How I Mapped Out My 2-Month Content Calendar in Under 30 Minutes

I used to spend hours making just one post, until I treated AI like a strategist. Here’s how I mapped out 60 days of content in 30 minutes.

Creating content has been one of the biggest challenges in building my own audience.

Constantly having to come up with new topics and then turning them into actual content made content creation feel like an hours-long task, just to produce a single 5-minute blog post.

And it was all because of how I approached content creation.

A big chunk of time was wasted simply due to lack of clarity. I’d start writing about one topic, only for it to morph into something else. The result? A 10–15 minute article with no consistency or central theme.

As a creative process, this was great. But as a sustainable strategy to support my main business, it was a disaster.

A quick online search pointed me to the idea of content pillars and using a content calendar.

Content pillars help keep things focused by sticking to a few key themes. A content calendar makes sure I know what to post and when, so I'm not scrambling for ideas last minute.

Plan first, execute later.

Sounds great, but how do you actually do it?

I spent hours reading articles and trying to piece things together. But I always ended up with a vague plan that didn’t quite fit my business. So I never followed through.

Eventually, I tried a different route: I asked AI to do it for me.

Here’s the prompt I used:

Please create the content pillars and 60 pieces of content distributed in each pillar. The topic is about using AI and technology to automate your business and achieve a lot more with less time.

As expected, it failed miserably. It suggested topics I had zero interest in or wasn’t familiar with. One example: “The ultimate vision: running a one-person billion-dollar company.”

My business isn’t even at six figures yet. How am I supposed to talk about scaling to a billion-dollar empire? No thanks.

The only good thing? It made my own content calendar look pretty decent by comparison.

The issue wasn’t the quality of the suggestions. They were actually well-crafted and aligned with what others talk about online.

The real problem was they didn’t align with my brand or goals. That’s a context issue.

But what kind of context does AI need? If I’m struggling to define my own content pillars, how would I know what info to feed the model in the first place?

What if the context I give is too focused on product features or business ops, how would that connect to the brand I want to build?

Then it hit me: what would a digital agency do if I hired them to plan my content strategy?

Easy. They’d ask questions. Lots of questions, until they had the insight to make a solid recommendation.

So I had ChatGPT take that approach instead.

You are a world-renowned content marketing manager. You are going to ask me as many questions as you need about me and my business to recommend what content to create and which platform to focus on.

Ask each question one at a time. If needed, ask follow-ups to dig deeper. Don’t move on until you understand my intent.

Final output should include:
– Content pillars with definitions and goals
– How often to post per pillar
– 60 short-form content ideas distributed across the pillars
– A content calendar with daily posting

The result?

ChatGPT asked me 18 questions about my goals, audience, and brand voice. Just answering them was incredibly helpful. It forced me to think about things I’d never considered.

For Peek, the private photo sharing app I’m building, ChatGPT suggested starting with TikTok for quick feedback and cultural relevance, then repurposing content to Instagram Reels and YouTube Shorts.

Here’s how the content broke down:

1. Empowerment & Mindset Shift – 42%

2. Education & Awareness – 28%

3. Practical Tips & Safe Sharing – 15%

4. Founder Journey & Peek – 15%

It also generated 60 short-form ideas spread across those pillars to last 2 months, along with what it called a weekly rhythm to make sure topics are well-balanced and not repetitive.

Now I have way more clarity, not just about what kind of content to make, but why I’m making it.

No more guessing what to post or how often. I’ve got a real strategy.