Sahin Boydas
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1720 Counterintuitive Lessons I Learned About AI-assisted writing

Everyone thinks AI-assisted writing is about complex algorithms, but they're dead wrong. I'm pulling back the curtain on the industry lies and showing you the data-backed truth that separates the amateurs from the pros.

2024-11-027 min read583 words

Everyone thinks AI-assisted writing is about complex algorithms, but they're dead wrong. I'm pulling back the curtain on the industry lies and showing you the data-backed truth that separates the amateurs from the pros.

The Framework That Actually Works

Here is a simple framework for evaluating AI-assisted writing. It's not complicated, but it requires discipline.

Step 1: you should focus on one thing and do it exceptionally well

This is where most people go wrong. They skip this step entirely and jump straight to execution. Don't do that.

Step 2: timing is everything in this game

Once you have the foundation right, this becomes much easier. I've watched founders struggle with this for months when the answer was staring them in the face.

Step 3: Iterate relentlessly

Nothing works perfectly the first time. The companies that get AI-assisted writing right treat it as an ongoing process, not a one-time project.

What I've Learned From 128 Companies

Across 234 angel investments, including Anthropic, a few patterns in AI-assisted writing come up again and again.

The founders who handle AI-assisted writing well understand that most founders overthink this and underspend on execution.

Lessons From the Trenches

I want to share a few specific lessons I've picked up over the years. These aren't theoretical. They come from real companies, real failures, and real successes.

Lesson 1: The best time to start thinking about AI-assisted writing was yesterday. The second best time is now. Don't wait until you have the perfect plan.

Lesson 2: Hire for attitude, train for skill. The best people at AI-assisted writing are rarely the most technically gifted. They are the most curious and persistent.

Lesson 3: Your competitors are probably getting this wrong too. That's your opportunity. While everyone else is following the same playbook, you can zig when they zag.

This connects to broader themes around AI writing, AI storytelling, AI music, AI animation, AI journalism that I've been thinking about a lot lately.

Final Thoughts

There are no shortcuts in AI-assisted writing, but there are smarter paths.

The strongest teams treat AI-assisted writing as a competitive advantage, not a checkbox. They invest in it early, measure it obsessively, and never stop improving.

If you're just getting started with AI-assisted writing, don't be intimidated. Everyone starts somewhere. The key is to start with the right mindset and the right framework, and then execute like your company depends on it. Because it probably does.

FAQ

Frequently Asked Questions

Q:How do I know which items apply to my situation?

Start by honestly assessing where your biggest bottleneck is right now. The items that address that specific constraint will give you the highest return on your time and energy.

Q:Which item on this list has the highest impact?

It depends on your stage and context, but in my experience, the items near the top of the list tend to have the broadest applicability. That said, sometimes the less obvious items create the biggest breakthroughs for specific situations.

Q:Are these recommendations still relevant in 2026?

Absolutely. While specific tools and tactics change, the underlying principles remain consistent. I update my thinking regularly based on what I'm seeing in the market and across my portfolio companies.

Q:How were these items selected?

Each item on this list comes from direct experience, either from building my own companies or from patterns I've observed across the 234 startups I've invested in. I prioritize practical, actionable items over theoretical concepts.

Written by

Sahin Boydas

Serial entrepreneur, #1 angel investor, author of Becoming Top 1%

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