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The Three AI Feature Traps That Are Killing Product Teams

5 min readJun 26, 2025

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The Slack message arrived at 2:47 PM on a Friday: “Our AI feature is broken again. Users are complaining. Emergency meeting Monday.”

I’ve received variations of this message from 15 different product teams over the past year. Each time, I think the same thing: this was entirely preventable.

After advising teams ranging from early-stage startups to Fortune 500 companies on AI feature development, I’ve noticed something disturbing. Nearly every team falls into one of three predictable traps that waste months of development time and thousands of dollars in compute costs.

The worst part? These mistakes aren’t technical failures. They’re strategic misjudgments that stem from fundamental misunderstandings about how AI features actually work in production.

The Over-Engineering Trap: When More Becomes Less

“We need to fine-tune our own model,” the engineering lead announced confidently during our first strategy session. “GPT-4 is too generic for our use case.”

This is the most expensive mistake I see teams make. There’s something seductive about fine-tuning. It sounds sophisticated. It implies deep technical expertise. It makes great demo material for investor meetings.

But here’s the uncomfortable truth: most teams that think they need fine-tuning actually need better prompt engineering and data retrieval.

I watched one B2B software company spend six months and $150,000 fine-tuning a model to answer customer support questions. The results were marginally better than their original approach. Meanwhile, a competitor launched a similar feature in three weeks using GPT-4 with a well-designed prompt template and a document retrieval system.

The fine-tuned model was technically impressive. The competitor’s solution was commercially successful.

Fine-tuning makes sense in specific scenarios: when you have massive amounts of domain-specific training data, when you need consistent output formatting that prompts can’t achieve, or when you’re building something that will scale to millions of users with predictable query patterns.

But most AI features don’t meet these criteria. Most teams would be better served by focusing on the unglamorous work of prompt optimization and data architecture.

“Don’t confuse technical complexity with user value,” a senior AI researcher at Google told me recently. It’s advice more product teams should internalize.

The Under-Powering Trap: When Simple Becomes Simplistic

On the opposite end of the spectrum lies the under-powering trap. Teams start with basic prompt engineering, which is smart. But then they get stuck there, trying to solve increasingly complex problems with increasingly complex prompts.

I worked with a e-commerce team that spent four months refining prompts for their product recommendation engine. Every week, they’d discover another edge case that broke their carefully crafted instructions. Products with unusual descriptions. Categories that didn’t fit their taxonomy. Seasonal items that needed different treatment.

Their prompt grew to over 2,000 words. It looked like a legal document, full of exceptions and special cases. And still, it failed regularly when faced with new product data or unexpected user queries.

The problem wasn’t the prompt quality. The problem was asking a generic model to be an expert in their specific product domain without giving it access to the right information architecture.

This is where Retrieval-Augmented Generation (RAG) becomes essential. Instead of trying to encode all your business logic into prompts, you build systems that dynamically retrieve relevant context and feed it to the model along with the user’s query.

The e-commerce team eventually rebuilt their system with a proper RAG architecture. Product descriptions, category hierarchies, and seasonal data were stored in a vector database that could be queried in real-time. The result was more accurate recommendations with far less prompt complexity.

RAG represents the sweet spot for many AI features: more powerful than pure prompt engineering, less expensive than fine-tuning, and adaptable to changing product data.

The Black Box Trap: When Fast Becomes Fragile

The third trap is perhaps the most insidious because it feels like success initially. You integrate OpenAI’s API, write a few lines of code, and suddenly you have an AI feature. The demo looks great. Leadership is impressed. You ship it to users.

Then the problems start.

Users ask why the AI gave a particular recommendation, and you can’t explain it. The model starts hallucinating facts about your product. Customer support gets flooded with complaints about incorrect information. Executives want to know how to improve the feature’s accuracy, and you don’t have good answers.

I see this pattern repeatedly: teams optimize for speed of implementation without considering explainability, control, or iterative improvement.

One fintech startup integrated ChatGPT to help users understand their spending patterns. The feature was popular initially, but user trust eroded when the AI started making confident claims about financial trends that weren’t supported by the user’s actual data.

The problem wasn’t the underlying model capability. The problem was the architecture that made it impossible to trace the AI’s reasoning or inject domain-specific knowledge about the user’s financial situation.

Finding the Right Combination

The solution isn’t choosing one approach over others. It’s understanding how prompt engineering, RAG, and fine-tuning work together as a progression of AI feature sophistication.

Start with prompt engineering. Every AI feature should begin here. It’s fast, cheap, and helps you understand your use case deeply. You’ll learn what kinds of queries users actually make, what edge cases exist, and what level of accuracy your application requires.

Add RAG when prompts hit their limits. When you find yourself writing increasingly complex prompts to handle edge cases, or when your feature needs to reference dynamic product data, it’s time to invest in retrieval architecture.

Consider fine-tuning only when you have clear evidence it’s necessary. This usually means you’ve exhausted prompt and RAG improvements, you have substantial domain-specific training data, and you’re operating at scale where small accuracy improvements justify significant development investment.

The Strategic Question

The deeper issue isn’t technical. It’s strategic. Most teams approach AI features as technology problems when they’re actually product problems.

The question isn’t “What’s the most sophisticated AI approach we can implement?” The question is “What’s the minimum viable AI architecture that delivers real user value?”

This requires honest assessment of your use case, your data, and your users’ expectations. It requires resisting the urge to build impressive technology for its own sake.

It also requires accepting that most successful AI features are built on surprisingly simple foundations. The complexity comes from understanding your users deeply, not from the underlying model architecture.

Moving Forward

If you’re building AI features, audit your current approach against these three traps. Are you over-engineering because it feels more legitimate? Are you under-powering because you’re afraid of complexity? Are you treating AI as a black box because you’re moving too fast to understand it?

The teams that succeed with AI features are those that resist these temptations and focus relentlessly on user value. They start simple, measure everything, and evolve their architecture based on real user feedback rather than technical ambition.

The AI feature landscape is littered with over-engineered solutions that never found users and under-powered features that frustrated everyone who tried them. Don’t let your team become another cautionary tale.

What AI feature challenges is your team currently facing? Are you finding yourself pulled toward one of these three traps?

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Aakash Gupta
Aakash Gupta

Written by Aakash Gupta

Helping PMs, product leaders, and product aspirants succeed

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