The Sunday Session System: Go From Content Anxiety To Content Abundance

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You found your voice last lesson. Now you need consistent content to fill it.

Most sellers stare at blank screens wondering "what should I post about?" while sitting on goldmines of insights from their actual work. This week, you'll build a 90-minute Sunday ritual that transforms your weekly experiences into endless content—without ever feeling stuck again.

Stop creating from scratch and start harvesting what you've already learned.

Total points up for grabs: 20

Your content problem isn't creativity—it's capture

Here's the lie most sellers believe about content creation: you need to be constantly coming up with brilliant new ideas.

Wrong.

The best content doesn't come from inspiration. It comes from documentation. From capturing the patterns you're already seeing, the problems you're already solving, the conversations you're already having. Your week is filled with content-worthy insights—you're just letting them disappear into the void of "I should remember that."

Every deal you work. Every executive conversation. Every objection you overcome. Every framework you apply. Every pattern you notice. These aren't just parts of your job—they're the raw material for strategic growth (personal and professional).

But here's what happens instead: Monday you solve a complex procurement challenge. By Tuesday, you've moved on to the next fire. By Friday, you've forgotten the details. By Sunday, you're staring at LinkedIn thinking "I have nothing valuable to share."

The insight was there. You just didn't capture it.

This is why most sellers who start building personal brands quit after a few weeks and fall back into the status quo abyss. Not because they lack expertise. Not because they can't write. But because they're trying to create content from scratch instead of harvesting it from their work.

The Sunday Session fixes this. It's not about blocking time to "be creative." It's about blocking time to mine the gold you've already created during the week (which will give you an added boost of confidence too). The goal is to transform lived experiences into documented insights and turn implicit knowledge into explicit content.

Consistently putting out this content will act as a “signal” for future opportunities that once didn’t exist earlier in your career and will create optionality. Future optionality = power!

Think of it like this: farmers don't create crops on harvest day. They harvest what's been growing all season. Your Sunday Session is harvest day. The growing happens Monday through Friday while you're doing your actual job. Sunday is when you collect what's ready.

This changes everything. Because suddenly you're not staring at a blank page wondering what to write. You're looking at a week full of experiences wondering which insight to document first. The constraint isn't ideas—it's time. And that's a much better problem to have.

From content anxiety to content abundance

In the second half of 2020, I committed to posting on LinkedIn every week. For the first month, it was torture.

Every Sunday evening, I'd sit down with my laptop, open LinkedIn, and ... nothing. Complete blank. I'd scroll through my feed looking for inspiration, which only made it worse. Everyone else seemed to have endless insights. I felt like I had nothing worth saying.

So I'd force something generic. "Building relationships is key to enterprise sales." Or worse: "Excited to share some thoughts on the power of persistence." Posts that said nothing because they came from nothing.

The breakthrough happened during a particularly frustrating Sunday. I was about to give up and just repost some company content when I glanced at my notebook—the physical one I carry into every customer meeting and use as my daily journal.

There, on Tuesday's page, was a quick note I'd scribbled after analyzing my mid-year performance: “I was the company’s top producer last year, but I don’t feel like the most talented salesperson.”

That one sentence captured a pattern I'd been seeing (and feeling) for months. The things I was writing in my journal or the conversations I has having with customers is the real stuff others cared about.

So I wrote a post about it. Nothing fancy. Just the observation, the pattern, and what it meant for how I was achieving results but didn’t feel as confident as others appeared.

It got more engagement than anything I'd posted before. But more importantly, it opened the door to where I am today (nearly 90K followers and a one-person business built on a content-to-commerce commercial model—one where I leverage my favorite form of communicating—writing—to attract like-minded subscribers and members).

That night, I created what became my Sunday Session template. I went back through that week's notebook and client notes and found six more insights I'd almost let disappear:

• How a CFO reframed our pricing as "insurance against losing customers"

• The procurement question that revealed whether a deal was real or fantasy

• Why prioritizing deep work over activity was producing better results

• The metaphor that finally made conversational AI click for a hospitality exec

• The objection that shows up in every deal right before they execute the MSA

• The Mobilizer behavior that predicts deal velocity

Six insights. From one week. All sitting in my notebook, waiting to be harvested.

It taught me that sharing my real-life experience (as a human and professional) was actually valuable to others (whom I didn’t even know were paying attention). From that point on, every Sunday, I blocked 90 minutes. Notebook + laptop. No distractions.

Here’s the exact (simple) 90-minute system I created:

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