Pair Programming with AI: Lessons from a Developer Who Codes with Claude Daily

Practical insights on AI-assisted development from a 40-year veteran who codes daily with AI

If you had told me five years ago that I would be spending most of my day collaborating with an AI assistant instead of a human pair programmer, I would have been skeptical. Yet here I am, writing this article with Claude Code open in my terminal, having just completed a complex infrastructure automation task that would have taken me three days to do solo. Instead, it took about six hours.

The conversation around AI-assisted development often swings between two extremes: breathless hype about AI replacing developers entirely, or dismissive skepticism that treats these tools as glorified autocomplete. After coding with AI assistants daily for the past 18 months, I can tell you the reality is far more nuanced and infinitely more interesting.

The Daily Workflow: A Typical Day

Let me walk you through what AI-assisted development actually looks like in practice. My morning started with a complex requirement: automate the scanning and inventory management of hundreds of domains across AWS, Cloudflare, and Namecheap accounts.

I began by architecting the solution myself. This is critical. I decided on the folder structure, the data flow, the error handling strategy, and the output format. I sketched out the component boundaries and determined which pieces needed to be idempotent and which could be run ad-hoc.

Then I engaged my AI assistant.

"I need a Node.js script that reads credentials from /data/accounts.json, authenticates with the Cloudflare API, and scans all domains across multiple accounts. Output should be JSON formatted with timestamps."

What happened next was remarkably efficient. The AI generated a solid first draft, complete with error handling, proper async/await patterns, and even sensible logging. Was it perfect? No. Did it save me 90 minutes of typing boilerplate? Absolutely.

I spent the next hour reviewing the code, refining the error handling for edge cases the AI had not considered, and adjusting the authentication logic to handle both API tokens and SSO profiles. The AI watched as I made these changes, learning my patterns and preferences.

By mid-morning, I had a working scanner. I moved on to the next task: creating a Terraform package to manage DNS records based on the scan results.

This time, the collaboration was even smoother. The AI already understood my coding style from the morning session. When I asked for Terraform modules with specific variable structures, it generated code that matched my naming conventions and architectural patterns without me having to specify them again.

By end of day, I had completed five major components that would typically take me two to three days of solo development. The code was clean, well-commented, and passed all my manual tests.

Where AI Excels: The Force Multiplier Effect

After 40 years of writing code, from assembly on Timex Sinclairs to serverless microservices on AWS GovCloud, I have developed strong instincts about what makes good code. What surprised me most about AI-assisted development is how it amplifies those instincts rather than replacing them.

AI assistants excel at the repetitive, mechanical aspects of development that every senior engineer knows how to do but would rather not spend time on.

Boilerplate generation is the obvious win. Need a REST API endpoint with validation, error handling, and logging? Describe what you want, and the AI generates a solid first draft in seconds. I used to maintain snippet libraries and templates for this. Now I just describe the pattern I want, and the AI adapts it to the current context.

Explaining unfamiliar code is where AI becomes genuinely valuable for continuous learning. Last month, I needed to work with a legacy Java Spring Boot application. While I am primarily a .NET and Node.js developer, I was able to ask my AI assistant to explain the dependency injection patterns and translate them into concepts I was already familiar with. What would have been hours of Stack Overflow searches and documentation reading became a focused 20-minute conversation.

Rubber duck debugging with actual suggestions is remarkably helpful. We have all experienced the phenomenon of solving a bug just by explaining it to someone else. With AI, that someone else can actually analyze your code and suggest potential issues. Just yesterday, I was troubleshooting a race condition in an async workflow. I described the symptoms to Claude, and it immediately identified that I was not properly awaiting a nested Promise. The bug that might have taken an hour to track down was solved in five minutes.

Documentation drafting is another area where AI shines. I have always believed in thorough documentation, especially when writing code for junior developers to understand. But writing good docs is time-consuming. Now I write the code, ask the AI to draft the documentation, and then edit it for accuracy and tone. The first draft is usually 80% of the way there, saving me significant time while ensuring nothing goes undocumented.

Test case generation is perhaps the most underrated benefit. I describe the expected behavior and edge cases, and the AI generates comprehensive test suites. I still review and refine them, but having that foundation dramatically lowers the barrier to achieving good test coverage.

Where Human Judgment Remains Essential

Let me be clear: AI assistants are not replacing developers. They are replacing the boring parts of development while making good developers significantly more productive.

Architecture decisions cannot be delegated. The AI can generate code that implements an architecture, but it cannot make strategic decisions about system design, scalability, or long-term maintainability. These require understanding the business context, the team's capabilities, and the constraints that are never fully documented.

Earlier in my career, I architected a biometric authentication system that was eventually acquired for 24 million euros. That required understanding fraud detection, distributed processing, real-time audio analysis, and financial liability models. No AI could have made those architectural decisions because they required synthesizing knowledge from multiple domains and predicting how the system would evolve over years of operation.

Even today, when I am designing infrastructure automation or high-availability systems, the critical thinking happens in my head. The AI helps me implement that thinking faster, but it does not do the thinking for me.

Understanding business requirements is fundamentally human. When a product manager says "we need it to be fast," what does that actually mean? 100ms response time? 1 second? 10 seconds? What is the acceptable error rate? What happens when external services are down? These questions require conversation, negotiation, and understanding the business context that AI cannot access.

Code review for correctness is still essential. AI-generated code can look perfectly correct and still be completely wrong. I always review generated code line by line, testing edge cases and verifying that it actually solves the problem I described. The AI understands syntax and common patterns, but it cannot verify that the code does what I actually need it to do in my specific context.

Security considerations require constant vigilance. AI can generate code that follows security best practices, but it cannot make risk assessments or understand the specific threat model for your application. When I was the Lead Architect for the US Department of Homeland Security, creating the first SaaS product ever granted an Authority To Operate on AWS GovCloud, every security decision had to be made by humans who understood the regulatory requirements and risk tolerance. AI can help implement security controls, but it cannot decide which controls are appropriate.

Deciding what to build is the most important human responsibility. Technology is only valuable when it solves real problems. AI can help you build anything you describe, but it cannot tell you whether you should build it in the first place. That requires understanding users, market dynamics, and strategic priorities that exist outside the codebase.

Common Mistakes When Starting: Learning to Collaborate

I have mentored dozens of developers in AI-assisted development over the past year, and I see the same patterns of mistakes repeatedly.

Over-reliance is the most common trap. Junior developers sometimes treat AI as an oracle, accepting every suggestion without critical evaluation. This leads to code that looks good but has subtle bugs or does not actually meet requirements. I teach my team to treat AI like a junior developer who is enthusiastic but inexperienced. Review everything. Question assumptions. Verify behavior.

Under-utilization is the opposite problem. Some senior developers try AI once or twice, get frustrated when it does not read their mind, and give up. They miss the opportunity to dramatically accelerate their workflow because they expect perfection immediately rather than learning to collaborate effectively.

The key insight is that AI-assisted development is a skill. It requires practice, experimentation, and developing a sense of what tasks are well-suited for AI assistance and which are not.

Expecting the AI to read your mind leads to endless frustration. AI assistants need context. They need clear descriptions. They need examples. When I ask an AI to generate code, I provide detailed specifications: the input format, the expected output, the error conditions to handle, and the coding style to follow.

Think of it like delegating to a new team member. You would not just say "build the authentication system" and expect perfection. You would provide requirements, examples, and feedback. The same applies to AI.

Not providing feedback is a missed opportunity. When the AI generates code that is not quite right, do not just delete it and start over. Edit it to be correct, then explain what was wrong. Modern AI assistants learn from these interactions within a conversation, getting better at understanding your preferences and patterns.

Using AI for everything is as bad as using it for nothing. Some tasks are faster to do manually. If I need to rename a variable, I just do it. If I need to write a simple three-line function, I just write it. AI assistance has overhead - the time to formulate the request and review the output. For trivial tasks, that overhead exceeds the benefit.

The sweet spot is tasks that are mechanical but time-consuming. Scaffolding a new API endpoint. Writing data transformation logic. Creating test fixtures. These are perfect for AI assistance.

The Evolving Relationship: From Tool to Team Member

What surprised me most about daily AI collaboration is how the relationship evolves over time. In the beginning, every interaction felt like training a new intern. I had to be very explicit, very detailed, and I had to correct a lot of mistakes.

Over time, something interesting happened. The AI learned my patterns, my preferences, and my architectural style. Now, when I ask for code, the first draft is much closer to what I want because the AI has internalized my conventions through hundreds of interactions.

This feels less like using a tool and more like working with a long-term colleague who knows your style. I no longer have to specify that I want error handling in a try-catch block with specific logging. I no longer have to remind it that I prefer pure functions over stateful classes. It knows.

This learned context makes me more productive with each passing month. The AI is not just generating code; it is generating my style of code.

I have also learned to be a better communicator. Working with AI has forced me to be more precise in my specifications, more explicit about requirements, and more systematic in my thinking. These are skills that also make me better at working with human developers.

The collaboration model is genuinely evolving. A year ago, I thought of AI as a very smart autocomplete. Now I think of it as a junior developer who learns quickly and never gets tired. Six months from now, I suspect I will think of it differently again.

The Practical Reality: Not Magic, Just Better

Let me ground this in specific numbers from my own work. Over the past six months, I have tracked my productivity on comparable projects - similar complexity, similar scope, similar technical stack.

On projects where I use AI assistance extensively, I deliver production-ready code about 40-60% faster than I did before AI tools became sophisticated. That is not because the AI writes the code for me. It is because I spend less time on boilerplate, less time looking up syntax, less time writing tests, and less time on documentation.

The code quality is also better because I have more time to focus on architecture and correctness. When I am not spending hours typing mechanical code, I can spend that time thinking about edge cases, improving error handling, and refining the user experience.

This is the real promise of AI-assisted development: not replacing developers, but making good developers significantly more effective.

Getting Started: Your First Steps

If you are new to AI-assisted development and want to experiment, here is what I recommend:

Start small. Pick a single, well-defined task - maybe scaffolding a new feature or writing unit tests for existing code. Describe what you need clearly and specifically. Review the output carefully. Make corrections. Learn what works.

Do not try to use AI for everything immediately. Pick tasks that are mechanical but time-consuming. Let the AI handle boilerplate while you focus on architecture and business logic.

Develop your own workflow. What works for me might not work for you. Experiment with different ways of delegating tasks. Find your rhythm.

Most importantly, maintain a healthy skepticism. AI-generated code is not automatically correct. You are still responsible for the quality and correctness of the code you ship. AI assistance accelerates your work, but it does not eliminate the need for expertise and judgment.

The Future of Development

I have been writing code for 40 years. I wrote assembly on Timex Sinclairs. I co-architected the proof-of-concept system for Amazon.com in 1995. I have built systems that processed financial transactions, managed homeland security, and protected millions of users from spam.

AI-assisted development is the most significant shift in how we write code that I have experienced in four decades. It is not because AI is replacing developers. It is because AI is finally giving us leverage over the mechanical aspects of development that have always been necessary but never fun.

The essence of software development has always been solving problems and translating requirements into working systems. AI does not change that. What it changes is how much time we spend on the translation versus the thinking.

I spend my days architecting systems, mentoring teams, and solving complex problems. The AI handles the typing. That division of labor feels increasingly natural and effective.

The future of development is not AI or humans. It is AI and humans, working together, each doing what they do best.

Try It Yourself

Here is my challenge to you: Pick your next coding task and consciously note where AI helps and where it frustrates. Do not try to use it for everything. Do not avoid it entirely. Just experiment and pay attention.

Notice when you reach for the AI and when you prefer to work solo. Notice which suggestions you accept and which you reject. Notice how your relationship with the tool evolves over even a few hours of use.

That awareness is the start of effective collaboration. And effective collaboration with AI is rapidly becoming an essential skill for modern developers.

The best time to start learning it was a year ago. The second best time is right now.

Fred Lackey

Meet Fred Lackey

A 40-year software development veteran who has architected systems for Amazon, the US Department of Homeland Security, and sold multiple startups including a biometric authentication platform for 24 million euros. Fred specializes in AI-assisted development, cloud-native architecture, and mentoring development teams to achieve exceptional productivity.

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