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Retail Leadership: Are You Hiring Captains or Passengers?

  • Nicholas Alexander
  • Jun 30, 2025
  • 4 min read
Pirate with telescope on a ship. Text: "Retail Leadership: Are You Hiring Captains or Passengers?" Blue background, professional theme.

Hiring a leader is a bit like captaining a ship. You can have the most advanced vessel in the world, equipped with the latest technology, but without a skilled and visionary captain at the helm, you're just drifting aimlessly. You want someone who can navigate turbulent waters, inspire the crew, and ultimately, steer the ship towards its destination. I've seen plenty of retailers hire passengers when they needed a captain. It is time to make a change and hire the best for the job.


Finding the right leader in retail is tough. The game's changed, the market shifts faster than ever, and the skills needed are more complex. It's not just about experience anymore; it's about the right mindset, the right values, and the ability to adapt and inspire.


So, how do you find those exceptional leaders? Here are some key considerations based on my experience.


Defining the Ideal Candidate: Beyond the CV


It starts with a clear picture of who you really need. It's not enough to just list off a bunch of skills and qualifications. Dig deeper. What are the specific challenges this leader will face? What are the desired outcomes? And most importantly, what kind of person will thrive in your company culture?


Consider the need for industry-specific knowledge. A leader needs to be familiar with the challenges and opportunities that retail faces, such as supply chain, digital transformation, and evolving consumer trends.


The old "tick-box" approach to hiring is dead. You have to look beyond the CV and focus on the whole person.


Leadership and Adaptability: Steering Through Storms


Retail leaders must demonstrate agility and adaptability to rapid market changes, such as shifts in consumer preferences and technological advancements. This is non-negotiable. The retail landscape is constantly shifting, so you need someone who can navigate change, anticipate trends, and make bold decisions under pressure.


Look for a proven track record of managing change, inspiring teams, and implementing strategic initiatives. Ask them about times when they faced unexpected challenges. How did they react? Where did they screw up? What did they learn? After all you learn more from failures than successes…


Cultural and Organisational Fit: Finding the Right Ecosystem


Hiring a leader who doesn't align with your company's culture is like planting a tropical plant in the Arctic. It simply won't thrive. The best leaders are those who understand and embrace your company's values, and whose decisions reflect those values.


Remember leadership decisions have a trickle-down effect on the entire organisation. Culture fit is essential.


You can assess this by using behavioral interviews and situational judgment tests to assess cultural fit and decision-making abilities. Don't underestimate the importance of gut instinct. Do you genuinely like this person? Do you believe they'll be a positive influence on your team?


Prioritising Soft Skills and Attitude: The Human Element


While technical skills are important, soft skills are often the make-or-break factor for leadership success. Interpersonal communication, problem-solving, work ethic, and flexibility – these qualities are crucial, and harder to develop. It's a lot easier to teach someone how to use a new software program than it is to teach them empathy or emotional intelligence.


A leader’s attitude and personality will influence team morale, customer experience, and overall brand perception. A positive and enthusiastic leader can create a ripple effect throughout the entire organisation.


Strategic Talent Acquisition and Retention: Playing the Long Game


Attracting and retaining top talent is an ongoing process, not a one-off event. It requires a strategic approach that encompasses everything from compensation and benefits to career development opportunities.


Offer competitive compensation and benefits to attract and retain top talent, benchmarking packages locally and globally if necessary. In addition, make sure you build a proactive talent pipeline by networking within the industry, with key headhunters in your industry sector and leveraging technology for talent scouting.


Comprehensive Assessment Techniques: Looking Beyond the Surface


Go beyond resumes by using advanced assessment methods such as behavioral interviews, role-play exercises, and group activities to evaluate real-world leadership potential. Don't rely solely on traditional interviews. Use a variety of assessment tools to get a more complete picture of each candidate's leadership potential.


Include multiple interview rounds and personality assessments to ensure a thorough evaluation of each candidate’s leadership philosophy and capabilities. The more data you have, the better equipped you'll be to make an informed decision.


Clear Role Definition and Performance Metrics: Setting Expectations


Develop concise job descriptions that reflect company culture and clearly outline responsibilities and performance expectations. From day one, your new leader needs to understand exactly what's expected of them and how their success will be measured.


Ensure candidates understand how their role contributes to broader business goals. This includes not only quantifiable metrics like sales growth and profitability, but also qualitative factors like employee satisfaction and customer loyalty.


Succession Planning and Internal Development: Cultivating from Within


Don't overlook the potential of your existing employees. They already understand your company's culture and operations, and they may possess hidden leadership potential.

Consider candidates who have demonstrated leadership potential internally and are familiar with the company’s operations and culture. Look for employees who consistently exceed expectations, take initiative, and inspire their colleagues. Invest in leadership development programs to prepare high-potential employees for future leadership roles. This will not only strengthen your talent pipeline but also boost employee morale and engagement.


Hiring the right leaders is the single most important decision you can make as a retailer. By following these tips, you can increase your chances of finding those exceptional individuals who will steer your company towards long-term success.


Best regards,

Maarten Jonkers

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NICHOLAS

ALEXANDER

EXECUTIVE SEARCH

Nicholas Alexander Executive Search is a boutique firm specialising in placing senior leadership within the retail and D2C sectors. With over 25 years of experience, we bring deep industry knowledge and a personalised approach to each assignment, helping organisations build high-performing leadership teams.

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