What’s Plaguing Retail? 3 Pain Points for Retail & How to Fix Them
The best retail workforce management platforms 2025
Retail isn’t broken. But it’s breaking you.
A systemic problem disguised as people issues
Your stores look fine on paper. Tasks are checked off. Training’s been “completed.” Campaigns launched on time. But walk the floor, and you feel it, that quiet gap between what’s supposed to be happening and what actually is.
Meet the modern frontline in 2025
Today’s frontline isn’t who it was even three years ago. These are digital-native, multi-tasking, social-savvy associates. They’re juggling clienteling, content creation, product knowledge, and customer service all while being expected to hit KPIs with little real-time support. Your part-timers, brand ambassadors, and store leads? They’re making high-impact decisions on the fly, often without the tools or data they need to succeed.
Cross-functional disconnects create churn
Retail’s biggest growth challenge is about people. According to a McKinsey 2025 report, 75 percent of shoppers are likely to spend more after receiving high-quality service from store associates, while more than 20 percent of missed sales at a major U.S. retailer were linked to issues such as poor staff engagement or availability.
Meanwhile, McKinsey finds that retailers with top-performing frontline workforces, not only retain associates at twice the rate, but also achieve roughly three percentage points higher same-store sales compared to lower performers. Together, these findings drive home a clear point: investing in the frontline, not just the physical store, is where real ROI lies. But it’s not just the frontline feeling the pressure.
Regional ops leaders are scrambling to drive compliance across hundreds of stores, without visibility or levers to influence outcomes. Sales directors are being asked to improve conversion and AOV while disconnected from the actual drivers of in-store behavior. Marketing teams invest heavily in launches, only to see associates miss the message or fumble the pitch.
Everyone’s rowing hard but in different directions. Ops is chasing compliance. Sales is chasing targets. Marketing is chasing attention. And the frontline? They’re just trying to keep their heads above water. Without alignment, all that effort creates churn, not momentum.
The human cost of system failure
This isn’t just a people problem. It’s a system failure.
Today’s workforce doesn’t need more tools. They need clarity. They need connection. They need solutions that work like they work fast, focused on incentivizing positive human behavior, and built for impact.
Beneath all this friction lies a very human cost. Smart, motivated retail associates are burning out, and turning over like never before. The U.S. Bureau of Labor Statistics reported that in June 2025, the annual turnover rate for the retail trade sector consistently hovered around 60%.
Potential is being wasted. And retail brand advocacy erodes every time a customer walks out feeling unseen.
McKinsey’s 2025 State of the Consumer report, claims that five years post-pandemic, consumer uncertainty is high, but spending hasn’t slowed. Instead, buyers are splurging strategically and expecting more value, speed, and personalization than ever before. That pressure lands squarely on the shoulders of the in-store teams.
It’s time to stop managing the workforce and start enabling performance.
What is retail workforce management software in 2025?
From scheduling systems to strategic enablement
Historically, retail workforce management meant time clocks and shift swaps. But today, it’s evolved into something far more strategic. Retailers now need platforms that optimize how associates learn, sell, execute, and grow.
What is retail workforce management software
Gartner defines retail workforce management (WFM) applications as tools that help retailers optimize how store teams are deployed, driving greater operational efficiency, labor productivity, and associate wellbeing across hourly, full-time, and part-time staff.
At Rallyware, we believe that’s just the starting point.
Rallyware is not just in “retail workforce management”, we position ourselves as the AI-powered sales performance enablement engine for retail.
Today’s retail workforce doesn’t just need to be scheduled, they need to be enabled. That means connecting scheduling, training, performance tracking, task execution, and brand advocacy in one intelligent system. A modern WFM platform should not only improve store operations, it should activate associate potential, accelerate sales, and drive consistent brand execution at scale. Results happen when your people aren’t just managed, they’re empowered to perform.
Core capabilities of modern retail workforce management platforms
Modern retail workforce management software does four things:
- Trains the frontline with precision
- Enables performance through data-driven workflows
- Motivates behavior through personalized recognition
- Aligns execution to business outcomes in real time
And in 2025, the best platforms should do it all in one place.

Frontline performance enablement: four strategic angles
1. Frontline training: from one-and-done to always-on
Associates need more than static onboarding. Modern training is dynamic, role-specific, and tied to real-time business needs.
- Personalized learning journeys that evolve with tenure, product line, or performance
- Just-in-time microlearning triggered by sales dips or new launches
- Gamified learning that boosts completion rates and product fluency
2. Sales enablement: from data overload to daily clarity
Retailers are swimming in data, but associates are still guessing. Sales enablement transforms data into action.
- Surfaces the “next best action” for each associate every day
- Integrates seamlessly with POS, CRM, and campaign systems
- AI-powered workflows connect insights directly to in-store execution
3. Operations & execution: from overhead to orchestration
Execution is more than checklist compliance, it’s about knowing why the task matters.
- Centralizes comms, tasks, and assets in one system
- Auto-assigns tasks by campaign, region, or associate performance
- Correlates completion rates to KPIs like conversion, basket size, and compliance
4. Brand collaboration: from broadcast to partnership
High-performing ecosystems don’t silo brands and retailers—they align them.
- Enables co-branded training and missions delivered directly to store associates
- Connects sell-through analytics to enablement efforts
- Empowers vendors to scale advocacy and deliver premium brand experiences
Building in-house vs off-the-shelf: what the leaders are building
Retail leaders like Levi’s, Best Buy, and Sephora have responded by building in-house tools for everything from real-time inventory visibility and digital learning to clienteling and personalized service. Levi’s BackPocket app connects store stylists to inventory and loyalty data. Sephora links training to customer satisfaction metrics. Best Buy’s internal systems ensure launch alignment storewide.
These innovations are driven by one goal: enabling their teams to deliver consistent, brand-aligned customer experiences, at scale.
Retail enablement without the IT overhead
But not every retailer needs to build their own tech stack. Today, there are purpose-built retail workforce management osolutions with greater ROI and and less complexity.
So what should retailers look for?
What the best retail workforce management platforms have in common, and why it matters
Retail workforce management used to be about coverage. Now, it’s about performance. In 2025, the best platforms don’t just schedule shifts or track training completions, they enable your frontline to execute, sell, and adapt in real time.
So how do you separate admin tools from performance drivers?
Use this checklist to evaluate whether a solution is truly built for retail execution at scale, and how well it aligns to the realities of enterprise and mid-market environments.

Retail doesn’t need more tools. It needs the right one for it’s changing needs.
Choosing the right retail workforce management platform in 2025 isn’t about checking requirements boxes, it’s about aligning your operational, sales, and brand strategies with technology that accelerates performance. Comparing your business needs to what platforms like Rallyware deliver can help you find the perfect fit for enabling not just frontline execution, but sustainable growth.
Rallyware is purpose-built for this moment: a platform that unifies training, tasking, incentives, and insights into one intelligent system.
It’s not just workforce management. It’s sales performance enablement for retailers who want every associate to show up ready to win.

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