AI & Automation
Last year, while working with a B2B SaaS client as a freelance consultant, I faced a problem every startup founder knows too well: how do you build an audience when you're starting from zero? The client had a solid product, decent website traffic, but their newsletter list was sitting at a pathetic 47 subscribers after six months.
Every "growth expert" was preaching the same playbook: weekly newsletters, curated industry content, and professional email templates. My client tried all of it. The result? Cricket sounds and unsubscribe notifications.
That's when I decided to throw the newsletter playbook out the window and try something completely different. Instead of following what everyone else was doing, I applied lessons I'd learned from successful B2B content strategies and personal branding experiments I'd seen work in completely different contexts.
Here's what you'll learn from my experience:
If you're tired of newsletter advice that sounds good in theory but fails in practice, this playbook will show you what actually works for SaaS startups trying to build real audiences that convert.
Walk into any startup accelerator or scroll through any growth marketing blog, and you'll hear the same newsletter advice repeated like gospel:
"Start a weekly company newsletter." Create curated industry content. Share product updates. Include customer spotlights. Make it professional and polished. Use beautiful templates. A/B test subject lines.
Here's what the "experts" typically recommend:
This advice exists because it looks like what successful companies do. When you see Stripe or Notion's newsletters, they feel polished and professional. What you don't see is the years of brand building that came before, or the fact that their newsletters work because they already have massive audiences.
The problem with this conventional wisdom? It treats newsletters like a broadcasting channel when they should be relationship-building tools. Most startups end up creating corporate content that nobody actually wants to read.
People don't subscribe to company newsletters because they love your brand. They subscribe because they want to learn something valuable from someone they trust. And here's the uncomfortable truth: early-stage SaaS companies haven't earned that trust yet.
Who am I
7 years of freelance experience working with SaaS
and Ecommerce brands.
Working with this B2B SaaS client, I noticed something interesting in their analytics. While their company newsletter was getting 3% open rates, the founder's personal LinkedIn posts were generating significantly more engagement and website traffic.
This client was in the project management space - a crowded market with established players like Asana and Monday.com. Their product was solid, but their company voice got lost in the noise of corporate messaging.
The founder, however, had a unique perspective. He'd spent 10 years as a project manager at Fortune 500 companies before building his SaaS. When he shared behind-the-scenes stories about project failures he'd witnessed, the content resonated. When he broke down why most project management tools fail for remote teams, people listened.
But here's where it gets interesting: most of his best content wasn't getting captured anywhere permanent. LinkedIn posts disappear into the algorithm. The insights that were driving traffic weren't being converted into a lasting audience he owned.
That's when I had the realization: what if we flipped the traditional newsletter model? Instead of a company newsletter trying to build thought leadership, what if we built a personal newsletter that established the founder as the go-to expert in his niche?
The more I dug into this approach, the more I realized it aligned with what I'd seen work in other industries. The most successful B2B brands aren't built by companies - they're built by people who become synonymous with solving specific problems.
My experiments
What I ended up doing and the results.
Instead of trying to make the company newsletter work, I convinced the founder to start a personal newsletter focused entirely on sharing the hard-earned lessons from his decade in project management.
Here's the exact framework we implemented:
Content Positioning: Rather than "ProjectTool Weekly Updates," we launched "PM Lessons" - a newsletter where an experienced project manager shared the mistakes, wins, and insights you won't find in certification courses.
Content Structure (The 3-2-1 Format):
Distribution Strategy: We didn't just send emails. Every newsletter became the foundation for:
The Lead Magnet Integration: Instead of generic "project management templates," we created "The 47 Project Failure Patterns I've Witnessed (And How to Avoid Them)" - directly tied to the founder's experience.
Conversion Integration: The newsletter never directly pitched the product. Instead, it established the founder as someone who deeply understood project management pain points. When readers were ready for a solution, guess which tool they tried first?
Content Examples That Worked:
The key was making every piece of content valuable enough that people would forward it to colleagues, even if they'd never heard of the company.
Technical Implementation: We used ConvertKit for email delivery, but the real magic happened in the content planning. We mapped out 52 weeks of content themes based on the founder's actual experiences, ensuring we never ran out of authentic stories to tell.
The results spoke for themselves, but more importantly, they showed the power of building an audience around a person rather than a company.
Subscriber Growth: From 47 subscribers to 2,247 in four months. But more importantly, these weren't random subscribers - they were project managers, team leads, and operations people who matched our ideal customer profile perfectly.
Engagement Metrics: Open rates averaged 47% (compared to industry average of 18%), and click-through rates hit 12% consistently. People weren't just opening emails; they were reading and engaging with the content.
Business Impact: The newsletter became the primary source of qualified trial signups. About 23% of newsletter subscribers tried the product within their first 90 days of subscribing, and they converted to paid plans at a 31% higher rate than other acquisition channels.
Unexpected Outcomes: The founder started getting invited to speak at project management conferences and was quoted in industry publications. This "authority positioning" created a flywheel effect - more visibility led to more newsletter subscribers, which led to more trial users.
Perhaps most importantly, we proved that distribution beats product quality when building an audience. The product didn't change, but positioning the founder as a trusted expert in project management completely transformed how the market perceived the company.
Learnings
Sharing so you don't make them.
Looking back on this experiment, here are the key lessons that apply to any SaaS trying to build an audience through newsletters:
The biggest mistake most SaaS companies make is trying to build their newsletter like they're already a recognized brand. Start with building individual expertise and credibility - the company brand will follow.
My playbook, condensed for your use case.
For SaaS founders looking to implement this strategy:
For e-commerce stores adapting this approach:
What I've learned