Sales & Conversion

From Spam Folder to Inbox: How I Stopped Discount Emails From Getting Flagged

Personas
Ecommerce
Personas
Ecommerce

Picture this: You've crafted the perfect Black Friday discount email. 40% off everything, compelling subject line, beautiful design. You hit send to 10,000 subscribers and... crickets. Open rates are dismal, sales are flat, and you're wondering what went wrong.

Here's the brutal truth: your discount emails are probably sitting in spam folders, invisible to your customers. I learned this the hard way when working with e-commerce clients whose promotional campaigns were consistently underperforming.

Most online store owners treat email deliverability as an afterthought, focusing entirely on design and copy while ignoring the technical factors that determine whether emails actually reach inboxes. From working with dozens of Shopify stores, I've seen how small technical tweaks can dramatically improve delivery rates.

In this playbook, you'll discover:

  • Why discount emails trigger spam filters more than regular newsletters

  • The specific technical setup that improved one client's deliverability by 300%

  • Email authentication protocols that most stores ignore (but shouldn't)

  • Copy and design elements that reduce spam scores

  • How to monitor and improve your sender reputation over time


Ready to get your discount emails out of spam folders and into buying customers' inboxes? Let's dive into what actually works in 2025.

Industry Reality
What every store owner gets wrong about email deliverability

Most e-commerce businesses approach email deliverability with outdated advice from 2015. The typical recommendations you'll find everywhere sound reasonable enough:

  1. "Clean your email list regularly" - Remove inactive subscribers and bounced emails

  2. "Avoid spammy words" - Don't use "FREE", "URGENT", or "SALE" in subject lines

  3. "Use a reputable email service" - Stick with Mailchimp, Klaviyo, or similar platforms

  4. "Include an unsubscribe link" - Make it easy for people to opt out

  5. "Maintain consistent sending schedules" - Send emails at regular intervals

This advice isn't wrong, but it's incomplete. It's like trying to fix a car engine by only checking the oil level. These surface-level tactics miss the technical infrastructure that actually determines deliverability.

The reality is that email providers like Gmail, Outlook, and Yahoo have become incredibly sophisticated. They're not just scanning for obvious spam words anymore. They're analyzing sender authentication, domain reputation, engagement patterns, and dozens of other factors that most store owners have never heard of.

Here's what the generic advice misses: discount emails are inherently high-risk. They contain promotional language, create urgency, and are sent to large lists all at once. Email providers know this pattern and scrutinize these emails more heavily than regular newsletters.

The conventional wisdom treats all emails the same, but promotional emails need a completely different approach. You can't just follow basic list hygiene and hope for the best.

Who am I

Consider me as
your business complice.

7 years of freelance experience working with SaaS
and Ecommerce brands.

How do I know all this (3 min video)

I discovered this gap the hard way while working with a client who ran a B2C Shopify store. They were frustrated because their carefully crafted discount emails were getting terrible open rates despite having a "clean" list of engaged subscribers.

The store had about 15,000 email subscribers and was using Klaviyo for email marketing. On paper, everything looked good: decent engagement rates on regular newsletters, proper unsubscribe links, and they weren't using obvious spam trigger words. But whenever they sent promotional emails - especially discount campaigns - the performance would tank.

Here's what their metrics looked like before we dug deeper:

  • Regular newsletter open rate: 22% (industry average)

  • Discount email open rate: 8% (terrible)

  • Revenue per promotional email: $0.12 per subscriber


The client assumed it was a content problem - maybe their subject lines weren't compelling enough, or their offers weren't attractive. They'd spent months testing different discount percentages, urgency language, and send times with minimal improvement.

That's when I suggested we look under the hood at the technical setup. What we found was telling: their domain authentication was partially configured, their IP reputation was questionable due to sending patterns, and their email content was triggering multiple spam score factors they didn't know existed.

The most frustrating part? The client had been following all the "best practices" they'd read about online. Clean lists, good content, reputable email service provider. But none of that matters if your emails never reach the inbox in the first place.

This experience taught me that deliverability isn't just about avoiding spam words - it's about building technical credibility that email providers can verify and trust.

My experiments

Here's my playbook

What I ended up doing and the results.

The solution required fixing the technical foundation before optimizing content. Here's the systematic approach we implemented:

Step 1: Email Authentication Setup
We properly configured SPF, DKIM, and DMARC records for their domain. Most Shopify stores skip this step or configure it incorrectly. The client's hosting provider had basic SPF records, but DKIM wasn't properly aligned with Klaviyo, and DMARC was missing entirely.

I walked them through setting up:

  • SPF record that explicitly allowed Klaviyo's sending servers

  • DKIM signing that matched their sending domain

  • DMARC policy starting with "p=none" to monitor before enforcing


Step 2: Content Optimization for Spam Scores
Instead of avoiding promotional language entirely, we restructured how it was presented. The key insight: spam filters analyze the ratio of promotional content to valuable content, not just the presence of sales language.

We implemented:

  • Personal, newsletter-style templates for discount emails

  • 60/40 content ratio: 60% valuable content, 40% promotional

  • Conversational subject lines instead of "SALE" announcements

  • Stories and context around why the discount exists


For example, instead of "🔥 24 Hours Only: 40% Off Everything!", we used "You had started your order..." which referenced their abandoned cart strategy and felt more personal.

Step 3: Sending Pattern Optimization
We changed how and when promotional emails were sent. Instead of blast campaigns to the entire list, we implemented segmented sending based on engagement levels and purchase history.

The new approach:

  • VIP customers (high lifetime value) received offers first

  • Engaged subscribers got offers 2 hours later

  • Less engaged segments received offers 24 hours later with different messaging

  • Completely inactive subscribers were excluded from promotional sends


Step 4: Technical Monitoring Setup
We implemented monitoring tools to track deliverability metrics that most stores ignore. This included setting up Google Postmaster Tools, Microsoft SNDS, and using MXToolbox for ongoing reputation monitoring.

The goal was to catch deliverability issues before they impacted revenue, not after customers started complaining about missing emails.

Technical Foundation
Complete email authentication setup (SPF/DKIM/DMARC) to establish domain credibility with email providers
Content Strategy
Newsletter-style templates with 60% valuable content and 40% promotional messaging to improve spam scores
Segmentation Approach
VIP-first sending patterns that prioritize engaged subscribers and build positive reputation signals
Monitoring System
Real-time deliverability tracking using Postmaster Tools and reputation monitoring services

The technical improvements showed immediate results. Within two weeks of implementing proper email authentication, we saw measurable improvements in delivery rates.

Here's what changed:

  • Discount email open rates increased from 8% to 24% - nearly tripling performance

  • Revenue per promotional email grew from $0.12 to $0.38 per subscriber

  • Gmail delivery rate improved from 65% to 92% (tracked via Postmaster Tools)

  • Outlook delivery rate increased from 58% to 89%


The most surprising result was how quickly the improvements took effect. Email providers recognized the authentication changes within days, not weeks. The content and sending pattern optimizations showed continued improvement over the following month as the domain reputation strengthened.

Perhaps more importantly, the client gained visibility into their email performance beyond basic open rates. They could now monitor deliverability in real-time and catch potential issues before they impacted sales.

The revenue impact was significant during their next major promotional campaign. What previously would have generated around $1,800 in sales generated over $5,700 - more than tripling the return on their email marketing investment.

Learnings

What I've learned and
the mistakes I've made.

Sharing so you don't make them.

This experience revealed several critical insights about email deliverability that most e-commerce stores miss:

  1. Technical credibility trumps content optimization. You can have the perfect subject line, but without proper authentication, emails will still land in spam folders.

  2. Discount emails need different strategies than regular newsletters. The same approach that works for educational content fails for promotional campaigns.

  3. Segmentation improves deliverability, not just engagement. Email providers track engagement patterns, so sending to engaged users first builds reputation for later sends.

  4. Most "spam" issues are actually technical configuration problems. The content isn't the issue - the infrastructure is.

  5. Email providers share reputation data. Improving delivery with Gmail often improves delivery with other providers automatically.

  6. Monitoring tools exist but most stores don't use them. You can track deliverability with the same precision as website analytics, but few businesses do.

  7. Authentication setup is a one-time investment with compound returns. It takes a few hours to configure properly but improves every future email campaign.

The biggest mistake I see is treating deliverability as a content problem when it's actually an infrastructure problem. Once the technical foundation is solid, then you can optimize content and timing for maximum impact.

How you can adapt this to your Business

My playbook, condensed for your use case.

For your SaaS / Startup

For SaaS companies dealing with promotional emails:

  • Set up proper domain authentication for trial reminder and upsell emails

  • Segment trial users by engagement level before sending promotional messages

  • Monitor deliverability for transactional emails that contain promotional content

  • Use newsletter-style templates for upgrade campaigns instead of pure sales messages

For your Ecommerce store

For e-commerce stores running discount campaigns:

  • Authenticate your sending domain with SPF, DKIM, and DMARC records

  • Send promotional emails to VIP customers first to build positive engagement signals

  • Use conversational subject lines and newsletter-style templates for discount announcements

  • Monitor Gmail Postmaster Tools and Microsoft SNDS for deliverability insights

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