We’ll start with a crisp guide to fixing deliverability under the tougher Google and Yahoo rules, from diagnosing blocks to warming up the right way with engaged sends. Then I’ll share why email still wins when you write to one real person and let smart tools help without losing the human touch. We’ll wrap with a Tomorrow.io case study showing how smart targeting, sturdy infrastructure, and outcome-first copy turn cold outreach into a real pipeline.
Grab a coffee and settle in… this edition is here to make your inbox life easier.
✉️ Fix Email Deliverability Under Google/Yahoo’s Rules
The article provides practical steps to handle the tougher Google and Yahoo rules. The gist: diagnose what’s really happening, rehab your reputation with engaged sends, and let your ESP help you get past overzealous filters.
Key Takeaways:
- 🧭 Identify the block type: Hard blocks show in bounce codes; soft blocks hide as falling opens and clicks. Use seed lists to confirm placement.
- 📈 Reputational rehab: Warm back up by emailing your most recent, most-engaged subscribers first, then expand gradually.
- 🤝 Escalate smartly: Lean on your ESP to advocate with mailbox providers when filters misclassify your traffic.
- 🧹 Protect the domain: Monitor complaints and bounces, suppress risky segments, and keep list hygiene tight to avoid repeat flags.
Why Email Still Wins (and How I Use AI Without Losing the Human)
On David Meltzer’s Office Hours, I walked through why email is still the fastest path to real opportunities when you treat it as Person A connecting with Person B. We also got into how I use tools to help (not replace) the work, and the mindset that keeps me steady through the inevitable “hurricane” moments of building.
Key Takeaways:
- ✉️ Connection over blasts: I write to one real person and optimize for replies, not volume. Conversations > sends.
- 🤖 AI as assist, not autopilot: I’ll use tools for research and drafts, then add judgment so it never reads lazy or canned.
- 📈 Replies change the math: More genuine responses don’t just double opportunities, they make you better at selling.
- 💪 Builder’s mindset: Fail, learn, and keep going. Consistency beats any “silver bullet” in the long run.
🌤️ How EOC Built Tomorrow.io’s Enterprise Pipeline
Weather-tech company Tomorrow.io needed consistent executive access across multiple industries and regions. We rebuilt outbound end-to-end: targeting, infrastructure, and outcome-led messaging to turn cold email into booked meetings and material pipeline.
Read the full case study here »
Key Takeaways:
- 🎯 ICP tiers that travel: Segmented by vertical (aviation, logistics, energy, public sector), deal size, and buyer role to keep every send “for me,” not “for everyone.”
- 🏗️ Deliverability you can trust: Dedicated domains and inbox fleets, warm-ups, and ongoing health checks so messages land where they should.
- ✍️ Outcome-first copy: Short emails tied to real operator wins (delay reduction, safety, cost) with clear 15-minute CTAs and proof points.
- 🌍 Multi-region playbook: Localized sends and time-zone cadences to reach decision-makers in the US, EMEA, and APAC without burning reputation.
- 📈 Real-world impact: Executive meetings across Fortune 500 and public agencies, steadier reply rates, and a stronger, trackable pipeline.
My Last $.02
Here’s what to take with you. For deliverability, spot the block, warm up with recent engagers, and let your ESP escalate while you keep list hygiene tight. For performance, write to one real person and use tools only to speed the work, not replace your judgment.
For growth, pair clear ICP tiers with reliable sending infrastructure and outcome-first copy. That combo turns cold outreach into executive meetings and a trackable pipeline.
Until next time, happy emailing!
Adam