feat: add expected recipient reporting

README.md

@@ -13,12 +13,18 @@ overclaiming delivery, awareness, or coordination success.
 PYTHONPATH=src python3 -m unittest discover -s tests
 PYTHONPATH=src python3 -m email_connect.cli adapter-descriptor
 PYTHONPATH=src python3 -m email_connect.cli scan-mailbox --config config/mailbox.example.yml --out reports/
+PYTHONPATH=src python3 -m email_connect.cli scan-mailbox --config config/mailbox.example.yml --expected-recipients tests/fixtures/expected_recipients.txt --out reports/
 ```
 
 The example config uses `tests/fixtures/mailbox` as a mailbox source. Runtime
 state is written to `.email-connect/state.sqlite`; generated CSV reports are
 written to `reports/`.
 
+Expected recipients are optional. When provided as a text file or CSV, reports
+include a `known_recipient` column, place known recipients first, and add
+`undef.no_signal` diagnostics for expected recipients with no mailbox evidence.
+See [Mailbox Report Tutorial](docs/mailbox-report-tutorial.md).
+
 For a live mailbox, set `mailbox.protocol: imap`, configure host, port, folder,
 and credential environment variable names, then export the credentials before
 running `scan-mailbox`. IMAP scans select the configured folder read-only and
@@ -35,6 +41,8 @@ marking messages seen are intentionally unsupported in this MVP.
 - SQLite state store with scan cursor, message/evidence deduplication, and
   endpoint quality hints.
 - CSV report generation, including `--report-only-new`.
+- Optional expected-recipient text/CSV input, `known_recipient` report
+  filtering, no-evidence diagnostics, and datetime range filtering.
 - Golden fixture tests for hard bounce, soft bounce, delayed delivery, final
   failure, complaint, unsubscribe, challenge-response, unknown return,
   parse-failure, out-of-office, and human reply signals.

config/mailbox.example.yml

@@ -15,12 +15,18 @@ scan:
   mode: incremental
   max_messages_per_run: 5000
   since: null
+  from: null
+  to: null
   include_seen: true
   mark_seen: false
   store_raw_headers: true
   store_raw_body: false
   store_raw_message_ref: true
 
+expected_recipients:
+  path: null
+  csv_column: email
+
 storage:
   path: .email-connect/state.sqlite
 

docs/email-evidence-canon.md

@@ -37,6 +37,7 @@ coordination runtime decides whether those facts satisfy a coordination case.
 | `unknown_return_message` | `notification.endpoint.unknown` | `undef.conflicting_evidence` |
 | `challenge_response` | `interaction.unverified_actor_interaction` | `undef.identity_uncertain` |
 | `parse_failed` | `diagnostic.message.parse_failed` | `undef.parse_failed` |
+| expected recipient with no evidence | `diagnostic.expected_recipient.no_evidence` | `undef.no_signal` |
 
 ## Overclaim Prevention
 
@@ -47,6 +48,8 @@ coordination runtime decides whether those facts satisfy a coordination case.
 - Human reply does not prove legal acceptance.
 - Unknown return messages remain visible.
 - Parse failures are diagnostic rows, not delivery or interaction outcomes.
+- Expected-recipient no-evidence rows mean no mailbox evidence was found in the
+  inspected range, not that notification succeeded or failed.
 - Scanner and proxy interactions must stay below identity-bound interaction.
 
 ## Endpoint Quality Hints

docs/mailbox-report-tutorial.md

@@ -0,0 +1,139 @@
+# Mailbox Report Tutorial
+
+This tutorial shows how to generate an email-channel evidence report from a
+return mailbox or from the bundled fixture mailbox.
+
+## 1. Verify The Scanner
+
+Run the tests and print the adapter descriptor:
+
+```bash
+PYTHONPATH=src python3 -m unittest discover -s tests
+PYTHONPATH=src python3 -m email_connect.cli adapter-descriptor
+```
+
+## 2. Start With Fixtures
+
+The example config uses `tests/fixtures/mailbox`:
+
+```bash
+PYTHONPATH=src python3 -m email_connect.cli scan-mailbox \
+  --config config/mailbox.example.yml \
+  --full-rescan \
+  --out reports/
+```
+
+The scanner writes a timestamped CSV file to `reports/`.
+
+## 3. Configure A Live IMAP Mailbox
+
+Copy `config/mailbox.example.yml` and set:
+
+```yaml
+mailbox:
+  protocol: imap
+  host: imap.example.com
+  port: 993
+  tls: true
+  username_env: EMAIL_CONNECT_IMAP_USER
+  password_env: EMAIL_CONNECT_IMAP_PASSWORD
+  folder: INBOX
+```
+
+Then export credentials:
+
+```bash
+export EMAIL_CONNECT_IMAP_USER='mailbox@example.com'
+export EMAIL_CONNECT_IMAP_PASSWORD='app-password'
+```
+
+IMAP scans select the folder read-only and fetch messages with `BODY.PEEK[]`.
+The scanner does not mark messages seen, move messages, or delete messages.
+
+## 4. Add Expected Recipients
+
+Expected recipients are optional. A newline-separated file can look like:
+
+```text
+missing@example.com
+recipient@example.com
+```
+
+Run:
+
+```bash
+PYTHONPATH=src python3 -m email_connect.cli scan-mailbox \
+  --config config/mailbox.example.yml \
+  --expected-recipients recipients.txt \
+  --out reports/
+```
+
+CSV input is also supported:
+
+```csv
+email,name
+missing@example.com,Missing User
+recipient@example.com,Known Recipient
+```
+
+Run:
+
+```bash
+PYTHONPATH=src python3 -m email_connect.cli scan-mailbox \
+  --config config/mailbox.example.yml \
+  --expected-recipients recipients.csv \
+  --expected-recipient-column email \
+  --out reports/
+```
+
+Invalid recipient rows are ignored and printed as warnings.
+
+## 5. Limit The Time Range
+
+Use an inclusive datetime range:
+
+```bash
+PYTHONPATH=src python3 -m email_connect.cli scan-mailbox \
+  --config config/mailbox.example.yml \
+  --from 2026-06-02T10:00:00Z \
+  --to 2026-06-02T11:00:00Z \
+  --out reports/
+```
+
+`--since` remains a compatibility alias for the lower bound. When a range is
+active, messages with no parseable `Date` header are excluded because the
+scanner cannot confirm that they originated inside the requested window.
+
+## 6. Read The Report
+
+Key columns:
+
+- `known_recipient`: `true` when the address was supplied in the expected list.
+- `normalized_event_type`: the email evidence or diagnostic event.
+- `assessment_category` and `assessment_subclass`: advisory interpretation.
+- `affected_email_address`: the endpoint the row is about.
+
+Known recipients appear first by default so spreadsheet filtering is easy.
+
+Expected recipients with no mailbox evidence appear as:
+
+```text
+normalized_event_type: diagnostic.expected_recipient.no_evidence
+assessment_category: undef
+assessment_subclass: undef.no_signal
+evidence_strength: none
+known_recipient: true
+```
+
+That row means only that no mailbox evidence was found for the supplied address
+inside the inspected range. It is not evidence of delivery success, delivery
+failure, recipient awareness, or legal acceptance.
+
+## 7. Troubleshooting
+
+- Empty report: check folder, time range, and whether incremental cursor state
+  already skipped older messages. Try `--full-rescan`.
+- IMAP credential error: verify the environment variable names and values.
+- Missing expected rows: check the recipient file path and CSV column name.
+- Unexpected no-evidence rows: confirm that the relevant mailbox evidence is
+  inside the configured datetime range.

src/email_connect/adapter_contract.py

@@ -13,6 +13,7 @@ EMITTED_EVENT_TYPES = [
     "interaction.out_of_office_received",
     "notification.endpoint.unknown",
     "diagnostic.message.parse_failed",
+    "diagnostic.expected_recipient.no_evidence",
 ]
 
 

src/email_connect/cli.py

@@ -18,6 +18,10 @@ def main(argv: list[str] | None = None) -> int:
     scan.add_argument("--out", default=None)
     scan.add_argument("--full-rescan", action="store_true")
     scan.add_argument("--since", default=None)
+    scan.add_argument("--from", dest="range_from", default=None)
+    scan.add_argument("--to", dest="range_to", default=None)
+    scan.add_argument("--expected-recipients", default=None)
+    scan.add_argument("--expected-recipient-column", default=None)
     scan.add_argument("--report-only-new", action="store_true")
     scan.add_argument("--dry-run", action="store_true")
     scan.add_argument("--fixture-dir", default=None)
@@ -39,6 +43,10 @@ def main(argv: list[str] | None = None) -> int:
             dry_run=args.dry_run,
             fixture_dir=args.fixture_dir,
             since=args.since,
+            range_from=args.range_from,
+            range_to=args.range_to,
+            expected_recipients_path=args.expected_recipients,
+            expected_recipient_column=args.expected_recipient_column,
         )
         print(f"scan_id={result.scan.scan_id}")
         print(f"messages_seen={result.scan.messages_seen}")
@@ -47,6 +55,8 @@ def main(argv: list[str] | None = None) -> int:
         print(f"evidence_events_created={result.scan.evidence_events_created}")
         if result.report_path:
             print(f"report_path={Path(result.report_path)}")
+        for warning in result.warnings:
+            print(f"warning={warning}")
         return 0
 
     return 2

src/email_connect/config.py

@@ -22,6 +22,8 @@ class ScanConfig:
     mode: str = "incremental"
     max_messages_per_run: int = 5000
     since: str | None = None
+    range_from: str | None = None
+    range_to: str | None = None
     include_seen: bool = True
     mark_seen: bool = False
     store_raw_headers: bool = True
@@ -47,6 +49,12 @@ class SourceConfig:
     fixture_dir: str | None = None
 
 
+@dataclass(frozen=True)
+class ExpectedRecipientsConfig:
+    path: str | None = None
+    csv_column: str = "email"
+
+
 @dataclass(frozen=True)
 class AppConfig:
     mailbox: MailboxConfig
@@ -54,6 +62,7 @@ class AppConfig:
     storage: StorageConfig
     reports: ReportsConfig
     source: SourceConfig = SourceConfig()
+    expected_recipients: ExpectedRecipientsConfig = ExpectedRecipientsConfig()
 
 
 def load_config(path: str | Path) -> AppConfig:
@@ -63,6 +72,7 @@ def load_config(path: str | Path) -> AppConfig:
     storage = data.get("storage", {})
     reports = data.get("reports", {})
     source = data.get("source", {})
+    expected_recipients = data.get("expected_recipients", {})
     return AppConfig(
         mailbox=MailboxConfig(
             id=str(mailbox.get("id", "return-mailbox-default")),
@@ -78,6 +88,8 @@ def load_config(path: str | Path) -> AppConfig:
             mode=str(scan.get("mode", "incremental")),
             max_messages_per_run=int(scan.get("max_messages_per_run", 5000)),
             since=scan.get("since"),
+            range_from=scan.get("from") or scan.get("range_from"),
+            range_to=scan.get("to") or scan.get("range_to"),
             include_seen=bool(scan.get("include_seen", True)),
             mark_seen=bool(scan.get("mark_seen", False)),
             store_raw_headers=bool(scan.get("store_raw_headers", True)),
@@ -92,6 +104,10 @@ def load_config(path: str | Path) -> AppConfig:
             timestamp_timezone=str(reports.get("timestamp_timezone", "UTC")),
         ),
         source=SourceConfig(fixture_dir=source.get("fixture_dir")),
+        expected_recipients=ExpectedRecipientsConfig(
+            path=expected_recipients.get("path"),
+            csv_column=str(expected_recipients.get("csv_column", "email")),
+        ),
     )
 
 

src/email_connect/models.py

@@ -57,6 +57,8 @@ class MailboxScan:
     evidence_events_created: int = 0
     report_path: str | None = None
     since: datetime | None = None
+    range_start: datetime | None = None
+    range_end: datetime | None = None
 
 
 @dataclass(frozen=True)

src/email_connect/recipients.py

@@ -0,0 +1,79 @@
+from __future__ import annotations
+
+import csv
+import re
+from dataclasses import dataclass, field
+from pathlib import Path
+
+EMAIL_RE = re.compile(r"^[A-Z0-9._%+-]+@[A-Z0-9.-]+\.[A-Z]{2,}$", re.IGNORECASE)
+
+
+@dataclass(frozen=True)
+class ExpectedRecipients:
+    addresses: tuple[str, ...] = ()
+    invalid_entries: tuple[str, ...] = ()
+
+
+def load_expected_recipients(
+    path: str | Path | None,
+    *,
+    csv_column: str | None = "email",
+) -> ExpectedRecipients:
+    if not path:
+        return ExpectedRecipients()
+
+    recipient_path = Path(path)
+    if recipient_path.suffix.lower() == ".csv":
+        return _load_csv_recipients(recipient_path, csv_column=csv_column or "email")
+    return _load_line_recipients(recipient_path)
+
+
+def normalize_email_address(value: str | None) -> str | None:
+    if value is None:
+        return None
+    normalized = value.strip().lower()
+    if not normalized:
+        return None
+    return normalized if EMAIL_RE.fullmatch(normalized) else None
+
+
+@dataclass
+class _RecipientCollector:
+    addresses: dict[str, None] = field(default_factory=dict)
+    invalid_entries: list[str] = field(default_factory=list)
+
+    def add(self, value: str | None, *, source: str) -> None:
+        normalized = normalize_email_address(value)
+        if normalized:
+            self.addresses[normalized] = None
+            return
+        if value and value.strip():
+            self.invalid_entries.append(f"{source}: {value.strip()}")
+
+    def result(self) -> ExpectedRecipients:
+        return ExpectedRecipients(
+            addresses=tuple(self.addresses.keys()),
+            invalid_entries=tuple(self.invalid_entries),
+        )
+
+
+def _load_line_recipients(path: Path) -> ExpectedRecipients:
+    collector = _RecipientCollector()
+    for line_number, raw_line in enumerate(path.read_text(encoding="utf-8").splitlines(), start=1):
+        line = raw_line.strip()
+        if not line or line.startswith("#"):
+            continue
+        collector.add(line, source=f"{path}:{line_number}")
+    return collector.result()
+
+
+def _load_csv_recipients(path: Path, *, csv_column: str) -> ExpectedRecipients:
+    collector = _RecipientCollector()
+    with path.open(newline="", encoding="utf-8") as fh:
+        reader = csv.DictReader(fh)
+        if reader.fieldnames is None:
+            return collector.result()
+        column = csv_column if csv_column in reader.fieldnames else reader.fieldnames[0]
+        for line_number, row in enumerate(reader, start=2):
+            collector.add(row.get(column), source=f"{path}:{line_number}:{column}")
+    return collector.result()

src/email_connect/reporting.py

@@ -20,6 +20,7 @@ REPORT_COLUMNS = [
     "assessment_category",
     "assessment_subclass",
     "affected_email_address",
+    "known_recipient",
     "original_message_id",
     "original_recipient",
     "smtp_status_code",
@@ -49,16 +50,17 @@ def write_evidence_report(
     scan_id: str,
     mailbox_id: str,
     generated_at: datetime | None = None,
+    expected_recipients: set[str] | None = None,
 ) -> Path:
     generated = generated_at or datetime.now(UTC)
     out_dir = Path(output_dir)
     out_dir.mkdir(parents=True, exist_ok=True)
-    path = out_dir / report_filename(generated)
+    path = _unique_report_path(out_dir / report_filename(generated))
 
     with path.open("w", newline="", encoding="utf-8") as fh:
         writer = csv.DictWriter(fh, fieldnames=REPORT_COLUMNS)
         writer.writeheader()
-        for row in rows:
+        for row in _ordered_rows(rows, expected_recipients=expected_recipients or set()):
             writer.writerow(_report_row(row, scan_id=scan_id, mailbox_id=mailbox_id, generated_at=generated))
     return path
 
@@ -66,6 +68,7 @@ def write_evidence_report(
 def _report_row(row: dict, *, scan_id: str, mailbox_id: str, generated_at: datetime) -> dict:
     metadata = _json(row.get("metadata_json"))
     notes = _json(row.get("notes_json"))
+    known_recipient = _known_recipient(row, expected_recipients=set(row.get("_expected_recipients", [])))
     return {
         "report_generated_at": generated_at.isoformat(),
         "scan_id": scan_id,
@@ -81,6 +84,7 @@ def _report_row(row: dict, *, scan_id: str, mailbox_id: str, generated_at: datet
         "assessment_category": row.get("assessment_category", ""),
         "assessment_subclass": row.get("assessment_subclass", ""),
         "affected_email_address": row.get("affected_email_address") or "",
+        "known_recipient": "true" if known_recipient else "false",
         "original_message_id": row.get("original_message_id") or "",
         "original_recipient": metadata.get("original_recipient", ""),
         "smtp_status_code": metadata.get("smtp_status_code") or "",
@@ -98,6 +102,29 @@ def _report_row(row: dict, *, scan_id: str, mailbox_id: str, generated_at: datet
     }
 
 
+def _ordered_rows(rows: list[dict], *, expected_recipients: set[str]) -> list[dict]:
+    enriched = [dict(row, _expected_recipients=tuple(expected_recipients)) for row in rows]
+    if not expected_recipients:
+        return enriched
+    return sorted(
+        enriched,
+        key=lambda row: (
+            not _known_recipient(row, expected_recipients=expected_recipients),
+            str(row.get("affected_email_address") or ""),
+            str(row.get("observed_at") or ""),
+            str(row.get("event_type") or ""),
+            str(row.get("deduplication_key") or ""),
+        ),
+    )
+
+
+def _known_recipient(row: dict, *, expected_recipients: set[str]) -> bool:
+    if row.get("known_recipient") is True:
+        return True
+    address = str(row.get("affected_email_address") or "").lower()
+    return bool(address and address in expected_recipients)
+
+
 def _json(value: str | None) -> dict | list:
     if not value:
         return {}
@@ -105,3 +132,15 @@ def _json(value: str | None) -> dict | list:
         return json.loads(value)
     except json.JSONDecodeError:
         return {}
+
+
+def _unique_report_path(path: Path) -> Path:
+    if not path.exists():
+        return path
+    stem = path.stem
+    suffix = path.suffix
+    for index in range(1, 1000):
+        candidate = path.with_name(f"{stem}-{index:02d}{suffix}")
+        if not candidate.exists():
+            return candidate
+    raise RuntimeError(f"Could not allocate unique report filename for {path}")

src/email_connect/scanner.py

@@ -1,7 +1,9 @@
 from __future__ import annotations
 
+import json
 from dataclasses import dataclass
 from datetime import UTC, datetime
+from pathlib import Path
 from uuid import uuid4
 
 from .config import AppConfig
@@ -9,6 +11,7 @@ from .evidence import endpoint_quality_from_candidate
 from .mailbox import source_for_config
 from .models import MailboxScan
 from .parser import parse_message_bytes
+from .recipients import load_expected_recipients
 from .reporting import write_evidence_report
 from .storage import StateStore
 
@@ -17,6 +20,7 @@ from .storage import StateStore
 class ScanResult:
     scan: MailboxScan
     report_path: Path | None
+    warnings: tuple[str, ...] = ()
 
 
 def scan_mailbox(
@@ -28,10 +32,24 @@ def scan_mailbox(
     dry_run: bool = False,
     fixture_dir: str | None = None,
     since: str | None = None,
+    range_from: str | None = None,
+    range_to: str | None = None,
+    expected_recipients_path: str | None = None,
+    expected_recipient_column: str | None = None,
 ) -> ScanResult:
     started_at = datetime.now(UTC)
     scan_id = str(uuid4())
-    since_at = _parse_since(since or config.scan.since)
+    range_start = _parse_datetime(range_from or since or config.scan.range_from or config.scan.since)
+    range_end = _parse_datetime(range_to or config.scan.range_to)
+    if range_start and range_end and range_start > range_end:
+        raise ValueError("scan datetime range lower bound must be before or equal to upper bound.")
+    since_at = range_start
+    expected = load_expected_recipients(
+        expected_recipients_path or config.expected_recipients.path,
+        csv_column=expected_recipient_column or config.expected_recipients.csv_column,
+    )
+    expected_addresses = set(expected.addresses)
+    warnings = tuple(f"invalid expected recipient ignored: {entry}" for entry in expected.invalid_entries)
     source = source_for_config(config, fixture_dir_override=fixture_dir)
 
     store = StateStore(config.storage.path)
@@ -58,7 +76,7 @@ def scan_mailbox(
                 raw_message_ref=message.raw_message_ref,
                 imap_uid=message.imap_uid,
             )
-            if since_at and inbound.received_at and inbound.received_at < since_at:
+            if not _in_range(inbound.received_at, range_start=range_start, range_end=range_end):
                 continue
             if dry_run:
                 messages_parsed += 1
@@ -91,14 +109,29 @@ def scan_mailbox(
 
         report_path = None
         if not dry_run:
+            range_evidence_rows = store.evidence_rows(range_start=range_start, range_end=range_end)
             report_rows = store.evidence_rows(
                 deduplication_keys=new_evidence_keys if report_only_new else None,
+                range_start=range_start,
+                range_end=range_end,
             )
+            report_rows = [
+                *report_rows,
+                *_no_evidence_rows(
+                    mailbox_id=config.mailbox.id,
+                    expected_addresses=expected_addresses,
+                    evidence_rows=range_evidence_rows,
+                    observed_at=datetime.now(UTC),
+                    range_start=range_start,
+                    range_end=range_end,
+                ),
+            ]
             report_path = write_evidence_report(
                 report_rows,
                 output_dir=output_dir or config.reports.output_dir,
                 scan_id=scan_id,
                 mailbox_id=config.mailbox.id,
+                expected_recipients=expected_addresses,
             )
         finished_at = datetime.now(UTC)
         scan = MailboxScan(
@@ -115,10 +148,12 @@ def scan_mailbox(
             evidence_events_created=evidence_created,
             report_path=str(report_path) if report_path else None,
             since=since_at,
+            range_start=range_start,
+            range_end=range_end,
         )
         if not dry_run:
             store.insert_scan(scan)
-        return ScanResult(scan=scan, report_path=report_path)
+        return ScanResult(scan=scan, report_path=report_path, warnings=warnings)
     finally:
         store.close()
 
@@ -142,7 +177,7 @@ def _enrich_candidate(candidate, inbound, parsed):
     )
 
 
-def _parse_since(value: str | None) -> datetime | None:
+def _parse_datetime(value: str | None) -> datetime | None:
     if not value:
         return None
     normalized = value.strip()
@@ -154,3 +189,81 @@ def _parse_since(value: str | None) -> datetime | None:
     if parsed.tzinfo is None:
         return parsed.replace(tzinfo=UTC)
     return parsed.astimezone(UTC)
+
+
+def _in_range(
+    received_at: datetime | None,
+    *,
+    range_start: datetime | None,
+    range_end: datetime | None,
+) -> bool:
+    if range_start is None and range_end is None:
+        return True
+    if received_at is None:
+        return False
+    if range_start is not None and received_at < range_start:
+        return False
+    if range_end is not None and received_at > range_end:
+        return False
+    return True
+
+
+def _no_evidence_rows(
+    *,
+    mailbox_id: str,
+    expected_addresses: set[str],
+    evidence_rows: list[dict],
+    observed_at: datetime,
+    range_start: datetime | None,
+    range_end: datetime | None,
+) -> list[dict]:
+    if not expected_addresses:
+        return []
+    known_evidence_addresses = {
+        str(row.get("affected_email_address") or "").lower()
+        for row in evidence_rows
+        if row.get("affected_email_address")
+    }
+    rows = []
+    for address in sorted(expected_addresses - known_evidence_addresses):
+        rows.append(_no_evidence_row(mailbox_id, address, observed_at, range_start=range_start, range_end=range_end))
+    return rows
+
+
+def _no_evidence_row(
+    mailbox_id: str,
+    address: str,
+    observed_at: datetime,
+    *,
+    range_start: datetime | None,
+    range_end: datetime | None,
+) -> dict:
+    range_key = "|".join([
+        range_start.isoformat() if range_start else "",
+        range_end.isoformat() if range_end else "",
+    ])
+    return {
+        "mailbox_message_id": "",
+        "event_type": "diagnostic.expected_recipient.no_evidence",
+        "assessment_category": "undef",
+        "assessment_subclass": "undef.no_signal",
+        "affected_email_address": address,
+        "original_message_id": "",
+        "confidence": "high",
+        "evidence_strength": "none",
+        "occurred_at": "",
+        "observed_at": observed_at.isoformat(),
+        "deduplication_key": f"{mailbox_id}|expected_recipient|no_evidence|{address}|{range_key}",
+        "raw_message_ref": "",
+        "notes_json": json.dumps([
+            "Expected recipient was supplied by the operator; no mailbox evidence was found in the inspected range.",
+            "This is not evidence of delivery success or delivery failure.",
+        ]),
+        "metadata_json": json.dumps({
+            "message_class": "expected_recipient_no_evidence",
+            "original_recipient": address,
+            "range_start": range_start.isoformat() if range_start else None,
+            "range_end": range_end.isoformat() if range_end else None,
+        }),
+        "known_recipient": True,
+    }

src/email_connect/storage.py

@@ -42,7 +42,9 @@ class StateStore:
               messages_parsed integer not null,
               evidence_events_created integer not null,
               report_path text,
-              since text
+              since text,
+              range_start text,
+              range_end text
             );
 
             create table if not exists mailbox_messages (
@@ -121,8 +123,18 @@ class StateStore:
             );
             """
         )
+        self._ensure_column("mailbox_scans", "range_start", "text")
+        self._ensure_column("mailbox_scans", "range_end", "text")
         self.conn.commit()
 
+    def _ensure_column(self, table: str, column: str, column_type: str) -> None:
+        columns = {
+            str(row["name"])
+            for row in self.conn.execute(f"pragma table_info({table})").fetchall()
+        }
+        if column not in columns:
+            self.conn.execute(f"alter table {table} add column {column} {column_type}")
+
     def upsert_message(self, message: InboundMailboxMessage) -> bool:
         existing = self.conn.execute(
             "select mailbox_message_id from mailbox_messages where deduplication_key = ?",
@@ -214,7 +226,7 @@ class StateStore:
     def insert_scan(self, scan: MailboxScan) -> None:
         self.conn.execute(
             """
-            insert or replace into mailbox_scans values (?, ?, ?, ?, ?, ?, ?, ?, ?, ?, ?, ?, ?)
+            insert or replace into mailbox_scans values (?, ?, ?, ?, ?, ?, ?, ?, ?, ?, ?, ?, ?, ?, ?)
             """,
             (
                 scan.scan_id,
@@ -230,6 +242,8 @@ class StateStore:
                 scan.evidence_events_created,
                 scan.report_path,
                 _dt(scan.since),
+                _dt(scan.range_start),
+                _dt(scan.range_end),
             ),
         )
         self.conn.commit()
@@ -304,7 +318,13 @@ class StateStore:
         ).fetchall()
         return [dict(row) for row in rows]
 
-    def evidence_rows(self, *, deduplication_keys: list[str] | None = None) -> list[dict]:
+    def evidence_rows(
+        self,
+        *,
+        deduplication_keys: list[str] | None = None,
+        range_start: datetime | None = None,
+        range_end: datetime | None = None,
+    ) -> list[dict]:
         if deduplication_keys is not None:
             if not deduplication_keys:
                 return []
@@ -317,9 +337,9 @@ class StateStore:
                 """,
                 deduplication_keys,
             ).fetchall()
-            return [dict(row) for row in rows]
+            return _filter_rows_by_range([dict(row) for row in rows], range_start=range_start, range_end=range_end)
         rows = self.conn.execute("select * from evidence_candidates order by observed_at, event_type").fetchall()
-        return [dict(row) for row in rows]
+        return _filter_rows_by_range([dict(row) for row in rows], range_start=range_start, range_end=range_end)
 
 
 def _dt(value: datetime | None) -> str | None:
@@ -330,6 +350,28 @@ def _parse_dt(value: str | None) -> datetime | None:
     return datetime.fromisoformat(value) if value else None
 
 
+def _filter_rows_by_range(
+    rows: list[dict],
+    *,
+    range_start: datetime | None,
+    range_end: datetime | None,
+) -> list[dict]:
+    if range_start is None and range_end is None:
+        return rows
+    return [row for row in rows if _row_in_range(row, range_start=range_start, range_end=range_end)]
+
+
+def _row_in_range(row: dict, *, range_start: datetime | None, range_end: datetime | None) -> bool:
+    occurred_at = _parse_dt(row.get("occurred_at"))
+    if occurred_at is None:
+        return False
+    if range_start is not None and occurred_at < range_start:
+        return False
+    if range_end is not None and occurred_at > range_end:
+        return False
+    return True
+
+
 def _merge_endpoint_quality(
     existing,
     update: EndpointQualityUpdate,

tests/fixtures/expected_recipients.csv

@@ -0,0 +1,5 @@
+email,name
+optout@example.com,Opt Out
+csv-absent@example.com,Missing From Mailbox
+OPTOut@example.com,Duplicate Case Variant
+not-an-address,Invalid

tests/fixtures/expected_recipients.txt

@@ -0,0 +1,4 @@
+missing@example.com
+absent@example.com
+MISSING@example.com
+not-an-address

tests/test_recipients.py

@@ -0,0 +1,31 @@
+from __future__ import annotations
+
+import unittest
+from pathlib import Path
+
+from email_connect.recipients import load_expected_recipients, normalize_email_address
+
+
+FIXTURES = Path(__file__).parent / "fixtures"
+
+
+class RecipientTests(unittest.TestCase):
+    def test_normalizes_email_addresses(self) -> None:
+        self.assertEqual(normalize_email_address("  USER@Example.COM "), "user@example.com")
+        self.assertIsNone(normalize_email_address("not-an-address"))
+
+    def test_loads_line_separated_recipients(self) -> None:
+        recipients = load_expected_recipients(FIXTURES / "expected_recipients.txt")
+
+        self.assertEqual(recipients.addresses, ("missing@example.com", "absent@example.com"))
+        self.assertEqual(len(recipients.invalid_entries), 1)
+
+    def test_loads_csv_recipients(self) -> None:
+        recipients = load_expected_recipients(FIXTURES / "expected_recipients.csv", csv_column="email")
+
+        self.assertEqual(recipients.addresses, ("optout@example.com", "csv-absent@example.com"))
+        self.assertEqual(len(recipients.invalid_entries), 1)
+
+
+if __name__ == "__main__":
+    unittest.main()

tests/test_scanner.py

@@ -11,6 +11,7 @@ from email_connect.storage import StateStore
 
 
 FIXTURES = Path(__file__).parent / "fixtures" / "mailbox"
+RECIPIENT_FIXTURES = Path(__file__).parent / "fixtures"
 
 
 class ScannerTests(unittest.TestCase):
@@ -38,6 +39,10 @@ class ScannerTests(unittest.TestCase):
             self.assertEqual(full.scan.messages_new, 0)
             self.assertEqual(full.scan.evidence_events_created, 0)
             self.assertTrue(first.report_path and first.report_path.exists())
+            with first.report_path.open(newline="", encoding="utf-8") as fh:
+                first_rows = list(DictReader(fh))
+            self.assertTrue(first_rows)
+            self.assertTrue(all(row["known_recipient"] == "false" for row in first_rows))
             self.assertTrue(full.report_path and full.report_path.exists())
             with full.report_path.open(newline="", encoding="utf-8") as fh:
                 self.assertEqual(list(DictReader(fh)), [])
@@ -65,6 +70,110 @@ class ScannerTests(unittest.TestCase):
             self.assertEqual(rows["complained@example.com"]["suppression_state"], "suppressed")
             self.assertEqual(rows["optout@example.com"]["suppression_state"], "opted_out")
 
+    def test_expected_recipients_sort_first_and_get_no_evidence_rows(self) -> None:
+        with tempfile.TemporaryDirectory() as tmp:
+            root = Path(tmp)
+            config = AppConfig(
+                mailbox=MailboxConfig(id="test-mailbox", protocol="fixture"),
+                scan=ScanConfig(),
+                storage=StorageConfig(path=str(root / "state.sqlite")),
+                reports=ReportsConfig(output_dir=str(root / "reports")),
+                source=SourceConfig(fixture_dir=str(FIXTURES)),
+            )
+            result = scan_mailbox(
+                config,
+                full_rescan=True,
+                expected_recipients_path=str(RECIPIENT_FIXTURES / "expected_recipients.txt"),
+            )
+
+            self.assertEqual(len(result.warnings), 1)
+            self.assertTrue(result.report_path and result.report_path.exists())
+            with result.report_path.open(newline="", encoding="utf-8") as fh:
+                rows = list(DictReader(fh))
+
+            self.assertGreater(len(rows), 2)
+            known_flags = [row["known_recipient"] for row in rows]
+            self.assertEqual(known_flags, sorted(known_flags, reverse=True))
+            missing_rows = [row for row in rows if row["affected_email_address"] == "missing@example.com"]
+            self.assertTrue(missing_rows)
+            self.assertTrue(all(row["known_recipient"] == "true" for row in missing_rows))
+
+            absent_rows = [row for row in rows if row["affected_email_address"] == "absent@example.com"]
+            self.assertEqual(len(absent_rows), 1)
+            self.assertEqual(absent_rows[0]["normalized_event_type"], "diagnostic.expected_recipient.no_evidence")
+            self.assertEqual(absent_rows[0]["assessment_category"], "undef")
+            self.assertEqual(absent_rows[0]["assessment_subclass"], "undef.no_signal")
+            self.assertEqual(absent_rows[0]["evidence_strength"], "none")
+
+            store = StateStore(config.storage.path)
+            try:
+                quality_addresses = {row["affected_email_address"] for row in store.endpoint_quality_rows()}
+            finally:
+                store.close()
+            self.assertNotIn("absent@example.com", quality_addresses)
+
+    def test_csv_expected_recipients_are_supported(self) -> None:
+        with tempfile.TemporaryDirectory() as tmp:
+            root = Path(tmp)
+            config = AppConfig(
+                mailbox=MailboxConfig(id="test-mailbox", protocol="fixture"),
+                scan=ScanConfig(),
+                storage=StorageConfig(path=str(root / "state.sqlite")),
+                reports=ReportsConfig(output_dir=str(root / "reports")),
+                source=SourceConfig(fixture_dir=str(FIXTURES)),
+            )
+            result = scan_mailbox(
+                config,
+                full_rescan=True,
+                expected_recipients_path=str(RECIPIENT_FIXTURES / "expected_recipients.csv"),
+                expected_recipient_column="email",
+            )
+
+            self.assertEqual(len(result.warnings), 1)
+            self.assertTrue(result.report_path and result.report_path.exists())
+            with result.report_path.open(newline="", encoding="utf-8") as fh:
+                rows = list(DictReader(fh))
+
+            optout_rows = [row for row in rows if row["affected_email_address"] == "optout@example.com"]
+            self.assertTrue(optout_rows)
+            self.assertTrue(all(row["known_recipient"] == "true" for row in optout_rows))
+            csv_absent = [row for row in rows if row["affected_email_address"] == "csv-absent@example.com"]
+            self.assertEqual(csv_absent[0]["normalized_event_type"], "diagnostic.expected_recipient.no_evidence")
+
+    def test_datetime_range_excludes_messages_outside_range(self) -> None:
+        with tempfile.TemporaryDirectory() as tmp:
+            root = Path(tmp)
+            expected_path = root / "expected.txt"
+            expected_path.write_text("complained@example.com\nmissing@example.com\n", encoding="utf-8")
+            config = AppConfig(
+                mailbox=MailboxConfig(id="test-mailbox", protocol="fixture"),
+                scan=ScanConfig(),
+                storage=StorageConfig(path=str(root / "state.sqlite")),
+                reports=ReportsConfig(output_dir=str(root / "reports")),
+                source=SourceConfig(fixture_dir=str(FIXTURES)),
+            )
+            result = scan_mailbox(
+                config,
+                full_rescan=True,
+                expected_recipients_path=str(expected_path),
+                range_from="2026-06-02T10:04:00Z",
+                range_to="2026-06-02T10:04:00Z",
+            )
+
+            self.assertEqual(result.scan.messages_seen, 11)
+            self.assertEqual(result.scan.messages_parsed, 1)
+            self.assertTrue(result.report_path and result.report_path.exists())
+            with result.report_path.open(newline="", encoding="utf-8") as fh:
+                rows = list(DictReader(fh))
+
+            self.assertEqual({row["affected_email_address"] for row in rows}, {"complained@example.com", "missing@example.com"})
+            complaint = [row for row in rows if row["affected_email_address"] == "complained@example.com"][0]
+            missing = [row for row in rows if row["affected_email_address"] == "missing@example.com"][0]
+            self.assertEqual(complaint["normalized_event_type"], "notification.channel.complaint_received")
+            self.assertEqual(missing["normalized_event_type"], "diagnostic.expected_recipient.no_evidence")
+            self.assertEqual(result.scan.range_start.isoformat(), "2026-06-02T10:04:00+00:00")
+            self.assertEqual(result.scan.range_end.isoformat(), "2026-06-02T10:04:00+00:00")
+
 
 if __name__ == "__main__":
     unittest.main()

workplans/EMAIL-WP-0003-expected-recipient-reporting-and-mailbox-tutorial.md

@@ -4,7 +4,7 @@ type: workplan
 title: "Expected Recipient Reporting and Mailbox Tutorial"
 domain: custodian
 repo: email-connect
-status: active
+status: finished
 owner: codex
 topic_slug: custodian
 created: "2026-06-02"
@@ -122,9 +122,9 @@ The scanner should support an optional inclusive datetime range:
 
 Messages outside the range must be excluded before parsing and evidence
 generation whenever the message timestamp is available. The range should also be
-usable from config. If a message has no parseable timestamp, the implementation
-should either include it with a diagnostic note or exclude it only when the
-behavior is explicitly documented and tested.
+usable from config. If a message has no parseable timestamp while a range is
+active, it is excluded because the scanner cannot confirm that it originated
+inside the requested window.
 
 Existing `--since` behavior may be retained as a compatibility alias for the
 lower bound, but the new range should be expressed clearly in documentation.
@@ -146,7 +146,7 @@ email-connect scan-mailbox --config config/mailbox.yml --from 2026-06-01T00:00:0
 
 ```task
 id: EMAIL-WP-0003-T01
-status: todo
+status: done
 priority: high
 state_hub_task_id: "d1cd0de0-cbd5-4e8d-8179-000ba10e5506"
 ```
@@ -174,7 +174,7 @@ Invalid recipient rows are visible as warnings or diagnostics.
 
 ```task
 id: EMAIL-WP-0003-T02
-status: todo
+status: done
 priority: high
 state_hub_task_id: "3d7d3bb8-4118-4158-b874-b4e0527eaa85"
 ```
@@ -201,7 +201,7 @@ unknown-recipient rows by default.
 
 ```task
 id: EMAIL-WP-0003-T03
-status: todo
+status: done
 priority: high
 state_hub_task_id: "aa737837-2f19-4fbf-9920-f98413bd9779"
 ```
@@ -230,7 +230,7 @@ no-signal diagnostics, not as failures or successes.
 
 ```task
 id: EMAIL-WP-0003-T04
-status: todo
+status: done
 priority: medium
 state_hub_task_id: "731cf592-1bbe-4143-b21b-721af281528c"
 ```
@@ -255,7 +255,7 @@ or partial expected recipients.
 
 ```task
 id: EMAIL-WP-0003-T05
-status: todo
+status: done
 priority: high
 state_hub_task_id: "22585e83-d995-42d9-9ab2-c383b055fbb8"
 ```
@@ -284,7 +284,7 @@ message timestamp falls within the range according to the documented rules.
 
 ```task
 id: EMAIL-WP-0003-T06
-status: todo
+status: done
 priority: high
 state_hub_task_id: "f30cd5b9-5035-42b4-9eca-a104e2b26ecb"
 ```
@@ -313,7 +313,7 @@ and datetime range filtering.
 
 ```task
 id: EMAIL-WP-0003-T07
-status: todo
+status: done
 priority: medium
 state_hub_task_id: "00a29cb9-ac5a-4784-a9c4-7f2d4905405c"
 ```