Many SaaS founders have had this experience.
Hours spent writing onboarding emails.
Subject lines optimized.
Clear calls-to-action.
Clean structure.
And yet the results are disappointing.
The natural assumption is that the copy is the problem.
But that’s often not the real issue.
Recently, during a conversation with an email deliverability specialist, an interesting example came up.
One SaaS company had:
"28,000 contacts - 1.2% open rate - Almost half of their spam complaints coming from that list"
The insight was simple but powerful:
Most founders assume the problem is copy.
In many cases, the real problem is the list itself.
Over time, SaaS products accumulate subscribers who:
When good emails are sent to the wrong audience, the system starts working against you.
Low engagement → weaker sender reputation → worse inbox placement → even lower engagement.
And the cycle continues.
What surprised me most was this:
If the inactive part of the list is removed and emails are sent only to engaged users, inbox reputation can start improving within just a few sends.
But many founders hesitate to do it.
It feels counterintuitive to delete thousands of contacts, even when those contacts are hurting deliverability.
That conversation changed how I think about onboarding systems.
Instead of focusing only on writing emails, the stack should look something like this:
Layer 1 — Clean, engaged list
Layer 2 — Thoughtful onboarding sequence (Behavior/activation based)
Layer 3 — Automation
Once the list quality problem is addressed, writing the actual onboarding emails becomes much easier.
In fact, that Layer 2 realization is what led me to build a system that helps generate onboarding sequences much faster. Instead of spending hours writing emails from scratch, founders can generate and customize a structured onboarding sequence in about 45 minutes.
(7-email framework + Python automation)
For anyone curious, here is my earlier post :
And if you're interested in the deliverability side of this problem, the insight above came from Yanna, who runs ReviewMyEmails (https://reviewmyemails.com/) and the Email Almanac.
Her work focuses on the part most founders ignore:
List health and reputation.
Because in email, great writing alone isn’t enough.
A healthy list comes first.
Great post — onboarding emails are often a symptom of a deeper retention gap. One area that gets missed even after nailing onboarding: failed payment recovery. If users drop off involuntarily (expired card, insufficient funds), no onboarding email saves them. RecoverKit auto-sends a Day1/3/7 recovery sequence the moment a Stripe payment fails — beta is free, I can set it up with you: tryrecoverkit.com/connect
For founders who want the onboarding framework + automation mentioned above:
https://khanfalah.gumroad.com/l/ytsay