Why I’m Building an "Email Condom" Over the Weekend

I’m tired of getting spammed every time I sign up for a B2B service. That’s why I’m building Sentry — an AI-powered Email Shield for small businesses. This is a Build in Public experiment on the WRIO platform.

TL;DR:

  • Problem: Constant spam and unknown email leaks after signing up for B2B tools.
  • Solution: Sentry (Email Shield) — Smart AI aliases that filter spam and detect leaks automatically.
  • Implementation: Building it in 48 hours using the WRIO platform.
  • Result: $9-29/mo protection for small businesses and indie hackers.

Do you know what annoys me the most?

You sign up for HubSpot to try their CRM. A week later, you’re getting 15 emails a day. "Upgrade to Pro," "Webinar invite," "Case study." Then your email ends up in some random database, and a completely different hell begins.

Over the last year, I’ve signed up for 50+ B2B tools. Pipedrive, Notion, Airtable, Stripe, AWS... the list is endless. And every single time, I used the same email.

The result? 121 emails a day. Maybe 10 of them are actually important. The rest is just noise.

The most frustrating part? I have NO IDEA who leaked my address. Was it HubSpot? Mailchimp? Did someone sell the database?

The Solution No One Built

Current tools like SimpleLogin or AnonAddy generate aliases, but they are dumb. They just forward everything. If an alias leaks, the spam hits your inbox until you manually disable it.

Gmail filters and SaneBox are smart, but they don’t protect your address. The spam is just hidden in a folder. Your data is already out there.

Enterprise tools like Ironscales or Abnormal are super-smart, but they cost $3,000+/year and are designed for corporations with thousands of employees.

Where is the solution for small businesses?

Where is the tool that:

  • Hides your real email (like SimpleLogin)
  • Filters spam via AI (like SaneBox)
  • Detects leaks automatically (like Ironscales)
  • Costs $9-29/month instead of $3,000/year

It doesn't exist. So I decided to build it myself. In a weekend.

Introducing: Sentry (The Email Condom)

Internally, I call it the "Email Condom." Because that is exactly what people need to hear:

"Stop engaging in unprotected email sharing."

When you sign up for a B2B service, you are essentially naked in front of a stranger. You give away your real email. You hope they won't leak it. You hope they don't have a data breach. You hope they won't sell your info.

Sentry is the barrier.

Instead of your-name@email.com, you give inbox.your-name.hubspot@sentry.wr.io.

When HubSpot sends an email:

  1. Sentry receives it instead of you.
  2. AI reads it (powered by Gemini 2.0 Flash).
  3. Analyzes it: Is it legitimate? Spam? Phishing?
  4. Decides:
    • Legitimate → Forwards to your real email.
    • Spam → Blocks it.
    • Suspicious → Quarantines it for review.

If a Leak Happens, You'll Know First

The coolest feature is Leak Detection.

If inbox.your-name.hubspot@sentry.wr.io suddenly starts receiving emails from anyone other than HubSpot, Sentry detects the leak immediately:

⚠️ LEAK DETECTED

HubSpot leaked your email.
Evidence: 12 spam emails from unknown senders.
Action: Alias auto-disabled.

Generate GDPR complaint? [Yes]

This isn't just theory. It’s already working in the dev version.

Why a Weekend?

Because I'm building this on WRIO.

WRIO is my workflow automation platform (Process-as-a-Service). I’ve spent two years building the infrastructure so I can launch products fast. No NodeJS hell, no Docker, no Kubernetes.

All the components are ready:

  • ✅ Cloudflare Email Routing — for email forwarding.
  • ✅ Workflows API (PRaaS) — processes defined in JSON-LD.
  • ✅ AI Nodes (Gemini 2.0) — for text analysis.
  • ✅ D1 + R2 — for storage and database.
  • ✅ SvelteKit UI — I’m cloning the Sonar UI and swapping the logo.

I just need to assemble the Lego blocks.

The Weekend Plan:

  • Saturday: Email ingest → AI filter → Forward (core loop).
  • Sunday: UI for alias management + leak analytics.

Monday: Beta launch.

Build in Public Experiment

I’m not promising this will take off. Maybe no one will buy it. Maybe I’ve missed a critical use case.

But I want to try building this publicly.

I’m launching the beta on Monday.

Follow the updates:

I’ll be posting honestly about the struggles and the wins.

How Sentry Helps You Stay GDPR-Compliant

Data breaches and email leaks aren't just annoying — they're a regulatory liability.

If you're operating in the EU or handling customer data, GDPR requires you to:

  1. Know where your data is stored (Article 30 — Records of Processing Activities).
  2. Report breaches within 72 hours (Article 33 — Notification of a Personal Data Breach).
  3. Minimize data exposure (Article 5 — Data Minimization Principle).

When you give B2B tools your real email, you lose control. You have no idea if they've leaked it, sold it, or stored it insecurely.

Sentry gives you that control back:

  • Traceable Aliases: Every alias is tied to a specific service. If inbox.your-name.hubspot@sentry.wr.io leaks, you know exactly who is responsible.
  • Automatic Breach Detection: When spam starts coming to an alias from unknown senders, Sentry flags it as a potential breach.
  • GDPR Complaint Generator: Sentry can auto-generate a formal GDPR data breach notification (Article 33) with evidence of the leak.

Example:

⚠️ LEAK DETECTED

Service: HubSpot
Evidence: 12 spam emails from unknown senders.
Action: Alias auto-disabled.

Generate GDPR Article 33 Complaint? [Yes]

This isn't just protection — it's documentation. If a regulator asks "How did you handle this breach?" you'll have timestamped logs and proof of action.

Frequently Asked Questions

Is it safe to let AI read my emails?

Sentry uses a "Zero-Trust" approach for privacy. The AI only analyzes the metadata and content to determine if it's spam or a leak. We do not store the body of forwarded emails once they are sent to your inbox. You can also configure rules to bypass AI for specific senders.

Can I use my own domain?

Yes! While we provide the sentry.wr.io domain for convenience, Pro users can connect their own domains to create branded aliases.

What happens if Sentry goes down?

We use Cloudflare's global infrastructure for email routing, which has 99.9% uptime. Even if our AI processing has a delay, the emails are queued and delivered as soon as the service is back.

How does Leak Detection work?

Each alias is cryptographically tied to the service you signed up for. If an email comes from a different sender, the system flags it. Sentry also monitors "known spam patterns" and cross-references them across aliases.

Does it work with any email provider?

Yes. Sentry works with Gmail, Outlook, ProtonMail, and any other provider. It sits as a shield before the email reaches your primary inbox.

Ready to Try Sentry?

We're opening beta access to Sentry for indie hackers and small business owners.

What you get:

  • Secure AI Aliases.
  • Automated Spam Filtering.
  • Real-time Leak Alerts.

👉 Register for Beta Access — Limited spots available.