I've broken down how to identify which challenges are worth your platform, how to develop differentiated POVs, and how to capture strategic intelligence from what you publish.
Next: why most thought leadership programs die at 90 days—and how to build systems that last.
Here’s a pattern that plays out over and over again:
A company launches a thought leadership program. The executive publishes their first piece. It does well. Everyone's excited. They publish a second piece. Still good momentum.
Then the executive gets busy. A product launch. A board meeting. A customer crisis. Thought leadership falls to the bottom of the list.
Three months later, they haven't published anything in six weeks. The momentum is gone. The audience moved on. And when they finally try to restart it, it feels like starting from zero again. Been there. Many, many, many times. And it sucks.
I’ve found that the problem isn't commitment. It's not even prioritization. It's that they (sometimes we, if I’m being honest) treated thought leadership like a campaign instead of infrastructure.
Why 90 days is the cliff
There’s a reason most programs die around the three-month mark.
In the first 30 days, there's novelty. The executive is engaged. The team is energized. Publishing feels new and exciting.
In the second 30 days, reality sets in. Publishing is harder than expected. The executive's calendar is full. The process feels clunky. But there's still momentum from the first month, so you push through.
By day 60-90, the cracks show. The executive misses a deadline. You skip a week. Then two weeks. Then a month. No one calls it out because everyone's busy. And suddenly, the program is dead.
Here's what happened: You built momentum, not systems.
Momentum is great for starting. But it doesn't sustain anything. Momentum fades the moment something more urgent appears. And something more urgent always appears.
Systems don't fade. Systems persist even when motivation drops, even when priorities shift, even when the executive is underwater with other work.
What campaigns look like vs. what infrastructure looks like
Campaign thinking:
Let's publish every week for Q1
We'll schedule time with [exec] when we need it
If [exec] is busy, we'll skip this week
We'll measure success by how many pieces we publish
Infrastructure thinking:
We publish every [cadence] indefinitely
[Exec] has a standing block on their calendar—non-negotiable
If [exec] is busy, we adjust scope, not cadence
We measure success by consistency and business impact
Campaign thinking assumes thought leadership is temporary. Infrastructure thinking assumes it's permanent. And that assumption changes everything—how you build the process, how you allocate time, how you measure success.
The three systems that make thought leadership last
If you want your thought leadership program to survive past 90 days, you need three systems in place:
System 1: The challenge pipeline
Most programs die because they run out of ideas. The exec published on the two obvious challenges. Now they don't know what to talk about next. That's a pipeline problem.
You need a system for continuously identifying challenges worth the platform. Not a brainstorming session once a quarter. A repeating process.
Here's what that looks like:
Every two weeks, the executive does a 15-minute brain dump:
What challenges came up in board meetings?
What questions did customers ask this week?
What competitive moves caught their attention?
What internal debates are happening that might be external trends?
They send you bullet points. You vet them (using the framework from two weeks ago). You build a backlog of challenges to address.
Now you're never scrambling for topics. You're choosing from a vetted pipeline.
System 2: The production rhythm
Programs also die because the process is ad hoc. Every piece feels like starting from scratch.
You need a repeating rhythm—a weekly or bi-weekly cadence where everyone knows what happens when.
Here's what that looks like:
Monday
Executive reviews the next challenge in the pipeline. Confirms it's still relevant. Records a 10-minute voice note or sends bullet points on what they're thinking.
Tuesday
You (or your ghostwriter) vet the challenge and develop interview questions based on what the exec sent.
Wednesday
30-minute call with the exec to develop the POV. This isn't "tell me about the topic." It's "what do you actually think? Where do you disagree with conventional wisdom?"
Thursday/Friday
You draft. You send it to the exec with specific questions: Does this sound like you? Is this what you actually think? What's missing?
The following Monday
Executive reviews and edits (15 minutes max). You finalize and publish.
The Tuesday after publishing
You do the intelligence review (from last week's newsletter). You send the exec a summary of who engaged and what you learned.
Total executive time: 60-75 minutes per week, spread across three touchpoints. Not a single two-hour block. Not "whenever we can find time." A predictable rhythm that fits into their existing schedule.
System 3: The non-negotiable block
This is the most important one. And the one most teams skip.
You need to block time on the executive's calendar for thought leadership—and make it non-negotiable. Not "we'll find time when we can." Not "let's schedule ad hoc." A standing block that recurs every week at the same time.
If thought leadership is "find time when we can," it won’t happen. The time will never come. Because the executive's calendar is full. There's always something more urgent.
But if it's a standing block—like a board meeting or a leadership team sync—it happens. Because it's infrastructure, not a nice-to-have.
How to make this work
The block doesn't have to be long. 30 minutes on Wednesday for the POV development call. 15 minutes on Monday for review and approval. That's it.
But it has to be consistent. Same time, same day, every week (or every other week, depending on your cadence).
And it has to be protected. If something urgent comes up, you move the block, you don't cancel it.
When the executive sees that time on their calendar every week, thought leadership becomes part of their rhythm. It's not something they have to remember to do. It's something that happens automatically.
The minimum viable system
You don't need a complicated system. You need a consistent one.
Here's the minimum viable version:
Every [frequency]:
1. Executive identifies a challenge (15 min)
2. You develop the POV with them (30 min)
3. You draft (on your time)
4. Executive reviews and approves (15 min)
5. You publish and capture intelligence (on your time)
That's it. 60 minutes of executive time per cycle. But it's structured, repeating, and non-negotiable.
Start there. Once it's working, you can layer on more—backlog management, deeper intelligence reviews, multi-channel distribution. But start with the minimum that works.
How to measure consistency (not just volume)
Most teams measure the wrong thing: they count how many pieces they published. That's volume, not consistency.
Consistency is: Did you publish on the cadence you committed to? If you said "we publish every two weeks," then the question is: Did you publish every two weeks for six months? Not "did we publish 12 pieces?" but "did we hit our cadence?"
Consistency is what builds audience trust. Your readers learn when to expect your content. They know you'll show up. That compounds. (Like us, on Wednesdays! A quick reminder if you haven’t already: sign up for or share/forward our newsletter.)
Volume without consistency is just noise.
So track this: How many consecutive weeks/months have you published on schedule? That's the metric that matters.
Systems only work if you defend them. Not rigidly, but consistently.
What changes after 90 days
When you make it past 90 days with a consistent system, something shifts.
The executive stops seeing thought leadership as a task. It becomes part of how they think. They start identifying challenges automatically. They reference their platform in other contexts. They engage with feedback because they're curious what the market is saying.
Your audience starts to expect your content. They look for it. They share it. They reference it in conversations.
And the business starts to see results. Deals influenced. Talent attracted. Partnerships formed. Positioning strengthened.
But none of that happens in the first 90 days. It happens after you make it through the 90-day cliff.
That's why systems matter. They get you past the point where momentum fades and into the point where compounding begins.
What to do this week
If you're building a thought leadership program (or restarting one that died), here's your action plan:
Step 1: Define your cadence. Weekly? Bi-weekly? Monthly? Pick one and commit.
Step 2: Block time on the executive's calendar. Recurring. Non-negotiable.
Step 3: Build your challenge pipeline. Ask the exec for 5-10 challenges they're seeing. Vet them. Now you have a backlog.
Step 4: Map out your production rhythm. Who does what, when? Write it down.
Step 5: Commit to 90 days. Don't evaluate success before then. Just hit the cadence.
Systems take time to prove themselves. Give them that time.
Learn more: Frequently asked questions
Why do most thought leadership programs die after 90 days?
Most thought leadership programs die because they’re treated as short-term campaigns, not long-term systems. Teams sprint through a few LinkedIn posts or long-form content pieces, then hit a wall when the executive’s calendar fills up and there’s no infrastructure to keep things moving.
What’s the difference between a campaign and a thought leadership system?
Campaigns are time-bound initiatives with a start and end date; systems are ongoing, repeatable routines that don’t depend on a single burst of enthusiasm. A durable thought leadership system has a clear cadence, defined roles, and non-negotiable calendar blocks so publishing continues even when other initiatives feel urgent.
How should we define the right publishing cadence?
Your cadence should be ambitious enough to matter but realistic enough for a busy C-suite or founder schedule. Many B2B marketing teams aim for one or two substantial pieces of thought leadership content per month, supported by lighter LinkedIn posts and social media touchpoints that keep the audience warm between anchor pieces.
How much executive time does a sustainable thought leadership system really require?
For most executives, 60–75 minutes per cycle is enough if the system is tight: 15 minutes to identify a challenge, 30 minutes to develop the point of view, and 15 minutes to review and approve. Marketing leaders, content strategy owners, or ghostwriting partners do the heavy lifting in between, so the executive is thinking, not formatting.
Why is a “non-negotiable block” on the calendar so important?
Without a recurring block, thought leadership always loses to fires, launches, and board prep. A protected weekly or bi-weekly slot for POV development and review turns thought leadership from a nice-to-have into part of the executive’s operating system and decision-making rhythm.
What is a challenge pipeline, and why does it matter?
A challenge pipeline is a running backlog of market problems, internal debates, and industry trends that are worth your platform. When startups, CMOs, and other marketing leaders keep this pipeline fresh, they never sit down to a blank page; they choose from pre-vetted topics that align with their content strategy and drive growth.
How does this approach help CMOs and marketing leaders?
A systematized thought leadership program gives CMOs and marketing leaders a predictable playbook for working with busy executives. It clarifies who does what when, aligns thought leadership with broader marketing strategy and SEO priorities, and provides concrete metrics that prove the work is influencing decision-makers and the broader ecosystem.
What metrics should we track to measure success?
Instead of just counting how many posts you ship, measure whether you’re hitting your cadence and whether the right people are engaging. Useful metrics include: consecutive on-time publishes, engagement from target accounts on LinkedIn, invitations to speak on a podcast or at events, and downstream signals like influenced opportunities or partnerships.
How does this connect to content marketing and B2B marketing more broadly?
Thought leadership is the deep end of content marketing: instead of pushing product, you’re shaping how your target audience thinks about their problems. When your thought leadership content is consistent and useful, it strengthens your personal brand, supports B2B marketing campaigns, and helps your company build trust with buyers long before they’re in a sales cycle.
For most B2B teams, LinkedIn posts are the primary distribution layer for executive thought leadership. You publish long-form content on your own site or newsletter, then repurpose key takeaways into short LinkedIn posts, clips for social media, or even podcast talking points to reach more of the ecosystem without additional executive time.
Can we use tools like ChatGPT without losing our voice?
Yes—tools like ChatGPT are best used to accelerate drafting, outlining, or repurposing, while the executive (or their ghostwriting partner) owns the actual ideas and point of view. The system still relies on the executive’s unique experiences and critical thinking; AI just helps turn those raw ideas into consistent, on-brand thought leadership content faster.
How does this help startups and entrepreneurs specifically?
For startups and entrepreneurs, a reliable thought leadership system does what ad hoc content never can: it compounds. Staying visible with a clear, evolving stance on key industry issues helps early-stage teams punch above their weight with investors, customers, and talent—without requiring enterprise-sized content teams.
What does a minimum viable thought leadership system look like?
A minimum viable system has five elements: a clear cadence, a challenge pipeline, a simple production rhythm, a non-negotiable calendar block, and a basic way to track consistency over time. Once those pieces are in place and stable past the 90-day cliff, you can layer on more sophisticated plays—multi-channel distribution, SEO, or a full playbook for scaling thought leadership across the C-suite.
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Author bio
Johnathan Silver helps executives turn judgment and experience into effective thought leadership. Through The Thoughtful Executive, he works with senior leaders and marketing teams to build thought leadership programs, sharpen executive voice, and create content that earns trust over time. His work sits at the intersection of leadership communication, content strategy, and executive decision-making.

