Stop One-Shotting Your Code or Get Left Behind

June 12, 2025

Stop One-Shotting Your Code or Get Left Behind

Let me paint you a picture. It's June 2025, and two major AI coding tools just dropped planning modes within 24 hours of each other. Coincidence? I don't think so. This is the industry waking up to what some of us have been screaming about for months: one-shot prompting is dead, and if you're still doing it, you're sabotaging your own productivity.

The Planning Revolution Nobody Saw Coming (Except We Did)

Here's the thing that drives me absolutely insane about the current state of AI-assisted development. Everyone wants to treat these tools like magic genies... rub the lamp, make a wish, and boom, perfect code appears. But that's not how real development works, and it's definitely not how AI should work either.

Windsurf just released their Planning Mode, and it's exactly what we've been waiting for. They're using a markdown file as a persistent, modifiable plan that both humans and AI can update. Think about that for a second. A shared timeline where your long-term strategy and short-term actions actually talk to each other. Revolutionary? Maybe. Overdue? Absolutely.

And Claude? They're right there with their own planning capabilities. The timing isn't coincidental... it's the industry finally catching up to reality.

Why Your One-Shot Approach Is Killing Your Projects

Let me be blunt: if you're still trying to one-shot complex features, you're doing it wrong. And before you @ me with "but it works sometimes," let me stop you right there. A broken clock is right twice a day too, but I wouldn't bet my project deadlines on it.

Here's what happens when you one-shot:

  1. Context Amnesia: Your AI forgets what it was doing three prompts ago. You end up repeating yourself like you're talking to someone with severe short-term memory loss.

  2. The Hallucination Highway: Without a plan to ground the AI, it starts making assumptions. Bad assumptions. The kind that seem reasonable at first but blow up in production.

  3. Scope Creep on Steroids: Ask for a simple feature, get a complete rewrite of your entire codebase. We've all been there, watching in horror as the AI enthusiastically destroys everything we've built.

  4. The Context Window Crunch: Hit that token limit and watch your carefully crafted conversation disappear into the void. All that context, gone. Start over, waste more time.

Planning Mode: The Adult Supervision AI Needs

What Windsurf figured out (and what Claude is implementing) is beautifully simple: AI needs structure. Not the rigid, waterfall-style planning that makes agile developers break out in hives, but flexible, iterative planning that adapts as you learn.

Their implementation uses a larger reasoning model for long-term planning while a smaller model handles the grunt work. It's like having a strategic advisor and a tactical executor working in tandem. The plan lives in a markdown file... not some black box, but a real document you can see, edit, and argue with.

This is huge, and here's why:

Learning Actually Sticks

When the AI discovers something new (like that undocumented API quirk that just ate two hours of your life), it updates the plan. The knowledge persists. No more explaining the same constraint seventeen times.

Plans Evolve With Reality

Real development is messy. Requirements change, APIs break, that "simple" refactor turns into a archaeological dig through legacy code. With planning mode, the AI adapts its strategy based on what it learns, not what it assumed.

You Can Actually Audit What's Happening

Ever had an AI confidently march off in the wrong direction? With a visible, editable plan, you can course-correct before it writes 2000 lines of code you'll have to delete. The plan becomes a contract between you and the AI.

The Uncomfortable Truth About Agentic Development

Here's where I'm going to ruffle some feathers. The reason planning modes are emerging now isn't because the technology just became possible. It's because we finally admitted that pure prompt engineering isn't enough for real work.

The "agentic" future everyone keeps talking about? It requires planning. Period. An agent without a plan is just a very expensive random number generator. And if you think you can build reliable, production-ready systems with one-shot prompts, I've got a bridge to sell you.

Think about how you actually work. Do you sit down and write 10,000 lines of code in one go? Of course not. You plan, you iterate, you refactor, you learn. Why would we expect AI to work any differently?

What This Means For Your Workflow (Spoiler: Everything Changes)

If you're smart, you're already thinking about how to adapt. Here's what changes when you embrace planning-first development:

1. Front-Load Your Thinking

Instead of firing off prompts and hoping for the best, you'll spend more time upfront defining what you actually want. This feels slower at first, but it's like the difference between using a map and wandering around hoping you'll stumble on your destination.

2. Embrace Iterative Refinement

The plan isn't set in stone. It's a living document that grows smarter with every iteration. Your AI becomes more like a pair programming partner who actually remembers what you discussed yesterday.

3. Build For The Long Game

One-shot prompting optimizes for immediate results. Planning mode optimizes for project success. It's the difference between winning a battle and winning the war.

4. Documentation Becomes Automatic

That plan file? It's not just for the AI. It's living documentation of your development process. Future you (or your unlucky successor) will actually understand why decisions were made.

The Economics Nobody Wants To Talk About

Let's address the elephant in the room: planning modes use more tokens. More reasoning, more context, more everything. The one-shot crowd loves to point this out like it's some kind of gotcha.

But here's the thing... time is money, and bad code is expensive. How much does it cost when your one-shot solution needs to be completely rewritten? How much productivity do you lose explaining the same context over and over?

I'll take a slightly higher token bill over a failed project any day. And if your manager is still optimizing for token count instead of developer productivity, maybe it's time for a new manager.

Why This Is Just The Beginning

What we're seeing with Windsurf and Claude is just the opening act. Planning modes are going to evolve into something much more sophisticated:

  • Multi-Agent Planning: Different AI models handling different aspects of the plan, coordinating like a well-oiled development team
  • Plan Inheritance: Starting new projects with battle-tested planning templates
  • Predictive Planning: AI that anticipates problems before you hit them
  • Collaborative Planning: Multiple developers and AIs working from the same evolving plan

The tools that don't adapt to this planning-first approach? They'll be the ones gathering dust in 2026.

The Hard Truth About Adoption

Here's what's really going to seperate the winners from the losers in this new paradigm: mindset. The developers who insist on treating AI like a code monkey will get code monkey results. The ones who embrace it as a planning partner will build things that actually work.

I've seen senior developers with 20 years experience completely fail at using AI because they can't let go of the one-shot mentality. And I've seen junior developers absolutely crush it because they understood that planning is power.

Your years of experience don't matter if you're using the tools wrong.

So What Now?

If you're still reading, you're probably either nodding along or composing an angry comment about how one-shot prompting works fine for you. To the first group: welcome to the future. To the second: good luck with that.

The tools are here. Windsurf's Planning Mode is available on all their paid tiers. Claude's implementation is rolling out. The only question is whether you'll adapt or get left behind.

Because here's my final hot take: in 2026, developers will be divided into two camps. Those who plan with AI, and those who are replaced by developers who plan with AI. The choice is yours.

Stop one-shotting. Start planning. Or become irrelevant.

The future of development isn't about quick prompts and crossed fingers. It's about thoughtful, iterative planning that leverages AI as a true partner. Windsurf and Claude just showed us what that looks like. The rest is up to you.


What do you think? Are planning modes the future of AI-assisted development, or am I completely off base? Hit me up and let's argue about it. Just don't come at me with your one-shot success stories... we both know those are the exception, not the rule.