Developing Tomorrow’s Leaders Today: Building a Culture of Succession and Growth in Retail

a 60 something year old man is one-on-one training a 30 something female in a furniture store.

Successful retail businesses understand a powerful, enduring truth: people are the heart of long-term growth. Preparing tomorrow’s leaders isn’t just about filling open positions; it’s an investment in adaptability, innovation, and sustainable progress. Industry experts agree that strong leadership development and effective succession planning give retailers a crucial edge in an ever-evolving marketplace.

But what does such a strategy look like? How can organizations—no matter their size—identify, nurture, and retain high-potential talent? And what pitfalls should leaders watch for as they create pathways for advancement?

This article draws on the expertise and insights of a distinguished panel of retail and leadership professionals, offering practical, actionable guidance and real-world perspectives. This conversation brings together leading voices who know firsthand what it takes to grow people and sustain success across generations.

The Foundations of Leadership Development & Succession Planning

Leadership development cannot be reduced to a generic checklist. As Fanaye Taye, SVP of HR at Synchrony Home, observes, “Any development program really needs to be holistic, and it needs to take into account the goals of an organization. What is the organization trying to accomplish and looking for as well?” This means understanding both where the company stands and where it hopes to go, from cultivating leaders who can eventually rise to the top, to supporting new managers, and aligning everyone with industry trends and organizational values.

A robust approach considers questions like:

  • What type of leaders does the organization currently have?
  • How will changes in the industry impact tomorrow’s leadership needs?
  • What kinds of development programs already exist—and what is missing?

As Taye notes, success lies in the specifics: “If you have a leader that is really strong in communication, but might need some development around the P and L, are we really creating plans around that person needing that? And what things are we putting in place with that?”

Individualized development plans and continuous support ensure that current and aspiring leaders don’t just check boxes, but receive support precisely where they need it to grow. Importantly, planning is not just about who is ready now, but also asks: If someone moves up, who is being developed to fill their role next?

Leadership Development Is Not Generic—It’s Individualized

Echoing this sentiment, Pete Theran, HFA CEO and former CEO of Boston Interiors, a Top 100 furniture store, points out that “leadership development is not a generic term; it refers to many different levels of an organization with different levels of support and needs for development. It’s not just this generic ‘developing leaders here or here.'”

To foster lasting growth, organizations must provide career growth frameworks and maps for employees. As Taye shares, “It’s a map and a journey. And not everybody’s journey looks the same. It has to be individualized both for each individual and within each industry as well.”

The Tension Between Short-Term Performance and Long-Term Growth

Retail is a famously fast-paced, high-turnover industry. As Nora Gomez, Owner of Next Generation Growth, explains, “Short term means that you’ve got to keep the business running while you’re developing your leaders. Succession planning is not a point in time, but a journey.”

The classic dilemma is balancing urgent business needs—making this month’s numbers—with sustained leadership development. Retailers can’t afford an either/or mindset, argues Shawna Lecuyer, consultant with the Family Business Consulting Group, “We all have to balance immediate operational performance with long-term leadership development. It does not have to be an either-or choice. You can embed development into the daily rhythm of the business; it can be easy things like short mentoring conversations, stretch assignments, or cross-training opportunities.”

Investing in leadership is not a luxury but a necessity—especially when the potential cost of failing to do so is immense. Gomez cites Harvard Business Review research, “Poor succession planning can cost a company millions of dollars across the S&P 1500 companies; the biggest cost comes from not hiring the right senior-level executives.”

Turnover at the top can drain intellectual capital, disrupt strategy, and leave organizations with no viable internal successors. “You’ve got this pipeline that isn’t truly feeding in, and it’s not planning, getting ahead of things, that’s where that high potential (hypo) program comes in, adds Gomez.

The Case for Intentional, Ongoing Assessment

One warning sign is internal silence: “When nobody can articulate what’s next for a key role, that’s another big red flag or an over-reliance on one or two people. So that when you do lose a high-potential person to a competitor, you’re really scrambling,” Lecuyer warns.

Strong companies, therefore, regularly assess their leadership depth, taking pipeline health as seriously as financial performance. Gomez and Lecuyer both emphasize the value of rigorous, holistic evaluation tools, such as the nine-box grid, which can be tailored to company values and used not only for performance assessment but also for mapping future potential across all critical roles.

Culture as the Engine of Sustainable Growth

Company culture is not lip service or an annual off-site event, it is the daily lived experience of every employee. “[Culture] is the number one, critical in every aspect of what an individual does,” asserts Taye. “Companies that have high turnover, you can just look at the culture, and that will speak to it.”

High-performing organizations actively listen to employees, using regular feedback, not just surveys, but real conversations, to foster inclusion, growth, and respect. “People want their voices heard. That really matters because we spend a majority of our time outside of sleeping with the people that we work with,” Taye highlights.

When employees feel respected, heard, and valued, they go above and beyond, producing more and innovating faster. “Culture isn’t about having one big fantastic off-site,” Theron observes. “It’s about how you show up every single morning.”

Leadership Pipelines on a Budget: Start Small, Be Intentional

Limited resources are no excuse for neglecting leadership pipelines. “Developing a leadership pipeline is something you have to be very intentional about, whether you’re smaller or large,” explains Lecuyer. “When you’re dealing with constrained resources, the culture helps sustain you.”

Practical strategies for constrained environments include:

  • Leveraging internal mentors
  • Offering genuine internship or shadowing opportunities
  • Incentivizing employee referrals (“Your people are going to be out there singing the praises of your business, and they become ambassadors”)
  • Developing leaders through real, day-to-day experiences—not just formal programs

“Don’t overlook the small opportunities you have in the day-to-day to build leaders,” Lecuyer advises. “Stretch assignments, shadowing opportunities, thoughtful mentoring, those things cost nothing, but they do create enormous engagement and skill building.”

Attracting Top Talent: Thinking Beyond the Job Description

Recruiting the right leaders is about potential and alignment, not just past experience. Gomez shares, “Your recruitment strategy shouldn’t be about filling a box. [It] should be about the person who can grow two or three levels beyond the entry role they’re coming into.” The biggest mistake is hiring only for immediate needs and not looking ahead.

Three essential qualities stand out:

  1. Intellectual curiosity: “Will they keep on learning?”
  2. Adaptability: “Can they pivot when the business does?”
  3. Commercial instinct/intensity: “Do they understand how the business makes money?”

Technical skills can be taught, but “those attributes can’t,” Gomez.

Furthermore, employer brand matters: “[Employees] want to join companies where they see a future, where there’s a visible career path, a positive working environment, leaders who invest in them,” says Lecuyer. Promoting a company’s values inside and outside the organization helps attract high-potential individuals.

Successful Onboarding: More Than Logistics

A successful onboarding program doesn’t just cover where the restrooms are and how to access work systems. “[Onboarding] goes beyond just teaching tasks. It also takes context and culture into consideration. Great onboarding programs are structured and typically have milestones, mentors, exposure to different parts of the business, and regular feedback loops,” Lecuyer explains.

Ongoing engagement is the key: “It can’t be something that’s one and done,” Taye says. Buddy systems, periodic check-ins, and integration into the company’s social structure all contribute to retention and faster ramp-up.

Nurturing High Potentials from Within

Identifying and fostering high-potential (hypo) talent internally is as important as outside recruitment. Taye puts it plainly, “They’re doing their current day job really well, and how they do their job really matters.” Initiative, creative problem-solving, and expressing a desire for growth all indicate readiness.

Importantly, ambition is not universal or permanent. As Taye notes: “There are times when some individuals might have high potential, but they’re perfectly happy with where they are in their roles. We have to respect that.” Career aspirations change according to life circumstances; honest conversations matter more than assumptions.

Continuous, honest dialogue and not just annual reviews ensure employees’ needs fit alongside business goals. “The process, it is a process, it’s not a moment in time,” says Lecuyer. “It means that we have these constant touch points with our people. We’re continually assessing the business’s needs over the next 1 to 3 years. Where do we have gaps?”

HR may own the succession-planning process, but, as Gomez insists, “Succession planning is the responsibility of the leadership team.” Development interactions and feedback must be made a priority by senior leadership.

High potentials, paradoxically, can be neglected in terms of feedback, as Theron warns: “One of the biggest challenges high potential people have is that no one gives them feedback. You said, well, that person’s just killing it. I don’t need to give that person feedback. Well, of course, there’s a huge flaw in that logic.”

Mentorship: Defining Its True Value

Mentorship is not synonymous with management. As Taye clarifies:

“Your manager is the person responsible for your day-to-day job. Your mentor is somebody who gives you advice. They are somebody you may vent to. But they will not necessarily be the same person who writes your annual review, who is responsible for giving you a raise, or who is responsible for all of this. It is important to have the person who speaks up about you when you’re not in the room [the sponsor], a manager, and a mentor.”

A mentor is a sounding board, a guide, and ideally, someone who shares experience rather than just advice. Lecuyer underscores, “The best mentors are sharing experience rather than giving advice necessarily. Here’s what worked for me: encouraging the person to find their own unique style and apply it in ways that will work for them.”

Mentoring relationships, like all successful relationships, are reciprocal and built on trust. “Gomez” describes her own “personal board of directors”, who offer different perspectives and hold her accountable. “The mentor has to be as vulnerable as the mentee and vice versa. And that’s what a successful mentoring relationship looks like to me.”

Diversity in mentorship is vital. As Taye offers: “Try not to have people that are exactly like you, sometimes it’s important to have people that have very different opinions than you because it just gives you a really good perspective and an ability to grow and develop.”

The Commitment to Leadership Is the Commitment to Future Success

Developing tomorrow’s leaders starts with strategy and intention but is lived out through daily culture, ongoing development, personalized support, and honest feedback.

The true measure of a thriving retail business is not simply how well it performs today, but how prepared it is to seize opportunity and confront challenges, tomorrow, next year, and beyond. Investing in people, at every level and for the long haul, is the surest route to sustained success.

As Theron so aptly summarizes, “There is no more powerful form of advertising than an opinion from someone you trust. If you want people to tell you what you want to hear, find those people. That’s a fan club. I don’t know how much growth you’ll get from that.”

Retailers determined to build resilience and support future growth must look beyond the fan club and invest in the hard, rewarding work of leadership development. The future belongs to those who start building it today.

 

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