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HBO and The Ringer's Bill Simmons hosts the most downloaded sports podcast of all time, with a rotating crew of celebrities, athletes, and media staples, as well as mainstays like Cousin Sal, Joe House, and a slew of other friends and family members who always happen to be suspiciously available.
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Hitting the primary inbox (not spam or promotions) is make-or-break for every newsletter and cold-email campaign. In Episode 4 of the LetterStack Podcast, Renga sits down with Anthony Baltodano, founder of Mission Inbox and a decade-long deliverability expert, to unpack the exact tech and tactics that keep your emails landing where they belong.
What you’ll learn:
Email Deliverability 101 – why SPF, DKIM & DMARC are the “carrier, wax-seal & security guard” of email
How to warm up domains (and why skipping it tanks reputation)
Plain-text vs HTML: balancing design with inbox placement
The hidden risks of cheap domain registrars (and why you should move DNS to Cloudflare)
Tools Tony recommends for beginners (Beehiiv + MailReach) & for scale (Mission Inbox)
Weekly health checks: simple placement tests that take 10 minutes
Real-world horror stories: platform outages, blacklists, and how to dodge them
Timestamps
00:00 – Intro & why deliverability matters
02:33 – Tony’s background: SDR → deliverability consultant → Mission Inbox
05:35 – What actually happens after you hit “send”
06:56 – SPF, DKIM, DMARC explained with a “letter & seal” analogy
11:32 – Copy, links & images: how content triggers spam filters
15:54 – Why Apple & Yahoo open emails before users do
18:45 – Domain warm-up: what it is and best tools (WarmE.io, MailReach)
23:10 – Domain reputation factors: registrar, age, blacklists
30:38 – Affordable starter stack: Beehiiv + placement testing
35:30 – Tony’s 3-step deliverability checklist for creators
👉 Subscribe to LetterStack for more operator-level interviews on scaling, monetizing, and protecting your newsletter business at letterstack.co.
🔔 Hit the bell so you never miss an episode!
Check out MissionInbox.com to explore Tony’s deliverability infrastructure platform.
5 episodes
