Writing/Going Guerilla on My Inbox
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Going Guerilla on My Inbox

What my AI inbox-screener actually does to the templated cold outreach hitting my inbox. Three real auto-sends, the footer that draws the line, and where this goes next.

Going Guerilla on My Inbox
Plate · Essay · May 15, 2026
Pixel-art scene: an inbox at war, with templated outreach getting routed to an auto-replier going guerilla

Last week I got a sales pitch from a company I used to respect more. It opened with Hi {{first_name}}, — the template variable literally not rendered. Their automation didn't even bother to substitute my name before hitting send.

So I built a thing that doesn't bother either.

How it works

The classifier reads every inbound email landing in my Gmail primary tab, sorts it into one of fourteen categories, and routes it three ways:

  • Bulk-template outreach — cold recruiter blasts, lead-gen pitches, SEO and link-exchange schemes, "you've gotta hear about these pre-hype startups" intros — gets a templated reply auto-sent in my voice. No human reviews it on my end, because no human reviewed it on theirs. They mass-emailed me; my system auto-replies. Symmetric.
  • Anything that might actually matter — recruiter pings from companies I'd genuinely consider, real partnership conversations, fan mail, threads where there's history — gets drafted for me to review and send by hand. The thing that would make me feel terrible if I missed is exactly the thing the system protects from auto-anything.
  • Pure noise — Substack digests, GitHub notifications I subscribed to, receipt emails — gets a label and goes silent. No reply.

The full technical build — Trigger.dev cron, Gmail OAuth, Claude classify-and-draft, a per-category graduation ladder where categories earn their way to auto-send — is in the previous post. This post is the other side: what it actually does to the inbox.

Pixel-art scene: a 16-bit envelope sorter splitting inbound mail into three chutes — a flaming auto-reply chute for templated cold outreach, a human-review chute for real personalized email, and a silent label chute for noise

The receipts

Three real auto-sends from this week. Names and email addresses redacted; everything else is exactly what went out. None of these had a human in the loop on either end.

A DevRel role pitch for an MLOps platform I'd never heard of.

Gmail thread: a recruiter sends a templated DevRel role pitch with bullet points about GPU infrastructure and SSH sprawl; auto-reply three minutes later: 'Thanks JP — I'm an engineer, not in DevRel, and I'm happy where I am and not actively looking. More on how I work with recruiters here: zackproser.com/recruiters — Zack' followed by the auto-screen footer

Inbound: 23 lines of templated MLOps copy that didn't reference a single thing I do. Outbound, three minutes later: I'm an engineer not in DevRel, link to my recruiters page, footer.

A lead-gen pitch from someone who'd "totally stalked my page".

Gmail thread: a lead-gen consultant pitches turning zackproser.com into an inbound lead engine with a 100-leads-per-month guarantee; auto-reply three minutes later: 'Thanks Ryan, but I'll pass — zackproser.com isn't a lead-gen funnel and I'm not looking to turn it into one. — Zack' followed by the earlier version of the auto-screen footer

Inbound: claimed they'd "never seen anything like" my work but couldn't name a single thing I'd built. Outbound, three minutes later: my site isn't a lead-gen funnel and I'm not looking to turn it into one.

The "the market has shifted, here are three pre-hype startups" namedrop.

Gmail thread: a recruiter pitches three a16z and Sequoia and YC-backed startups stacked into a single paragraph and asks for a quick call; auto-reply five minutes later: 'Thanks for reaching out — I'm happy where I am and not actively looking right now. More on how I work with recruiters here: zackproser.com/recruiters — Zack' followed by the auto-screen footer

Inbound: a16z and Sequoia and YC and three "pre-hype" startups stacked into a single paragraph. Outbound, five minutes later: same polite no, same link to my recruiters page, same footer.

All three went out without me reading either side. The senders got a polite, on-voice reply within minutes. I didn't lose a single context switch.

Every auto-replied message ships with this line at the bottom:

Your email was read and replied to by my homebrewed AI inbox-screener, because we don't template or mass-email people we really care about, right?

Right on the edge of saying get fucked politely. It only attaches to the bulk-template buckets — cold recruiter, lead-gen, SEO, the pre-hype-startup namedrop. Real personalized email never sees it, because the jab only lands when the sender's own message earned it.

If you didn't template me, you'll hear from me directly. That's the contract.

Pixel-art scene in Hotline-Miami / Mortal-Kombat-arcade register: a black-clad Navy SEAL frogman in wetsuit + diving mask + glowing cyan visor emerges from behind an unaware anthropomorphized spam-email — a smug winged white envelope clutching a 'HI {FIRSTNAME}' clipboard — and draws a combat knife across its paper neck. Bright red pixel-art blood arcs overhead in exaggerated arcade-game splatter. Treasure chest of letters at the base, deep purple cosmic night sky behind

Today I go guerilla

I built this because I was tired of opening my inbox to find that someone spent four seconds copying a template and zero seconds reading anything about me.

I'm going to keep tuning this for my own use cases. If something like this would help you too, ping me — I'm collecting signal on whether this should become a real product or just stay my personal weapon against asymmetric email warfare.

Tell me you'd use this →

The subject line on that link routes the message to a folder I check. Tell me the shape of your inbox, the kind of outreach you'd want auto-handled, and whether you'd pay for it. The more shape I get, the better I'll know if this should leave my laptop.

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Zachary Proser
About the author

Zachary Proser

Applied AI at WorkOS. Formerly Pinecone, Cloudflare, Gruntwork. Full-stack — databases, backends, middleware, frontends — with a long streak of infrastructure-as-code and cloud systems.

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