Retail can be your launchpad to success in any field.  

For Niky Sampedro and David Barsoum, co-owners of Carefully Picked in Chicago, retail was the first stepping stone for their career. 

Neither of them had formal retail experience, but through resourcefulness, curiosity, and a constant grind, they turned a side hustle into a thriving business.

Read their story to learn six transferable retail skills that will carry you through any industry.   

1. Retail Helps You Build Curiosity

Niky and David didn’t plan to launch a retail brand. Initially, they were just searching for mid-century modern furniture that fit their budget and personal taste. Their early finds came from Facebook Marketplace and Craigslist, which they used to decorate their apartment. Over time, they realized they had an eye for pieces that others wanted too.

What set them apart was their curiosity. They learned through design books, explored vintage stores across Chicago, and asked questions. They were comfortable not having all the answers and were motivated to find them. 

Staying curious helps you better understand your customers, discover new trends, and uncover smarter ways to run your business. Try asking “why” more often, exploring what works for others, or experimenting with new ideas in your retail position. Curiosity is one of the most valuable, transferable retail skills because it leads to growth, innovation, and a deeper connection with your audience. Stay curious, and it’ll benefit you in whatever job you do next. 

2. Retail Helps You Have an Eye for Customer Needs 

Retail is about what you sell, but more importantly it’s about who you sell to. Carefully Picked draws in a wide range of shoppers, mostly young professionals who are ready to invest in their homes. These customers care about design, history, and finding something special.

Instead of offering a transactional experience, Niky and David guide customers with context and care. They explain a piece’s background, answer design questions, and help people feel confident in their investment.

Mastering the ability to listen, explain, and connect with customers is a key part of building transferable skills in retail. When you develop these capabilities, you’ll find yourself prepared for any leadership role. You’ll be able to easily build trust with others, inspire teams, and create lasting customer relationships.  

3. Retail Allows You to Navigate Uncertainty with Confidence 

Retail is full of unknowns. For Niky and David, starting as an online and Instagram-based business meant constantly adjusting to algorithm changes, drops in engagement, and the pressure to keep their content fresh. That instability pushed them to open a physical storefront, which came with a new learning curve.

From business licenses and insurance to city permits and financial risk, they had to figure it out fast. Even now, slow seasons or unexpected costs require them to adapt and stay calm under pressure.

Retail will teach you resilience. Here’s how:

• You’ll learn to pivot quickly: Retail forces you to adapt and keep going.
• You’ll get comfortable with discomfort: When things don’t go as planned, you’ll learn to lead through uncertainty.
• You’ll make decisions under pressure: Dealing with customer issues and managing supply chain delays will sharpen your problem-solving skills on the fly.

These are all skills that can serve you far beyond the store. The more challenges you face, the more confident you become in your ability to handle whatever comes next.

4. Retail Helps You Build Real-World Business Skills

Niky and David manage shipping, pricing, sourcing, vendor relationships, design consultation, and social media, all while working with a small team. They stay hands-on, through tasks like coordinating international shipping containers and sourcing local metalworkers for custom furniture repairs.

Retail experience gives you a real edge in developing retail management transferable skills like logistics, project coordination, and financial planning. These competencies can translate to any field or entrepreneurial path.

5. Let Community Fuel Your Growth

Chicago’s vintage scene is full of competition and collaboration. From day one, Niky and David leaned on fellow store owners for advice and inspiration. They learned how others were running their businesses, how they sourced products, and how they built loyal customers.

Now, they return the favor. 

“One of us wins, we all win,” says Niky. 

That belief has led them to point customers to other stores and share sourcing tips with their fellow retail owners, so that everyone in their community can see success.

In retail, you’ll learn to network. Networking is a fantastic skill that can take you far in any career path. By showing up, helping others, and staying connected, you’ll grow a solid reputation that can lead to future partnerships, job offers, and genuine support.

6. Treat Your Side Hustle Like a Serious Business From Day One

It doesn’t matter what type of work you’re doing. Take it seriously! Niky and David didn’t fully lean into business mode until they opened their physical store but they wished they started sooner. 

Here’s what they learned:

• Get Professional Help Early: Hire an accountant, understand licensing requirements, and become familiar with taxes before launching your store. It saves you from scrambling later. 
• Build Infrastructure Sooner: Transitioning from a casual seller to a store owner means embracing systems, like inventory management and vendor relationships.
• Know the Legal Stuff: Research and understand what’s required to run a legitimate business in your area, including permits, insurance, reporting, etc.
• Respect the Work: Passion fuels creativity, but planning and processes sustain growth.

Starting strong means you’re being intentional, not reactive. It helps you handle both the setbacks and the wins with focus and clarity.

Conclusion

Retail work teaches you far more than how to sell. It teaches you how to listen, problem-solve, adapt, and lead. The skills you gain, often quietly, build a foundation you can carry anywhere.

Niky and David didn’t wait for permission to start. They leaned in, got creative, and built something lasting. Their journey shows how retail transferable skills build confidence, character, and community.

We Are Retail is committed to highlighting Illinois’ diverse and dynamic retailers. If you loved learning about the story of Carefully Picked and know a retailer who deserves recognition, Nominate A Retailer!