AI & Automation
OK, so picture this: you're pumping out LinkedIn newsletters every week, following all the "proven" tactics you've read about, and your open rates are still sitting at a depressing 12%. Sound familiar?
I was stuck in this exact situation when working with a B2B SaaS client. They'd been running a LinkedIn newsletter for months, religiously following every piece of advice from the marketing gurus. Professional subject lines, industry-focused content, posting at "optimal times" - you know the drill.
The result? Their newsletter was drowning in the sea of corporate noise that floods LinkedIn every day. While their competitors were celebrating 15% open rates like they'd won the lottery, I knew we could do better by doing something completely different.
Here's what I discovered: the same principles that make content go viral on social media work for newsletter growth - but nobody's applying them to B2B newsletters because they're too scared to break the "professional" mold.
In this playbook, you'll learn:
This isn't about gaming the algorithm - it's about understanding that people subscribe to people, not companies. Let me show you how to make that work for your business. Check out our other SaaS growth strategies for more unconventional approaches.
Open any guide about LinkedIn newsletters and you'll find the same recycled advice that's been circulating since newsletters became a thing. The conventional wisdom goes something like this:
Subject Line "Best Practices":
Content Structure Commandments:
Here's why this approach exists: it feels safe. Marketing teams love it because it's measurable, consistent, and won't ruffle any feathers in the boardroom. It follows the same logic as traditional email marketing, just transplanted to LinkedIn.
But here's the problem - LinkedIn newsletters aren't email newsletters. The platform dynamics are completely different. On LinkedIn, you're competing with personal stories, industry hot takes, and viral content for attention. Following email marketing rules in a social media environment is like bringing a knife to a gunfight.
The result? Most B2B newsletters blend into the background noise. They sound like every other corporate communication flooding people's feeds. No wonder open rates hover around 10-15% when the platform average for engaging content is much higher.
The traditional approach treats newsletters like corporate announcements instead of what they actually are: personal content from real humans. And that's exactly where the opportunity lies.
Who am I
7 years of freelance experience working with SaaS
and Ecommerce brands.
So here's where I found myself when working with this B2B SaaS client. They had a solid product - a project management tool for agencies - but their LinkedIn newsletter was basically invisible. We're talking about 11% open rates and even worse engagement.
The newsletter looked exactly like every other SaaS company's content: "5 Productivity Tips for Agencies," "Industry Trends You Need to Know," "Product Update: New Features This Month." Professional, polished, and completely forgettable.
The founder was frustrated because he'd been putting real effort into it. Quality content, consistent posting schedule, even hired a copywriter to make sure the tone was "on-brand." But the numbers weren't moving, and more importantly, the newsletter wasn't driving any meaningful business results.
Here's what really bothered me: this founder had incredible stories. He'd built his agency from zero to 50 employees, made every mistake in the book, and had war stories that would make any agency owner lean in. But none of that personality was coming through in the newsletter.
My first attempt was the obvious one - optimize within the existing framework. Better subject lines, more compelling CTAs, different posting times. We tested everything the "experts" recommended. The needle moved maybe 1-2%, nothing worth celebrating.
That's when I realized we were fighting the wrong battle. We weren't competing with other newsletters - we were competing with every piece of content on LinkedIn. And the content that performs best on LinkedIn? Personal stories, controversial takes, behind-the-scenes content. Basically, the exact opposite of what we were doing.
The breakthrough came when I looked at which LinkedIn posts from the founder got the most engagement. They weren't the polished thought leadership pieces. They were the raw, honest posts about startup struggles, failed experiments, and lessons learned the hard way.
So I proposed something that made the marketing team uncomfortable: what if we treated the newsletter like the founder's personal diary instead of a corporate communication channel?
My experiments
What I ended up doing and the results.
Here's exactly what we did to transform that newsletter from corporate noise into must-read content.
The "Anti-Professional" Subject Line Strategy
Instead of "Agency Productivity Newsletter #47," we started using subject lines that sounded like DMs between friends:
The key was making every subject line feel like the start of a conversation, not a corporate announcement. We treated each newsletter like we were updating a friend on what was happening in the business.
The Personal Experience Content Structure
We completely ditched the traditional newsletter format. Instead, every issue followed the same pattern:
The "First Person Everything" Approach
Every newsletter was written in the founder's voice, using "I" statements throughout. No more "we at [Company Name] believe" - just raw, personal insights from someone actually running an agency.
We shared specific examples:
The Anti-Schedule Publishing Strategy
Instead of a rigid weekly schedule, we published when something interesting actually happened. Sometimes that meant two newsletters in one week when the founder had a breakthrough. Sometimes it meant waiting two weeks because nothing worth sharing had occurred.
This created a sense of anticipation. Subscribers never knew when the next issue would arrive, but they knew it would contain something genuinely useful because we only published when we had something real to share.
For more insights on building authentic business content, check out our guide on SaaS content marketing strategies.
The transformation was immediate and dramatic. Within the first month of implementing this approach, we saw the open rate jump from 11% to 24%. But more importantly, the engagement completely changed.
Before: People skimmed the newsletter and forgot about it.
After: Subscribers started replying with their own stories, sharing the newsletter with their teams, and referencing specific issues in sales conversations.
The founder started getting LinkedIn DMs like:
The business impact was even more significant. Three months after the newsletter transformation, they closed their largest deal ever - a $120K annual contract with an agency that specifically mentioned the newsletter as the reason they reached out.
But here's what really surprised us: the newsletter started attracting talent. Top-tier agency professionals began reaching out about job opportunities because they wanted to work for someone who was transparent about both successes and failures.
The subscriber growth accelerated organically. People weren't just subscribing - they were actively sharing and recommending the newsletter. We went from 300 subscribers to over 1,200 in six months, with zero paid promotion.
Learnings
Sharing so you don't make them.
Here are the biggest lessons from completely reimagining how LinkedIn newsletters should work:
Authenticity Always Wins Over Polish
The messy, real stories consistently outperformed the polished thought leadership pieces. People can smell corporate speak from a mile away, and they're starving for genuine insights from real business operators.
Vulnerability Is a Competitive Advantage
Sharing failures and mistakes didn't hurt the founder's credibility - it enhanced it. When you admit to screwing up, people trust your successes more.
One Story Is Worth Ten Tips
Instead of sharing multiple small insights, we learned that one deep, personal story with actionable lessons was far more memorable and valuable.
Your Newsletter Should Sound Like You
If someone read your newsletter without seeing your name, they should still know it came from you. Your personality and voice are your biggest differentiators.
Timing Doesn't Matter If Content Matters
All those "optimal posting time" studies are useless if your content is genuinely valuable. Great content gets opened whenever it arrives.
Build Anticipation, Not Obligation
When people expect your newsletter to contain something genuinely useful, they look forward to it instead of treating it like another email to get through.
Your Business Story Is Your Best Content
The daily reality of running a business - the challenges, discoveries, and lessons - is more engaging than any industry analysis or trend prediction.
My playbook, condensed for your use case.
For SaaS startups implementing this approach:
For ecommerce businesses adapting this strategy:
What I've learned