
AI Strategy Beats Big Budgets in 2025
Retailers are about to spend 52% more on AI this year. Most will fail spectacularly.
The winners won't be the biggest spenders. They'll be the most brilliant strategists.
I've guided retailers through digital transformations for years, and I've consistently observed the same pattern. Companies invest millions in AI projects that yield little to no results, while smaller competitors with focused strategies capture market share with a fraction of the budget.
The difference comes down to one fundamental misunderstanding about what AI actually does.
AI Amplifies Humans, It Doesn't Replace Them
Most companies are getting AI backward. They view it as a cost-cutting measure to eliminate personnel. Innovative retailers see AI as a way to make their best people even better.
Let me show you what this looks like in practice. Take merchandising—one of retail's most challenging tasks. Traditional buyers cut their teeth on Excel spreadsheets and gut instinct to plan assortments. Without serious analytical skills, most decisions become educated guesses. But here's the thing: the real problem isn't the guessing. It's the speed.
These experienced merchandisers have incredible tribal knowledge about what sells. They understand customer preferences, seasonal trends, and regional differences better than any algorithm. The challenge is that they can't process daily transaction data across hundreds of stores fast enough to make real-time adjustments.
The Rule of Thirds Problem
To understand why speed matters so much, you need to understand fashion retail's brutal math: the inventory performance reality that most retailers face. Industry benchmarks indicate that only 40-60% of fashion inventory sells at full price, while 30-40% requires markdowns, and 10-20% is written off entirely.
The math gets worse in fast fashion, where full-price sell-through rates can drop to as low as 30-40%, leaving as much as two-thirds of units sold at a markdown or never sold at all. Most retailers accept these numbers as a cost of doing business. Legacy knowledge, good reporting, and AI can fundamentally change the equation.

The key insight that changes everything: timing determines profitability. The faster products move in their lifecycle, the more likely they sell at full price. This creates massive urgency around two critical windows. Pre-drop planning must nail the initial assortment, while post-drop monitoring must catch problems before markdowns begin. AI excels at both phases, but only when combined with human expertise.
Real-Time Reallocation Changes Everything
Here's a concrete example of how this works. Consider colorways—merchandisers choose next season's colors months in advance based on industry predictions and trend analysis. It's educated guesswork at scale. Now add AI to the mix. The system can monitor regional store performance daily to optimize allocation. That purple jacket selling fast in Portland but sitting stagnant in Phoenix? It gets reallocated before markdowns hit.
The timing difference is everything. Traditional teams reallocate inventory at first markdown, when damage is already done. AI-powered teams reallocate while products still command full price. The difference in margin capture is enormous. We're talking about moving even 5% of inventory from markdown to full-price, which can represent millions in additional margin for mid-size retailers. But here's where most implementations hit a wall that has nothing to do with technology. Retailers build sophisticated systems, then discover their buyers don't trust the recommendations.
The Cultural Resistance Problem
I've seen retailers create sophisticated demand forecasting systems using loyalty member pre-sales data. The insights are incredibly accurate. Yet buyers ignore the recommendations anyway. Designers dismiss the data, trusting their aesthetic judgment over algorithmic predictions. This cultural resistance kills more AI projects than technical limitations ever will. The solution requires a completely different approach.
The DE-RISK Framework
Smart retailers DE-RISK AI adoption by running predictions in parallel without requiring immediate action. Here's how it works: Let AI make recommendations for a full season while teams continue their traditional approach. Track accuracy against actual results. Build consensus through demonstrated performance rather than theoretical benefits.
AI analysis costs relatively little compared to inventory mistakes, so use it to gather data and prove value before demanding behavioral changes.
This approach mirrors what happened in baseball twenty years ago. Traditional scouts thought data analytics would eliminate their jobs. Twenty years later, those scouts not only still exist—they're more valuable than ever. They learned to combine their eye for talent with statistical analysis, creating insights neither could achieve alone. The best teams use both human judgment and algorithmic insights. Retail needs exactly the same hybrid approach.
Digital Channels as Testing Grounds
The smartest retailers use digital pre-sales to loyalty members as demand forecasting engines. Think about it—loyal customers appreciate early access to new products, and their engagement patterns reveal exactly which items will succeed and which will struggle. This isn't just nice-to-have data; it's predictive intelligence that can reshape entire buying strategies.
This data helps buyers adjust orders before final allocation: increase quantities for hot products, reduce orders for likely failures. The real breakthrough comes when insights are so clear that decisions become obvious to everyone involved—no more battles between data and intuition.
Leadership Separates Winners from Losers
Successful AI strategy requires transparent communication from leadership down to store level. Shared success metrics must matter more than individual performance. Most importantly, there can be no egos when it comes to team results.
When done right, clear, real-time reporting makes good decisions self-evident. With proper data and insights, convincing people becomes unnecessary—the right choice is obvious to everyone. This matters more than most retailers realize. The AI retail market will grow from $9.36 billion to $85.07 billion by 2032. In this massive expansion, winners will be determined by strategy, not spending.
The First Step Forward
Don't run away from AI. Run ahead of it.
Begin by rewriting every job description in your organization. Send a clear message that people with AI skills aren't cutting corners—they're innovators who make everyone around them better by upskilling the entire organization. Leaders need to fundamentally reframe their thinking. Don't view AI as a cost-cutting tool. View it as the disruption needed to capture market share while competitors make the mistake of trading human capital for synthetic capital.
The winning approach uses both human expertise and artificial intelligence. Neither alone is sufficient for what's coming in 2025. Here's what I'm seeing: mid-market retailers with focused strategies are already outmaneuvering larger competitors who have bigger budgets but poor implementation. The 2025 retail winners are building these hybrid teams right now.
The question isn't whether AI will reshape retail—it's whether you'll be leading that transformation or watching it happen to you from the sidelines. Strategy beats spending every time. Make sure you're playing the right game.