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+# Beta Mode + Wider Paid/Free Gap — Design Spec
+
+**Date:** 2026-05-25
+**Status:** Draft — awaiting approval
+**Scope:** Three coordinated changes that ship together because they all
+target the closed-beta launch: (1) a visible BETA indicator in the app
+chrome, (2) a free-tier cap on the news feed window, and (3) email
+digests — daily for paid, Sunday-weekly for everyone.
+
+## 1. Goals
+
+- Set expectations for closed-beta testers that the product is still
+ evolving, without making the app look unfinished.
+- Create a tangible reason to upgrade beyond portfolio import + sync.
+ Today the free tier carries nearly the entire editorial layer; after
+ this change, paid gets meaningfully more.
+- Use existing infra (scheduler, SMTP, OpenRouter, settings page)
+ rather than introducing new dependencies.
+
+## 2. Non-goals
+
+- No payment / Paddle work. Pricing copy is updated, but checkout is
+ still gated behind the existing "Coming soon" CTA.
+- No per-user personalised digests. Same content for all recipients.
+- No timezone handling for users. Fixed 06:30 UTC daily send.
+- No new analytics / metrics dashboards for opens or clicks beyond a
+ simple audit row per send.
+
+## 3. Component overview
+
+| Component | Change |
+|-----------|--------|
+| `app/templates/base.html` | BETA chip in header next to brand. |
+| `app/static/css/cassandra.css` | `.beta-chip` styles. |
+| `app/config.py` | `BETA_MODE: bool = True` env flag. |
+| `app/services/access.py` | `FREE_NEWS_WINDOW_HOURS = 6` constant. |
+| `app/routers/api.py:222-280` (`news_list`) | Soft-auth dep + free-tier window clamp. |
+| `app/templates/partials/news.html` | "Showing last 6h — upgrade for 24h" footer when capped. |
+| `app/models.py` | New columns on `User`: `email_digest_opt_in: bool`, `digest_tone: str | None`. New table `EmailSend(user_id, kind, sent_at, status, error)`. |
+| `alembic/versions/0017_email_digest.py` | Migration. |
+| `app/services/openrouter.py` | Add `build_daily_digest_prompt(tone)` and `build_weekly_digest_prompt(tone)`, bump `PROMPT_VERSION`. |
+| `app/services/email_service.py` | Add `render_digest_email(kind, tone, content)` + `send_digest(user, kind, tone, html, text)`. |
+| `app/jobs/email_digest_job.py` (new) | Daily-or-weekly orchestrator. Generates content once per tone, fans out to recipients. |
+| `app/scheduler_main.py` | Register the new job at 06:30 UTC. |
+| `app/templates/settings.html` | "Email digests" section: opt-in toggle, tone radio. |
+| `app/templates/login.html` (post-OTP-verify flow) | Default-checked "send me the digest" checkbox. |
+| `app/routers/auth.py` | OTP-verify handler reads the new `subscribe_to_digests` form field and sets `email_digest_opt_in` on the new `User`. |
+| `app/routers/settings.py` (or wherever existing settings PATCH lives) | New `PATCH /api/settings/digest` endpoint: body `{opt_in: bool, tone: "NOVICE"|"INTERMEDIATE"}`. |
+| `app/routers/email.py` (new) | `GET /email/unsubscribe?token=...` — HMAC-verified one-click off switch. |
+| `app/templates/pricing.html` | Updated bullets — free gets weekly digest + last 6h news; paid gets daily digest + last 24h news. |
+
+## 4. Detailed design
+
+### 4.1 BETA chip
+
+`app/templates/base.html` only (not `public_base.html`). Insert
+immediately after the brand link:
+
+```html
+{{ BRAND_NAME }}
+{% if BETA_MODE %}BETA{% endif %}
+```
+
+The `BETA_MODE` flag is injected into the template context globally —
+add it to `app/templates_env.py` so every render gets it (analogous to
+how `BRAND_NAME` is provided today).
+
+CSS: small uppercase pill with `var(--accent)` background and brand-bg
+foreground; spaced ~8px from the brand link. Sizing matches the
+existing top-right `.meta` chip so the visual weight is balanced.
+
+`BETA_MODE` defaults to `True` in `app/config.py`. Flip to `False` for
+general launch — one-line change.
+
+### 4.2 Free-tier news cap (6h window)
+
+`app/routers/api.py`'s `news_list` (lines 222-280) currently has no
+auth dep. Add `principal: CurrentUser | None = Depends(maybe_current_user)`
+(soft-auth — keeps the endpoint reachable by anonymous visitors,
+matching today's behaviour).
+
+Compute the effective window:
+
+```python
+window = since_hours
+if not is_paid_active(principal):
+ window = min(window, FREE_NEWS_WINDOW_HOURS) # 6.0
+cutoff = utcnow() - timedelta(hours=window)
+```
+
+`FREE_NEWS_WINDOW_HOURS = 6.0` lives in `app/services/access.py` as a
+module-level constant. Tuning it later is one edit; promoting it to env
+config is YAGNI for now.
+
+`is_paid_active` already accepts `CurrentUser | User | None` and admins
+auto-pass — no special-casing needed here.
+
+When the cap is in effect, pass `capped: True` into the news partial so
+it can render a soft footer:
+
+> Free tier — showing the last 6 hours of news. [Upgrade] for the full
+> 24-hour feed plus daily and weekly email digests.
+
+When the user is paid (or admin), the footer is absent. When the
+visitor is anonymous, the link goes to `/pricing`.
+
+### 4.3 Database changes
+
+```python
+# app/models.py — User columns added:
+email_digest_opt_in: Mapped[bool] = mapped_column(Boolean, nullable=False,
+ default=True, server_default=text("1"))
+digest_tone: Mapped[str | None] = mapped_column(String(16)) # NOVICE | INTERMEDIATE
+```
+
+Defaults to opted-in (matches the chosen UX). `digest_tone` is nullable;
+NULL is interpreted as INTERMEDIATE at render time.
+
+New table:
+
+```python
+class EmailSend(Base):
+ __tablename__ = "email_sends"
+ id: Mapped[int] = mapped_column(BigInteger, primary_key=True, autoincrement=True)
+ user_id: Mapped[int] = mapped_column(ForeignKey("users.id", ondelete="CASCADE"),
+ nullable=False, index=True)
+ kind: Mapped[str] = mapped_column(String(16), nullable=False) # "daily" | "weekly"
+ sent_at: Mapped[datetime] = mapped_column(DateTime(timezone=True),
+ default=utcnow, nullable=False)
+ status: Mapped[str] = mapped_column(String(16), nullable=False) # "sent" | "skipped" | "error"
+ error: Mapped[str | None] = mapped_column(String(255))
+ __table_args__ = (
+ Index("ix_email_sends_user_kind_sent", "user_id", "kind", "sent_at"),
+ )
+```
+
+Idempotency: the job queries `EmailSend` for the current day before
+sending, so a job restart can't double-deliver.
+
+Migration: `alembic/versions/0017_email_digest.py`.
+
+### 4.4 Digest content generation
+
+Two new prompts in `app/services/openrouter.py`:
+
+- `build_daily_digest_prompt(tone)` — returns a `(system, user)` pair.
+ Pulls the same `quotes_by_group` + `headlines_by_bucket` data as
+ the hourly log but with a 24h headline window and a different
+ instruction set: less "current state" framing, more "what mattered in
+ the past day, what to watch today". Target length ~600 words.
+- `build_weekly_digest_prompt(tone)` — 7-day headline window, weekly
+ recap + week-ahead anticipation. Target length ~900 words.
+
+Both reuse `call_llm()` and the existing cost-cap / ledger plumbing.
+`PROMPT_VERSION` is bumped so the audit trail is unambiguous.
+
+For each digest run, the job generates **two** variants
+(NOVICE + INTERMEDIATE) and stores them in memory for the fan-out
+batch. There is no DB persistence of digest content — emails are the
+artefact. If we later want to render them on a web archive, that's a
+separate spec.
+
+Cost: at our current model pricing, two daily generations ≈ $0.04/day,
+two weekly generations ≈ $0.06/week. Both well under the existing
+`OPENROUTER_MONTHLY_CAP_USD` headroom.
+
+### 4.5 Email rendering and delivery
+
+`render_digest_email(kind, tone, html_body, text_body) -> (subject,
+text, html)` in `email_service.py`. Wraps the LLM output in the same
+multipart template family used for OTPs (light/dark palette, inline
+styles, monospace stack, 520px max-width). Adds two footer rows:
+
+- "Don't want these? [Unsubscribe in one click](.../email/unsubscribe?token=...)"
+- "Or change your preferences in [Settings](.../settings)"
+
+Subjects:
+
+- Daily: `"Read the Markets · Daily — {date}"`
+- Weekly: `"Read the Markets · Weekly recap — {date}"`
+
+Fan-out: one SMTP send per recipient. Sequential with a small
+`asyncio.sleep(0.1)` between sends to stay under common SMTP rate
+limits. Failures are caught per-recipient, logged into `EmailSend`,
+and don't block the rest of the batch.
+
+### 4.6 Sign-up opt-in checkbox
+
+The OTP-verify POST handler in `app/routers/auth.py` is where the user
+is first established — that handler reads a `subscribe_to_digests`
+form field and persists it into `User.email_digest_opt_in`. Default to
+`True` if the field is absent (covers older clients or curl flows).
+The verify template (`app/templates/verify.html`) gets a checkbox:
+
+```html
+
+```
+
+Pre-existing users get `email_digest_opt_in=True` from the migration's
+server-side default — but see §6 for the cutover plan.
+
+### 4.7 Settings page
+
+In `app/templates/settings.html`, add a section:
+
+```
+Email digests
+ [✓] Send me digests
+ Free tier: Sunday weekly. Paid: daily + Sunday.
+ Reading level: ( ) Novice (•) Intermediate
+ Last delivery: 2026-05-24 06:30 UTC — sent
+```
+
+The "Last delivery" row reads the most recent `EmailSend` row for this
+user. If none, shows "—".
+
+Wire it via the existing settings JS pattern (look for the sync /
+tone-toggle handlers in `static/js/`); the endpoints are
+`PATCH /api/settings/digest` with body `{opt_in: bool, tone: str}`.
+
+### 4.8 One-click unsubscribe
+
+`GET /email/unsubscribe?token=`:
+
+- Token is `itsdangerous.URLSafeSerializer` over `{"uid": user_id,
+ "purpose": "digest_optout"}`, signed with `CASSANDRA_SECRET`.
+- Handler verifies, flips `email_digest_opt_in=False`, renders a tiny
+ confirmation page ("You're unsubscribed. Re-enable any time in
+ [Settings](/settings).").
+- No auth required — that's the whole point of one-click unsubscribe.
+- Replay-safe: re-running the same URL is idempotent (the column
+ is already false; the page renders the same confirmation).
+
+### 4.9 Scheduler integration
+
+`app/scheduler_main.py` already runs the hourly jobs. Add:
+
+```python
+schedule_daily( # whatever helper exists, or apscheduler equivalent
+ "email_digest_job",
+ hour=6, minute=30,
+ target=email_digest_job.run,
+)
+```
+
+The job itself decides what to do:
+
+```python
+async def run():
+ today = utcnow().date()
+ if today.weekday() == 6: # Sunday — weekly digest for everyone
+ await _run_weekly()
+ else:
+ await _run_daily() # paid only
+```
+
+`_run_weekly()` queries all users with `email_digest_opt_in=True`.
+`_run_daily()` queries paid users with `email_digest_opt_in=True`.
+
+### 4.10 Pricing copy updates
+
+`app/templates/pricing.html` — modify the bullet lists. New copy:
+
+Free:
+- "News aggregator — last 6 hours, auto-tagged by theme" (was: no time qualifier)
+- "Cross-asset macro signals across every asset class"
+- "Hourly AI interpretation of the news + the tape"
+- "Per-group cross-asset summaries"
+- "Novice / Intermediate reading levels"
+- "**Sunday weekly digest by email**" *(new)*
+- "❌ Portfolio import & analysis"
+- "❌ Encrypted cloud sync"
+
+Paid (replaces the "Priority email when something material changes (later)" line):
+- "Everything in Free"
+- "**News aggregator — full 24 hours**" *(replaces the implicit 24h)*
+- "Portfolio import (Trading 212 CSV)"
+- "AI commentary on diversification, sector and currency concentration, …"
+- "Optional encrypted cloud sync across devices"
+- "**Daily email digest** (Mon–Sat) + Sunday weekly" *(replaces 'Priority email')*
+
+The intro paragraph at lines 8-13 needs to soften:
+
+> Two tiers. The news aggregator and hourly AI interpretation are
+> available to everyone — paid extends the time window from 6h to 24h
+> and adds daily editorial by email, plus the portfolio-import features.
+
+(Old copy said "free for everyone — we want the read out where people
+can use it." That stance is moderated, not abandoned.)
+
+## 5. Error handling
+
+- **SMTP failure**: per-recipient try/except. Log to `EmailSend` with
+ `status="error"`, `error=str(exc)[:255]`. Job continues. Job-level
+ failure metrics surface via existing `JobRun` mechanism.
+- **OpenRouter failure**: if the content generation fails for both
+ tones, the job records `JobRun.status="error"` and sends nothing.
+ Half-success (one tone) → send the variant that worked, skip the
+ other; users on the failed tone get nothing today (rather than wrong
+ content).
+- **Cost-cap hit**: same pattern as the hourly job — skip the run with
+ a logged reason.
+- **Unsubscribe token invalid / tampered**: render the same
+ confirmation page generically; do not leak whether the token was
+ valid (avoid enumeration).
+
+## 6. Cutover plan
+
+- Migration sets `email_digest_opt_in=True` for all existing users via
+ `server_default`. This is the user-requested default — they want
+ every paid beta-tester actually receiving the email.
+- BETA mode is on from the first deploy.
+- News cap is on from the first deploy.
+- The first daily run lands at 06:30 UTC the morning after deploy.
+- The first weekly run lands at 06:30 UTC the next Sunday.
+- A pre-deploy admin CLI command (`python -m app.cli send-test-digest
+ --email me@…`) is added for the operator to dry-run a digest into
+ their own inbox before flipping the scheduler.
+
+## 7. Testing
+
+- Unit: `is_paid_active` window-clamping, opt-in flag round-trip,
+ token signing/verification.
+- Integration: `tests/test_news_api.py` — anonymous + free vs paid
+ windowing. `tests/test_email_digest.py` — job runs, EmailSend rows
+ written, idempotency on re-run within the same day.
+- Manual: send-test-digest CLI, click unsubscribe link, verify Settings
+ toggle round-trips.
+
+## 8. Open questions
+
+None at design time — all earlier ambiguities (chip scope, window
+shape, content shape, send time, tone variants, opt-in default,
+unsubscribe model) were resolved during brainstorming.