Hey North Park — Founder's Playbook

Prepared for Jennifer & David · Around the Hood Media

July 2026


0. Where things stand

Decisions locked so far:

The rest of this document is the full playbook: the honest case for doing this, the plan to execute Stage 0, and every asset (recruiting scripts, issue template, monetization map, and ready-to-paste site pages) in one place.


1. The honest verdict: can this work?

Yes — the model is proven — but with an important caveat you should keep front of mind. A local newsletter is a trust-and-sales business wearing an email costume. Your tech stack (beehiiv, n8n, the droplet) can run the whole thing on day one; the technology has never been why local newsletters fail. They fail on the two hard things: building a subscriber list in one geography and selling ads to local businesses. Neither is a technology problem, and AI/automation helps least exactly where it matters most.

North Park is a strong first market. ~16,800 households / ~34,000 residents (92104), and one of the best local advertiser bases in San Diego: ~700 businesses in the North Park Main Street district, 177 restaurants and 38 bars in 92104, 15+ breweries, a real events calendar, and a 25–44-skewed crowd that spends locally. You need roughly 2,500–5,000 engaged subscribers to monetize meaningfully — so the neighborhood is 3–6x bigger than the floor, not smaller.

Unit economics, honestly:

The trap to avoid: an AI-voiced newsletter, launched into a neighborhood, that reads like a content farm. That’s a documented trust-killer (the Hoodline scandal; Nieman Lab’s exposé of AI newsletter networks targeting small towns). Use AI for the grunt work — aggregation, first drafts — but keep a real, named human voice on top. That signature is the product.


2. Brand & domains

Architecture: “Hey [Neighborhood]” is a repeatable formula, not a single domain. Each edition gets its own hey[hood].com and its own Instagram handle, so every market feels locally native. Around the Hood (aroundthehood.com) is the parent company that owns the network — the eventual LLC and, later, a simple company site.

Tagline (pinned): What’s happening around here, every Tuesday.


3. Business structure & timing

Don’t form the LLC yet. For Stage 0 you’re sending a free email to people who opted in — nothing to shield. California’s $800/year minimum franchise tax has no first-year exemption anymore (the AB85 waiver expired end of 2023), so forming now just starts that meter before there’s revenue. (Confirm current rules with the CA FTB / a CPA — I’m not your accountant.)


4. Stage 0 execution plan

Goal: prove people beyond your social circle actually want this, for near-zero cash, before spending on growth or building heavy tooling. Duration ~6 weeks. Budget <$100. No ad spend yet.

The one question Stage 0 must answer: not “will friends open it” (they will, out of loyalty) — but “does it spread and hold attention beyond people who know you?”

Role split (~25 hrs/week)

Jennifer (business hours, ~12–13 hrs) — the human/relationship half:

David (evenings/weekends, ~12–13 hrs) — the build/write half:

Shared (weekly, ~1 hr): 30-min Monday planning + 30-min Friday retro against the metrics.

Week-by-week

Go / No-Go gate (Week 6)


5. Recruiting scripts

A — personal contacts (one-to-one text/email):

Hey [name] — Jennifer and I are starting a free weekly email about North Park: new spots opening, places closing, events actually worth going to, and neighborhood news that matters. A 4-minute read, once a week. Want me to add you? Just reply “yes.” (And if you know a neighbor who’d like it, that’s honestly our whole growth plan.)

B — businesses you frequent (in person or email):

We’re launching a free weekly North Park newsletter for locals — what’s opening, events, neighborhood happenings. Two things: (1) can we add you so you see what we’re doing, and (2) down the road we’ll have a few ad spots for North Park businesses — want us to keep you posted when those open up? No pressure either way.

C — local Facebook / Nextdoor post:

Starting a free weekly North Park newsletter — the openings, closings, events, and local news worth knowing, in a quick Tuesday-morning read. No spam, unsubscribe anytime. If that’s useful to you, sign up here: [link]. What do you wish you knew about the neighborhood that’s hard to keep up with? Reply and I’ll cover it.


6. Issue #1 template

Keep it a 3–4 minute read, skimmable, in a real human voice, signed by you two. Everything in [FILL: …] is a slot for a verified item — never publish a placeholder as fact.

👋 Hey North Park, — one warm human sentence introducing yourselves and the promise (4 minutes, once a week, unsubscribe anytime).

☕ The Lead[FILL: the single most interesting neighborhood thing this week, 3–5 sentences, with your take.]

🔑 Open / Closed / Coming Soon (the section people forward)[FILL: now open / closed / coming soon, one line each.]

📅 This Week in North Park[FILL: 4–8 events from North Park Main Street, the Observatory, Ray Street, breweries — one line + time/place. Include a family/community item so it's not all nightlife.]

🏙️ Stuff That Affects You[FILL: city/CD3 items, construction, parking, a calm safety note — curated hard. Use neighbors' names when you can.]

❤️ One We Love This Week[FILL: a business/person/mural you genuinely like, 2–3 sentences, unbought. Later becomes a paid spotlight slot.]

🙌 One favor — explicit forward ask + “hit reply and tell us what to cover.” Sign: Jennifer & David.


7. Monetization

How each stream actually works locally (flat fees and promo codes, not tracked commissions):

Sequencing rule: audience first. At 200 subs you have no leverage and no ROI to show. Plant relationships now (Jennifer’s daytime work); monetize at Stage 1–2. Use “want to offer our readers a perk when we launch?” as the easy first yes that turns into a paid advertiser later.

Monetization readiness map

Stream What it needs Lives (now → later) Build trigger
Flat-fee sponsorships Ad slots + Advertise page + advertiser CRM beehiiv slots + custom page → n8n/Airtable CRM Stage 1: first ad talk
Reader perks / promo codes Perks page + unique codes + redemption tracking beehiiv custom page Stage 1
Paid directory / local guide Editable listings page (Jennifer edits) beehiiv page → WordPress as it grows ~10+ listings or self-serve editing
Affiliate (online-order shops) Merchant program + trackable link + disclosure Recommended page + inline When a merchant offers a program
Coupon book / digital product A product + checkout beehiiv products or Stripe link Stage 2
Premium/paid tier Premium content + paywall beehiiv paid subscriptions Stage 2–3
Classifieds Form + moderation + payment WordPress plugin or form+Stripe Stage 2–3
Events / ticketing Listings + ticketing Link out; affiliate where available Opportunistic

8. Site pages (ready to paste)

Put these on the beehiiv site at heynorthpark.com. Fill the [FILL] slots; keep the voice warm and human.

About — “Who’s behind Hey North Park”

We’re Jennifer and David — and we live here. We walk 30th like you do, wait for a table at the same spots, and got tired of hearing about the good stuff a week too late. So we started Hey North Park: a free weekly email with what’s actually worth knowing in the neighborhood — what opened, what closed, what’s on this week, and the local news that touches your block. Four minutes, every Tuesday morning.

Two promises. First, a real person writes this — no faceless content farm, no AI pretending to be a reporter. If we got something wrong, tell us and we’ll fix it. Second, we’ll never spam you or sell your email, and the unsubscribe link is always right there.

Own a North Park business, or have a tip about something opening, closing, or happening? Email us at hello@heynorthpark.com. We read everything.

Hey North Park is published by Around the Hood Media — a small local company building neighborhood newsletters, one block at a time.

Hey North Park is a weekly email read by locals who actually live, eat, and spend in the neighborhood — the people you want walking through your door. If you run a North Park business, this is the most direct line to your neighbors that isn’t a social feed fighting an algorithm.

Why local businesses advertise with us:

Ways to work with us:

We’re new and growing fast, and we’re looking for a handful of founding advertisers who want in early at founding rates. Current reach and open rate: [FILL: update as you grow].

Want the details? Email ads@heynorthpark.com and we’ll send rates and availability.

Perks — “North Park Perks”

Little thank-yous from North Park businesses, just for Hey North Park readers. Show the email (or mention the code) to redeem.

More added as local businesses join — subscribe so you don’t miss them.

Own a North Park business? Offering a reader perk is the easiest way to get in front of your neighbors — and it’s free to start. Email hello@heynorthpark.com and we’ll set you up.

Perks are provided by the listed businesses; some may be paid placements. We only feature places we’d point a friend to.


9. Site & tech decisions


10. Next actions

  1. Point heynorthpark.com at a new beehiiv publication; verify SPF/DKIM/DMARC.
  2. Grab @heynorthpark on Instagram; optionally the adjacent-ring hey[hood].com domains.
  3. Add the three site pages (About, Advertise, Perks) to the beehiiv site.
  4. Start collecting the 200 opt-ins (scripts in §5) — this is the long pole; begin now.
  5. Fill and send Issue #1; then three more, weekly.
  6. Run the Week-6 gate (§4). Green → Stage 1 (first Meta test + first ad sale + form the LLC).

Reminder: the name, domains, and structure are done — the only thing that decides the outcome now is shipping Issue #1 and seeing if it gets forwarded.


11. Shared launch checklist

Who owns each item: JJennifer   DDavid   BOTHTogether  — tap a box to check it off; the page remembers.

Phase 0 — Get set up (Week 0)
Phase 1 — Recruit the 200 (Week 1)
Phase 2 — Publish 4 weekly issues (Weeks 2–5)
Phase 3 — The Week-6 decision
Weekly rhythm: Monday, 30 min — plan the issue together. Friday, 30 min — review the numbers. That's the whole management overhead.