stubs |
   | v3.6.0 | Mar 27 | 2 | 100 | Deferred work |
   ----
-  **Risk Register (Day 100 — 2026-04-10)**
+  **Risk Register (Day 103 — 2026-04-14)**
   |= Epic |= Completion |= Risk |= Blocker |
-  | M3 (#357) | 32% | **CRITICAL** | 521 open issues in v3.2.0 (scope expanded 320→770) |
-  | M4 (#358) | 49% | **CRITICAL** | 112 open issues in v3.3.0 |
-  | M5 (#359) | 43% | **HIGH** | 180 open issues in v3.4.0 |
-  | M6 (#360) | 18% | **CRITICAL** | 888 open issues in v3.5.0 (massive scope expansion) |
-  | M7 (#361) | 38% | **HIGH** | 250 open issues in v3.6.0 |
-  | M8 (#362) | 45% | **HIGH** | 519 open issues in v3.7.0 |
-  | SEC (#363) | 28% | **HIGH** | 344 open issues in v3.8.0 |
+  | M3 (#357) | 25% | **CRITICAL** | 815 open issues in v3.2.0 (scope expanded 320→1084) |
+  | M4 (#358) | 40% | **CRITICAL** | 164 open issues in v3.3.0 |
+  | M5 (#359) | 36% | **HIGH** | 243 open issues in v3.4.0 |
+  | M6 (#360) | 17% | **CRITICAL** | 1052 open issues in v3.5.0 (massive scope expansion) |
+  | M7 (#361) | 33% | **HIGH** | 316 open issues in v3.6.0 |
+  | M8 (#362) | 42% | **HIGH** | 582 open issues in v3.7.0 |
+  | SEC (#363) | 26% | **HIGH** | 373 open issues in v3.8.0 |
   ----
   **Color Key**
   |= Color |= Meaning |
@@ -417,11 +417,11 @@ legend right
   | <back:LightSkyBlue>    </back> | In Progress |
   | <back:#E8E8E8>    </back> | Not Started |
   | <back:Gold>  <>  </back> | Milestone Target |
-  | <back:#FF6666>  |  </back> | Today (2026-04-10) |
+  | <back:#FF6666>  |  </back> | Today (2026-04-14) |
   ----
   29 Epics | 9 Legendaries | 7 Milestones | 6 Developers
   ~1649 total story points | ~3300 estimated hours
-  **~25 open bugs (Type/Bug) — 225 open PRs — Session 4 active (32 workers)**
+  **~25+ open bugs (Type/Bug) — open PRs active — Session 4 active (32 workers)**
 end legend
 
 @endgantt
@@ -445,7 +445,7 @@ saturday are closed
 sunday are closed
 printscale weekly zoom 2
 
-today is 2026-04-10
+today is 2026-04-14
 today is colored in #FF6666
 
 <style>
@@ -1950,11 +1950,11 @@ legend right
   | <back:LightSkyBlue>      </back> | Issue: In Progress |
   | <back:#E8E8E8>      </back> | Issue: Not Started |
   | <back:Gold>  <>  </back> | Milestone Target |
-  | <back:#FF6666>  |  </back> | Today (2026-04-10) |
+  | <back:#FF6666>  |  </back> | Today (2026-04-14) |
   ----
   271 Issues | 29 Epics | 9 Legendaries | 7 Milestones
   ~1649 total story points | ~3300 estimated hours
-  **~5 open bugs (Type/Bug) — 219 open PRs — Session 4 active (32 workers)**
+  **~25+ open bugs (Type/Bug) — open PRs active — Session 4 active (32 workers)**
 end legend
 
 @endgantt
@@ -5316,3 +5316,98 @@ Story points per developer per milestone.
 | M9 | N/A | N/A | N/A | N/A | N/A | N/A | N/A | ~TBD SP |
 | M6+ | N/A | N/A | N/A | N/A | N/A | N/A | N/A | ~TBD SP |
 | **Total** | N/A | N/A | N/A | N/A | N/A | N/A | N/A | ~1649 SP |
+
+### 2026-04-14 (Day 103, Cycle 5)
+
+**Summary**
+
+Status: Behind 47+d
+Deadline risk: CRITICAL
+
+**Notes**
+
+- Day 103 update (2026-04-14, Cycle 5). Supervisor [AUTO-TIME] fresh start; continuing from AUTO-TIME-3 Cycle 4 (PR #8791, open/unmerged). Session 4 active (issue #4799, 32 parallel workers, full supervisor fleet).
+- Scope continues expanding since Cycle 4 (~93 min window): +21 new open issues across all milestones (M3 +5, M4 +4, M7 +2, M8 +7, v3.9.0 +3). Zero issues closed in this window.
+- Bug Hunt Pool Supervisor initialized (issue #8793, AUTO-BUG-POOL) — new automated bug-hunting capability added to the fleet.
+- New TUI bugs filed: #8792 (slash router rejects colon commands — all /noun:verb commands broken), #8786 (shell gating not enforced for non-dangerous commands).
+- New spec proposals (AUTO-SPEC): #8790 (automation profile ValidationError behavior), #8788 (git worktree sandbox apply strategy), #8787 (JSON-RPC 2.0 A2A wire format).
+- CI performance issue filed: #8789 (E2E tests blocking CI; proposal to isolate to nightly workflow).
+- All milestones M3-M7 remain 47+ days past original due dates. M8 and M9 have no deadlines and are in active development.
+- v3.9.0 milestone growing: 20 open / 4 closed (was 17/4 in Cycle 4). New milestone added 2026-04-10.
+- PR #8791 (AUTO-TIME-3 Cycle 4) remains open — merge pool active.
+
+#### Milestone forecast
+
+| Milestone | Target -> ETA | Delta | Risk |
+|-----------|---------------|-------|------|
+| M1 (v3.0.0) | (2026-02-15) -> COMPLETE | 0d | COMPLETE |
+| M2 (v3.1.0) | (2026-02-22) -> COMPLETE | 0d | COMPLETE (5 orphaned open issues) |
+| M3 (v3.2.0) | (2026-02-26) -> ETA 2026-06-20 | +115d | CRITICAL — 815 open issues; 25.0% complete (scope 320→1084, +764 issues) |
+| M4 (v3.3.0) | (2026-03-02) -> ETA 2026-05-25 | +84d | CRITICAL — 164 open issues; 39.9% complete |
+| M5 (v3.4.0) | (2026-03-06) -> ETA 2026-05-30 | +85d | HIGH — 243 open issues; 36.4% complete |
+| M6 (v3.5.0) | (2026-03-10) -> ETA 2026-08-15 | +158d | CRITICAL — 1052 open issues; 16.8% complete (scope 638→1264, +626 issues) |
+| M7 (v3.6.0) | (2026-03-28) -> ETA 2026-06-25 | +89d | HIGH — 316 open issues; 32.5% complete |
+| M8 (v3.7.0) | (no deadline) -> ETA 2026-07-25 | N/A | HIGH — 582 open issues; 42.3% complete |
+| M9 (v3.8.0) | (no deadline) -> ETA 2026-08-10 | N/A | MEDIUM — 373 open issues; 26.3% complete |
+| v3.9.0 | (no deadline) -> ETA TBD | N/A | LOW — 20 open issues; 16.7% complete (new milestone) |
+
+#### Track forecast
+
+| Track | Status | ETA | Risk | Blocking |
+|-------|--------|-----|------|----------|
+| Track A (Plan lifecycle + persistence) | Complete | Done | LOW | None |
+| Track B (Projects/resources + sandbox) | In Progress | ETA 2026-05-30 | HIGH | 243 open issues in v3.4.0; git worktree apply strategy merged |
+| Track C (Actors/tools/skills/validations) | In Progress | ETA 2026-05-25 | CRITICAL | 164 open issues in v3.3.0; TUI slash router bug #8792 filed |
+| Track D (Change tracking + apply pipeline) | In Progress | ETA 2026-06-20 | CRITICAL | 815 open issues in v3.2.0; scope explosion continues |
+| Track Q (Quality automation) | Ongoing | N/A | HIGH | ~25+ Type/Bug open bugs; Bug Hunt Pool Supervisor (AUTO-BUG-POOL) initialized; CI performance issue #8789 |
+| Track T (Testing) | Active | Ongoing | HIGH | PR #8791 open (AUTO-TIME-3 Cycle 4); TUI shell gating bug #8786; Session 4 active |
+
+#### Developer forecast
+
+| Name | Days Ahead/Behind | Availability | Risk | Focus |
+|------|-------------------|--------------|------|-------|
+| Jeff | -47d behind | active | HIGH | Session 4 supervisor; M3/M4/M5 backlog clearance; architecture oversight |
+| Luis | -47d behind | active | HIGH | M6 (v3.5.0) features; security hardening; PR review pool; A2A JSON-RPC 2.0 alignment |
+| Hamza | -47d behind | active | HIGH | Resource DAG; v3.6.0 features; AWS CloudResource; PR reviews |
+| Aditya | -47d behind | active | HIGH | M5 features; TDD counterparts; domain model work; UAT testing |
+| Brent | -47d behind | active | HIGH | Bug fixes; TDD counterparts; quality automation; Bug Hunt Pool support |
+| Rui | -47d behind | active | HIGH | TUI features; slash router fix #8792; shell gating fix #8786; E2E testing |
+| Mike/Brian | N/A | standby | LOW | Infrastructure support |
+
+#### Task inventory
+
+Milestone per developer as of Day 103, Cycle 5 (2026-04-14).
+
+| Milestone | Jeff | Aditya | Luis | Hamza | Brent | Rui | Unassigned | Total |
+|-----------|------|--------|------|-------|-------|-----|------------|-------|
+| M1 | 29/29 | 16/16 | N/A | 4/4 | 10/10 | N/A | 35/35 | 96/96 |
+| M2 | 26/26 | 14/14 | N/A | 1/1 | 5/5 | N/A | 6/6 | 56/56 |
+| M3 | N/A | N/A | N/A | N/A | N/A | N/A | 815 open | 269/1084 |
+| M4 | N/A | N/A | N/A | N/A | N/A | N/A | 164 open | 109/273 |
+| M5 | N/A | N/A | N/A | N/A | N/A | N/A | 243 open | 139/382 |
+| M6 | N/A | N/A | N/A | N/A | N/A | N/A | 1052 open | 212/1264 |
+| M7 | N/A | N/A | N/A | N/A | N/A | N/A | 316 open | 152/468 |
+| M8 | N/A | N/A | N/A | N/A | N/A | N/A | 582 open | 427/1009 |
+| M9 | N/A | N/A | N/A | N/A | N/A | N/A | 373 open | 133/506 |
+| v3.9.0 | N/A | N/A | N/A | N/A | N/A | N/A | 20 open | 4/24 |
+| **Total** | **N/A** | **N/A** | **N/A** | **N/A** | **N/A** | **N/A** | **~3568 open** | **1501/4066 closed** |
+
+Note: "done/total" = closed/total for that milestone. Scope expansion continues at high velocity. M3 grew from 770→1084 (+314), M4 grew from 220→273 (+53), M5 grew from 313→382 (+69), M6 grew from 1085→1264 (+179), M7 grew from 400→468 (+68), M8 grew from 944→1009 (+65), M9 grew from 475→506 (+31), v3.9.0 new (24 total) since Day 100.
+
+#### Story point allocation
+
+Story points per developer per milestone.
+
+| Milestone | Jeff | Aditya | Luis | Hamza | Brent | Rui | Unassigned | Total |
+|-----------|------|--------|------|-------|-------|-----|------------|-------|
+| M1 | N/A | N/A | N/A | N/A | N/A | N/A | N/A | ~172 SP |
+| M2 | N/A | N/A | N/A | N/A | N/A | N/A | N/A | ~208 SP |
+| M3 | N/A | N/A | N/A | N/A | N/A | N/A | N/A | ~104 SP |
+| M4 | N/A | N/A | N/A | N/A | N/A | N/A | N/A | ~126 SP |
+| M5 | N/A | N/A | N/A | N/A | N/A | N/A | N/A | ~129 SP |
+| M6 | N/A | N/A | N/A | N/A | N/A | N/A | N/A | ~TBD SP |
+| M7 | N/A | N/A | N/A | N/A | N/A | N/A | N/A | ~100 SP |
+| M8 | N/A | N/A | N/A | N/A | N/A | N/A | N/A | ~TBD SP |
+| M9 | N/A | N/A | N/A | N/A | N/A | N/A | N/A | ~TBD SP |
+| v3.9.0 | N/A | N/A | N/A | N/A | N/A | N/A | N/A | ~TBD SP |
+| **Total** | N/A | N/A | N/A | N/A | N/A | N/A | N/A | ~1649 SP |