fix(#3213): segment-boundary membership for letter-named phase dirs (#3368)

* test(#3213): add letter-named phase regression for getMilestonePhaseFilter

The custom-ID branch's greedy capture excluded every letter-named phase
directory (Phase A:..Phase L:) from the milestone, fabricating counts.
Add two failing-first regression tests: a single letter phase + numeric
control, and the full A..L + 00 tree from the issue's reproduction.

RED — fails on next; fix follows in a separate fix: commit.

* fix(#3213): segment-boundary membership for letter-named phase dirs

The custom-ID branch of isDirInMilestone (getMilestonePhaseFilter) used a
greedy capture ^([A-Za-z][A-Za-z0-9]*(?:-[A-Za-z0-9]+)*) that swallowed the
whole hyphenated directory name (A-tool-output-contract was captured as
'A-tool-output-contract', not 'A'). The set lookup then failed and every
letter-named phase directory (Phase A:..Phase L: — GSD's own convention,
ADR-612 first-class non-numeric IDs) fell out of the milestone, silently
fabricating progress/plan counts over whatever numeric dir survived.

Replace the capture-then-lookup with a segment-boundary membership test: a
directory belongs if its lowercased name EQUALS a declared phase ID or BEGINS
with that ID followed by '-' (so 'A-tool-output-contract' matches ID 'a';
'PROJ-42-description' matches ID 'proj-42'; 'AB-combined' does NOT match
'a'). IDs are sorted longest-first so a hyphenated id (proj-42) is tested
before a prefix of it (proj). Additive only — numericRe still handles every
leading-digit dir first, and this can only ADMIT a dir the greedy capture
wrongly excluded, never exclude one already matched.

* chore(#3213): add changeset fragment

* chore(#3213): backfill changeset PR number (#3368)

---------

Co-authored-by: sim <sim@local>

.changeset/tame-river-song.md

@@ -0,0 +1,5 @@
+---
+type: Fixed
+pr: 3368
+---
+**Milestone phase counts no longer drop every letter-named phase directory** — `getMilestonePhaseFilter` now includes letter-named phase directories (`Phase A:`…`Phase L:`, GSD's own non-numeric phase convention per ADR-612) in milestone progress and plan counts. A greedy regex previously captured the whole hyphenated directory name (`A-tool-output-contract` was read as `A-tool-output-contract` instead of `A`), so every letter-named phase silently fell out of its milestone and the progress/plan totals were fabricated over whatever numeric directory happened to survive — a well-formed, plausible number that could even look correct at a phase boundary. Numeric and milestone-prefixed phases are unchanged. (#3213)

src/roadmap-parser.cts

@@ -1366,6 +1366,10 @@ function getMilestonePhaseFilter(cwd: string, versionOverride?: string | null, p
   );
 
   const roadmapUsesHyphenedIds = [...normalized].some(n => n.includes('-'));
+  // #3213: longest-first so a hyphenated declared ID (e.g. "proj-42") is tested
+  // before a prefix of it (e.g. "proj") in the segment-boundary membership loop
+  // below — otherwise the shorter id would admit a dir that belongs to the longer.
+  const normalizedIdsLongestFirst = [...normalized].sort((a, b) => b.length - a.length);
   // #2043: milestone-prefixed sub-phase components must be zero-padded — so a
   // single-digit slug word after the phase
   // number (e.g. dir "46-6-rs-…") captures "46" and is not silently excluded from
@@ -1383,8 +1387,27 @@ function getMilestonePhaseFilter(cwd: string, versionOverride?: string | null, p
   function isDirInMilestone(dirName: string): boolean {
     const m2 = dirName.match(numericRe);
     if (m2 && normalized.has(normalizePhaseIdSegments(m2[1]).toLowerCase())) return true;
-    const customMatch = dirName.match(/^([A-Za-z][A-Za-z0-9]*(?:-[A-Za-z0-9]+)*)/);
-    if (customMatch && normalized.has(customMatch[1].toLowerCase())) return true;
+    // #3213: segment-boundary membership test, scoped to LETTER-LEADING (custom-
+    // ID) directories only. The prior greedy capture
+    // `^([A-Za-z][A-Za-z0-9]*(?:-[A-Za-z0-9]+)*)` swallowed the WHOLE hyphenated
+    // directory name (A-tool-output-contract was captured as
+    // "A-tool-output-contract", not "A"), so every letter-named phase directory
+    // (Phase A:..Phase L: — GSD's own convention, ADR-612 first-class non-numeric
+    // IDs) fell out of the milestone and counts were silently fabricated over
+    // whatever numeric directory survived. A letter-leading directory belongs if
+    // its lowercased name EQUALS a declared phase ID, or BEGINS with that ID
+    // followed by "-" (so "A-tool-output-contract" matches ID "a";
+    // "PROJ-42-description" matches ID "proj-42"; "AB-combined" does NOT match
+    // "a"). SCOPED TO LETTER-LEADING DIRS because numeric dirs are owned by
+    // numericRe above, which respects the #2232 continuation grammar — a bare
+    // startsWith here would wrongly admit "14-02-photos-…" to phase "14" when its
+    // real token is "14-02" (continuation-absorbed, not declared).
+    if (/^[A-Za-z]/.test(dirName)) {
+      const lowerDir = dirName.toLowerCase();
+      for (const id of normalizedIdsLongestFirst) {
+        if (lowerDir === id || lowerDir.startsWith(id + '-')) return true;
+      }
+    }
     const stripped = stripProjectCodePrefix(dirName);
     if (stripped !== dirName) {
       const sm = stripped.match(numericRe);

tests/roadmap-parser.test.cjs

@@ -1233,6 +1233,53 @@ describe('roadmap-parser: getMilestonePhaseFilter', () => {
     assert.strictEqual(filter('02-01-setup'), true, 'bracket-prefixed phase 2-01 matched');
     assert.strictEqual(filter('02-02-build'), true, 'bracket-prefixed phase 2-02 matched');
   });
+
+  // #3213: the custom-ID branch used a greedy capture
+  // `^([A-Za-z][A-Za-z0-9]*(?:-[A-Za-z0-9]+)*)` that swallowed the whole
+  // hyphenated directory name (A-tool-output-contract → captured
+  // "A-tool-output-contract", not "A"). Every letter-named phase directory
+  // (GSD's own Phase A:..Phase L: convention; ADR-612 first-class non-numeric
+  // IDs) was silently excluded and milestone counts were fabricated over
+  // whatever numeric dir survived. The fix is a segment-boundary membership
+  // test: a dir belongs if it equals a declared phase ID or begins with id + "-".
+  test('#3213: letter-named phase dir is included in the milestone', () => {
+    writeRoadmap(tmpDir, [
+      '## v1.0: Letters',
+      '### Phase A: Tool Output Contract',
+      '**Goal:** contract',
+      '',
+      '### Phase 01: Inventory',
+      '**Goal:** inventory',
+    ].join('\n'));
+
+    const filter = getMilestonePhaseFilter(tmpDir);
+    assert.strictEqual(filter.phaseCount, 2, 'Phase A + Phase 01 declared');
+    assert.strictEqual(filter('A-tool-output-contract'), true, 'letter phase A dir must be in-milestone (#3213)');
+    assert.strictEqual(filter('01-inventory'), true, 'numeric phase 01 dir still matches');
+    assert.strictEqual(filter('B-evidence-artifact-contract'), false, 'undeclared letter phase B stays excluded');
+  });
+
+  test('#3213: letter-named phases A..L all count (not just the numeric dir)', () => {
+    const headings = ['## v1.0: Alpha', '### Phase 00: Inventory', '**Goal:** inv', ''];
+    for (const letter of ['A','B','C','D','E','F','G','H','I','J','K','L']) {
+      headings.push(`### Phase ${letter}: Phase ${letter}`, '**Goal:** g', '');
+    }
+    writeRoadmap(tmpDir, headings.join('\n'));
+
+    const filter = getMilestonePhaseFilter(tmpDir);
+    assert.strictEqual(filter.phaseCount, 13, 'Phase 00 + A..L = 13 phases');
+    assert.strictEqual(filter('00-inventory-approval-gate'), true, '00 in-milestone');
+    const dirFor = {
+      A: 'A-tool-output-contract',
+      B: 'B-evidence-artifact-contract',
+      C: 'C-attention-triage',
+      L: 'L-framework-distribution',
+    };
+    for (const [letter, dir] of Object.entries(dirFor)) {
+      assert.strictEqual(filter(dir), true, `letter phase ${letter} dir "${dir}" must be in-milestone (#3213)`);
+    }
+    assert.strictEqual(filter('M-not-declared'), false, 'undeclared letter M stays excluded');
+  });
 });
 
 // ─── withPhaseSection (ADR-2143 §4 — bounded mutation) ────────────────────────