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Understanding Corporate Culture: The Questions Every Executive Should Ask

Corporate culture questions guide by Executive Springboard for leadership and workplace values

Executive Springboard helps leaders with their development and onboarding, so they can quickly make an impact and sustain that impact long-term. Helping an executive succeed can involve providing guidance on the functional issues they face. Equally important is helping them navigate the relationships and culture they encounter.

I asked for readers’ opinions on the most important questions that can be asked to understand a corporate culture. It took a little while to work through the flood of responses that I received, still longer to organize them in a coherent manner. I found eight themes emerging, with a fair amount of overlap among them.

General Culture Description

Ask a number of people in an organization to describe the corporate culture. Allow them to address this open-ended question however they see fit. Consider the patterns in the responses. What elements are mentioned repeatedly? Is the description consistent? Is there a difference between the reality of the culture and how they would ideally see it?

Getting more granular, how is culture taught? Is it part of any corporate onboarding program? Is there corporate folklore that tells stories of the organization’s heroes and their achievements? How do their accomplishments match up with the company’s values?

Behavioral Norms

Consider the behavior of the CEO and how it acts as a model for the organization. Does the CEO interact daily with people “down the line,” for example, with customer service reps or administrative assistants? Does the CEO know anything personal about these people, beyond their role in the company? How much is the CEO seen or heard? Do they stay in headquarters, or are they often seen in branches, plants, or customers’ offices?

How much does the organization expect people to collaborate? Does the employee base frequently see leaders interacting, or do they just manage their own spheres of influence?

Is the organization one where everybody feels like they have skin in the game, or do leaders micro-manage employees? It was felt that bosses’ overreach at the expense of employee autonomy can diminish morale and kill creativity.

What happens when strong performance comes at the expense of corporate values?

How are exceptions to the rules tolerated? Are policies and procedures standardized and enforced? Would behavior that is unacceptable for the finance function be allowed among the sales team?

Are there any taboos dress code, work hours, working from home, etc.? Are there expectations about behavior that extend beyond the workplace (e.g., social media use, personal habits)?

Performance

What is the performance review process? Is it formal or informal? Frequent, annual, or irregular? Do you force a “grading curve,” or do you allow all to be strong performers with areas for growth (In Minnesota, we call this The Prairie Home Companion Curve, where everybody is above average!)

How do you react to major and minor mistakes? Are there disciplinary consequences? How does this impact employees’ willingness to give bad news and own up to their responsibility? Does the organization forgive and move on? Are there ways of gaining institutional learning from mistakes?

How does the company recognize, reward, or celebrate success? What is measured and how are successes rewarded? Are the metrics long- or short-term? Is there a focus on revenue, profit, customer retention, cost savings, or other factors? Is there consistency in what is measured, or might strong performance that was rewarded last year be ignored this year?

How often are the successes that are acknowledged individual rather than collective? In other words, does the culture allow people to be singled out for their achievements?

Power

Where does the power reside? Within the C-suite, are all people equal, or is there an inner circle? If power at the top is unevenly distributed, is this reflected more broadly throughout the organization? Is this a result of personality, tenure, competence, or a strategic consideration?

Who owns the P&L? Does control of the P&L impact how influence works? Is this simple or matrixed?

How is power most often used by those with power towards those without? Is it enabling? Abusive?

How does the organization’s immune system manifest itself? In the face of somebody who might be challenging the status quo, what are the common forms of resistance?

Diversity and Inclusion

Does the organization reflect diversity, or is it a “good boy network?”

Can you demonstrate times when you have engaged in opportunities to promote diversity and inclusion of people or thought leadership? Does the employee base resemble the customer base? What challenges, if any, does the company face in making employees feel included?

As Professor Michael Gaffley of Nova Southeastern University recently told me, “Diversity is about counting numbers. Inclusion is about making numbers count.”

How does the company encourage mixing of different people, perspectives, and experience? How does leadership learn from younger employees about new trends in the marketplace? How does the institutional knowledge of long-tenured employees get memorialized when they retire?

How do you walk the tightrope of encouraging different ways of thinking while benefiting from behavior that conforms to a set of agreed-upon values?

And in a surprising corollary, what is the organization’s tolerance for risk? Is conformity highly rewarded, or do people get ahead by taking chances and succeeding? Do extraordinary efforts that fail garner praise or punishment?

Decision-Making and Communication

How are decisions made? How much will senior leadership delegate? What are signoff levels? Does a plan cascade down, or is it built bottom-up? How inclusive is the process for capex, product development, and annual budget-setting?

Under what situations will the company invest time and money to develop evidence-based decisions?

When decisions are made, how are they communicated?

Does the company run on PowerPoint? Excel? Email? Conversation? Does technology allow remote employees to be vital parts of decision-making?

If a manager represents their team in a proposal that is rejected, how do they report the decision to their team? What responsibility do they have to reflect the consensus of the deciding group?

How often do employees hear from senior executives? What media are used? What message is given? Would the majority of employees be able to state strategic priorities?

Conflict Resolution

What and where are the common areas of conflict? Are these based on unmatched objectives between stakeholders? Incentives that are not aligned? Disagreement on expected outcomes? Politics?

How do issues get resolved? Is consensus sought? Are they made by decree or through an arbiter? How often does resolution result in a win-win situation? In one side backing down in the face of evidence? Or backing down for reasons that were not data-driven?

What is an example of a conflict faced within a department? Between two functions or business units? How were these resolved?

How much of the CEO’s job is deciding between two opposing viewpoints that cannot be resolved by themselves?

Vision and Mission

What does the company want to be known for in 3–5 years? What terms define that vision? Are they financial? Customer-based? Employee-focused? Shareholder-oriented? Other stakeholder groups?

Where did the vision come from? Who developed it and through what process?

Why does the company exist? What is its mission? What motivates people to come to work in the morning? How well does it relate to the whole business? Are there large parts of the company that seem out of scope, and how are they managed?

How well is the vision and mission internalized by employees? Can they tell you what they are? Do they find them compelling and achievable? Are they committed to accomplishing them?

Closing Reflection

My initial intention was to provide a tight set of questions to get at the essence of a company’s culture. That’s what we try to do in a short conversation with corporate leadership prior to a mentoring engagement.

But I was impressed with the passion and insights provided by dozens of responses. This became a sprawling exercise that fleshed out a very squishy topic.

Thanks for sharing your wisdom.

FREQUENTLY ASKED QUESTIONS

Because strategy fails without cultural alignment. Executives who understand how decisions, power, and behavior truly work can act faster and avoid costly missteps.
While culture reveals itself over time, asking the right questions early especially across functions can surface patterns and risks within the first 60–90 days.
Culture rarely changes through mandate. It shifts when leadership behavior, incentives, and decision-making consistently reinforce new expectations.
Executive Springboard helps leaders decode unwritten rules, build critical relationships, and align their leadership approach so they can make an immediate and lasting impact.

Leadership by Executive Springboard

When many organizations talk about their commitment to Diversity, Equity and Inclusion (DEI), they talk with pride about the fact that they have Employee Resource Groups (ERGs) for the major ethnicities and groups. But although ERGs can be a sign of an organization’s commitment to DEI, they need to be looked at, as they may not always be working well for the employees or the organization.

A close look at ERGs
A review of ERGs in thousands of organizations shows that many are created as an initiative of the employees themselves and not as an initiative of the organization’s leadership. In many cases, they do not emerge out of the strategic vision of the organization. Frequently, they have little to no budget for the first few years of operation, until they can secure a few dollars, generally to pay for food and beverage for an event or two. ERGs are also often run on a volunteer basis by employees who need to do that work on top of the actual job that they were hired to do, which is not always good for them or the organization. Their small budgets frequently get even reduced through cuts over the years. In such cases, the impact of ERGs may not be as high, as they don’t have the resources to plan activities of significance. In some cases, ERGs can be seen more as a space for some employees to socialize, without much positive impact to their careers.

Professional development requires budgeting
Many organizations say that among the objectives of ERGs is professional development, yet with little or no budget, many ERG members find themselves having to be asking for favors. ERG members usually need to contact other employees to see if they can speak at events. When they contact professional trainers and speakers, in many cases they need to ask if they would speak or do training for free or at a reduced fee because they don’t have the funds needed to afford their professional services.

This lack of budgeting and funding limits the quality of the speakers and the training, which limits the quality of the employee learning and development and the experience. In such cases, the words don’t match the actions. For ERGs to be impactful, they need to be part of the organization’s vision, so that they are part of the annual planning and budgeting process. They need to have the funding to afford and acquire the high quality training needed for their members to be able to develop and grow personally and professionally. That way, ERG members don’t have to be asking for favors, which can be uncomfortable and discouraging and sends the wrong message to external partners about the commitment of the organization to DEI.

One way to help to set ERGs up for success is by looking for ways to better fund them. Historically, when ERGs have funding, it often comes from an allocation from a DEI or HR function in the organization. But there can be other sources, when other departments, businesses and executives become sponsors. There have been multiple roadmaps to identify opportunities for funding, which can come handy, when exploring options.

ERGs can help to bring employees together
But even when not having access to sufficient budgets, there are still ways in which ERGs can increase their impact. At a time when people are not all bought into mandatory time in the office, a critical component is to create a sense of community. People have to feel like they can get more out of their careers by being with colleagues. This is an opportunity for ERGs to help to bring people together in a fulfilling, relevant, fun and engaging way. If ERGs do this right, events can draw people from throughout the company, whether they are in the ERGs or not. Once together, it is about having content and activities that can help them develop so that they can leverage career opportunities in the organization.

Leadership sponsorship and involvement are key for ERGs’ success
Another important observation for ERGs is that their activities usually appeal mostly to employees at junior levels. Their events and activities are usually not as well attended by members of the leadership or executive team. But the interest, engagement and involvement by the leadership team are critical for the success of ERGs and other DEI initiatives. That’s an indication for whether the efforts are directly connected to the organization’s strategic vision.

If employees see the Chief Financial Officer (CFO), who is Indian, attending an ERG sponsored panel during the Diwali observance in the company, or if they see the Chief Executive Officer (CEO), who is African American, attending a speaker event during Black History Month, it sends a message of executive sponsorship and alignment that goes beyond a celebration of a cultural identity. It becomes a message to employees that the leadership and the executive team support and are committed to DEI in the organization and are willing to make the time to join at events and activities because they are important.

Strategic alignment and focus are key for ERGs
ERGs have many benefits for their members and the organizations, but, just like with everything, they need to be managed strategically and thoughtfully. They can also have their challenges and limitations, which are not always as obvious or intuitive. The CHRO at a major university recently mentioned her institution’s experience with them. ERGs should be structured to provide support and to cascade corporate culture to employees who share underrepresented characteristics, enhancing retention and developing leaders. But if left unattended, they can run amok, taking on their own identities, creating silos and sometimes serving as venting forums, instead of unifying people. When that happens, the results are not as positive for the employees or the organizations.

​Recently, there has been interest in revisiting and better understanding ERGs, so they can be either improved or replaced with alternative models. In the Diversity Journal, Stephen Young & Barbara Hockfield recently proposed a new model, replacing affinity teams with cultural equity teams. But before giving up on ERGs, many organizations are interested in learning about ways to increase the chances they succeed. What’s important is connecting ERGs with the strategic vision of the organization, establishing business objectives and success metrics, just like any division, unit or initiative.

With the right focus, ERGs will be beneficial for both employees and organizations
ERGs can be very beneficial to employees and organizations when managed strategically. They can provide a multiplier effect on companies’ DEI efforts, by fueling employee engagement, learning, and development. But this won’t happen on its own, and good intentions are not enough. For ERGs to be successful and to have a meaningful impact on the organization and employees, they must be adequately funded, sponsored by members of the leadership team and clearly linked to the organization’s strategy, objectives and metrics.

About the authors:
Steve Moss is the President of Executive Springboard. He served as a marketing executive in global organizations, as CEO in a green-tech start-up and as a consultant, marketing best practice trainer and brand strategist before founding Executive Springboard. He earned his BA degree from Georgetown University and his MBA from the Wharton School.
Luis Moreno has a passion for Personal and Professional Development and reads, studies, speaks, and writes on topics related to Human-Centered Leadership, Emotional Intelligence, Diversity and Inclusion and other related topics. He earned an MBA from the Carlson School at the University of Minnesota and is a Humphrey Public Policy Fellow. He is a member of the Young American Leaders Program (YALP) at Harvard Business School. The State of Minnesota gave Luis the Distinguished Service Award for his contributions in the areas of race relations, justice, community service, education, and civil and human rights.

executive leadership by Executive Springboard

Our long-held notions of what is involved in effective leadership are getting a serious relook. There is a decoupling of several things that were closely associated with leadership: masculinity, swagger, overconfidence and extroversion to name a few.

We have leveraged our experience, expertise and research on Emotional Intelligence, Human Centered Leadership, and Executive Leadership Coaching and Consulting to discuss the effective qualities of leadership and how they evolve in time. We have discussed these dynamics with multiple organizations and would like to share some with you.

It’s said that people don’t leave organizations, they leave bosses. While many people around the world have identified with that sentiment, there is another important insight: People leave organizations that don’t respond to bad bosses. If somebody brings up the shortcomings of a boss, especially when the boss’s behavior and actions are against the values of the organization, and the organization’s leadership looks the other way and takes no action, employees notice. Employees expect organizations to control the quality of its leadership. Organizations have a responsibility to plan and invest in training and coaching their leaders, or they risk employee flight beyond that manager’s direct reports. Also, when employees leave, those who stay also start leaving in their mind, as it has been studied through the workplace dynamic known as “Quiet Quitting”, when employees experience low engagement and limit their efforts to the requirements of their roles, without doing extra efforts.

Some organizations and leaders have believed the idea of “Once a great leader, always a great leader” but we dispute that notion. In fact, as demonstrated by research and anecdotal experience, great leaders are like great athletes; they need the continuous training, coaching and practice to remain at the top of their game and to continue to win events, matches, and medals. The moment we stop learning, we begin to fall behind.

Steve shares this experience from a few months ago: I had a tough conversation with a sales leader seeking a new job. He had great stories of accomplishments with his previous employers, not just as driver of revenue but as a manager of other salespeople. But I had to stop him when he referred to the recruiter at a prospective employer as “the gal who interviewed me.” I told him, “Dude, you’re not going to get past the screener interview if you call her ‘the gal.’ You just proved yourself to be a fossil.”

Business evolves. We must evolve as leaders, too. The workforce is changing constantly, as new generations of employees join the team. Expecting to have now the same great results we had a few years ago using the same leadership practices of the past, represents a big risk for the leader and for the organization. They may no longer work.
Leaders need to remain coachable. Kevin Wilde notes that, as we get older and more senior, we tend to be less interested in feedback. That’s natural. But shutting down completely to feedback is highly correlated to failing in a job — even if you’ve been successful in every previous role. This doesn’t mean just asking for feedback. It is about listening, considering, believing, and appreciating the feedback, and acting on it. Some leaders pride themselves on asking for feedback, but they dismiss it when they get it, by not believing it, by being defensive about it and by basically resisting the feedback.

When it comes to leadership, what has worked in the past won’t necessarily work now. The world changes continually and so do organizations and employees, especially their expectations of what great leadership is. Board and leadership team composition is different today. The workforce is dominated by Millennials who want different things from work than Boomers and Gen Xers did. And leaders often know what change is necessary, even if they have yet to completely embrace it.

In Luis’ work and research, he has identified some notable new directions in leadership.

1. Involved Leadership
The leadership of the past: “Don’t come to me with problems, come to me with solutions.”
The new leadership: “Thanks for identifying this problem. Let’s go over it together. I may be able to share some perspectives and may point out some resources that may help.”

If the boss is only there to be presented with already well-thought-out solutions, why do we even need a boss? Sometimes this can play into the development of employees. People may not be experienced or confident enough to decide or to resolve a complex problem that even experienced leaders may not be able to resolve easily. This is especially important when navigating complex workplace dynamics involving Diversity, Equity and Inclusion (DEI), such as differences arising from racial, cultural, gender or generational factors.

Steve comments: I once had three managers reporting to me who were at different points of their leadership journey and development. One would say, “I saw this problem, and after considering options, I took this course of action. I hope you agree.” The next would say, “I’m facing an issue, I’ve identified some options, but I need help on finding the right course.” And the third would say, “I think I have a problem.” For me, there was joy in working with all three as they grew as leaders. In case you are wondering what happened to the manager who was not yet ready to identify problems and come up with solutions, she successfully grew into VP Marketing roles at world-famous sporting goods and accessory companies. This is another manifestation of inclusion. Different team members want to identify and solve problems differently and we need to be open minded and engage with all of them so that we can arrive at the best solution as a team, together.

Luis comments: In my work with Law Enforcement agencies, I have learned something very important. As leaders, we need to learn to see the value in an employee’s ability and diligence to identify a problem, even if the person has still not identified the solution. Consider when Law Enforcement agencies are working on preventing terrorism, narcotraffic and crime. When an agent says: “I have identified a problem,” if we leave it to that agent to resolve the problem alone and we wait for the agent to have the solution, it may be too late. A building could be blown up or a person could be hurt in the meantime. We need to value the identification of a problem and engage. In some corporate scandals that have made it to the news in the past decade, the investigations revealed that multiple employees had identified the problem and had brought it up to their leaders. But some leaders waited for them to come up with the solutions. The result was not good, as many of us saw in the news.

This also reminds us of a quote from Barack Obama about what he learned early in his first term as president. “One of the first things I discovered…was that not every decision that landed on my desk had an easy, tidy answer. The black-and-white questions never made it to me- somebody else on my staff would have already answered them.”

2. Caring Leadership
The Leadership of the Past: “It’s 7:00 am, let’s get started. This is the agenda…”
The new Leadership: “How’s everybody doing? How was your weekend?”

At the guts of the Entrepreneurial Operating System (EOS) is the weekly L10 meeting among leaders. The first 5 minutes on that 90-minute agenda is called the Segue or the Check-in. It is a personal connection. Attendees share a personal or professional win from the past week or a discovery that would inspire others. Why would you start a strictly facilitated meeting with something soft like this? Because businesses are composed of people, and the connection of people is what gives a business its traction.

For decades, leaders believed the Jack Welch credo that it was not necessary to be liked, as long as you were respected. But new research suggests that being liked can lead to being respected. There is a difference between treating people as people and working so hard to please that you don’t make the tough calls. We are not advocating for lenient management. There are also cultural and generational layers to this dynamic. In certain cultures, like in the Latino culture, it would be very hard for people to respect a leader that they don’t like. That’s because liking someone is part of the result of them seeing themselves identified with the person and their human values. Younger employees are also less likely to respect leaders who they can’t relate to and like, in the way that previous generations were more likely to do.

3. Inclusive Leadership
The leadership of the past: “You did a great job! I’ll present it to the Board!”
The new leadership: “You did a great job! I’d love for you to present it to the Board. How’s your calendar for next Tuesday at 10:00 am”

This is not necessarily how we think about inclusion. Bear with us. Steve comments: Michael Gaffney teaches functional leadership at Nova Southeastern University and is an internationally known keynote speaker on inclusion, diversity, belonging and equity. He once told me, “Diversity is about counting numbers, and inclusion is about making numbers count.” Making the numbers count at a micro level means giving team members the chance to exhibit what they can do.

I once had a boss who would say, “There is no limit to how far you will go if you are willing to give others credit.” Think of four steps in a job well done: First, it is in the accomplishment itself. Second, is the recognition from your boss. Third, being sponsored for your performance. Fourth, being given the visibility that your accomplishment deserves.
Perhaps your employee is internally driven enough to take satisfaction from their achievement without it being acknowledged. That may not do as much to move their career forward. You could praise them and take no further action. This reaffirms the value of what they have done, while leaving unsaid what, if anything, you will do as their advocate. You might use their accomplishment as a data point in your advocacy of them. Here, you tell others of the value they are delivering. The final step in inclusive leadership is giving them the chance to impress others, as they have impressed you. There is the risk that they might fail. You may have to spend time coaching them to mitigate that risk. But this wins respect from your achieving direct report and from others who see the exposure they are getting. This helps with employee engagement, motivation, development and retention. It’s a win for the employee, the leader and the organization.

It’s a new era with new leadership challenges. Employees’ expectations of leaders have changed. Fundamental goals have changed. Leaders have to evolve to this new reality. Great leaders, like great athletes, need to be checking the new trends and research, and get the coaching and the training necessary to keep learning, practicing, pivoting, and putting in the work to become and remain great leaders.

​About the authors:

Steve Moss is the President of Executive Springboard. He served as a marketing executive in global organizations, as CEO in a green-tech start-up and as a consultant, marketing best practice trainer and brand strategist before founding Executive Springboard. He earned his BA degree from Georgetown University and his MBA from the Wharton School.

Luis Moreno has a passion for Personal and Professional Development and reads, studies, speaks, and writes on topics related to Human-Centered Leadership, Emotional Intelligence, Diversity and Inclusion, Talent, and other topics. Luis obtained an MBA in Marketing & Strategy from the Carlson School at the University of Minnesota and is a Humphrey Public Policy Fellow. He is engaged in efforts to increase U.S. Competitiveness and Shared Prosperity as a member of the Young American Leaders Program (YALP) at Harvard Business School. The State of Minnesota gave Luis the Distinguished Service Award for his contributions in the areas of race relations, justice, community service, education, and civil and human rights.

executive mentoring and leadership

My first role as a Vice President involved a move to Canada. I was asked to lead the marketing department for my company’s subsidiary, just outside of Toronto. It was one of the great learning experiences in my career.

You couldn’t ask for a much easier international transition. A flight of less than an hour. People who spoke the same language. A broader portfolio than I was accustomed to, but with many familiar brands. How hard could it be? I read a few books on Canada and its history, and I was ready to roll.

Sure, there were some language issues. Tabling an issue meant to discuss for decision, not to put it off. And then, a decision was taken, not made. British spelling was used, Governour. I had to get used to the metric system (easy guide: 28°C is 82°F, 16°C is 61°F, 0°C is freezing and -10°C is frigging cold.)

There were other subtle differences. Blinking green traffic lights, blue laws that kept grocery stores closed on Sundays, and milk in plastic bags. Some things impacted my business. Price elasticity was more pronounced in Canada. People valued order and politeness more than in the States. Concern about the environment was far more developed.

I felt very fortunate by how I was welcomed by my organization. I made friends there. I had a generous allowance for housing. I dove into my work and had some early successes. And my wife and I knew that this was to be a three-year rotation. At home with three small kids, she was more supportive than she had to be about my absences, as our family didn’t move from Connecticut until about 3 months into my tenure.

The learning experience was sometimes painful. I went through my first layoffs and firings. I overestimated the equity I had built in some of our brands. My boss become abusive as his position was threatened and he feared I was more politically connected than he was. I dealt with the awkwardness of succession as my rotation came to an end.

Truth be told, we were sorry that our expat life ended with a repatriation to the US. We were geared up for an assignment in Europe that didn’t come. Years later, my wife and I spent Thanksgiving in Buenos Aires as we considered a move there. We concluded that the culture was too far out of our comfort zone for that to work for our family.

Throughout my career, I’ve seen international assignments that didn’t go well. A colleague told me of his experience when a rotation in Greece left him with no sponsor there and no way back home for five years. In my first visit to South Africa, I ran into a newly-placed country manager who hadn’t realized what living in the Third World really entailed. I asked my company’s MD in Korea to take on a role in the US, because he was one of the best marketers in the company. He faced enormous resistance from an American team that was unconvinced that his successes in Asia would translate elsewhere.

Learning a new culture, whether it is national or corporate, is hard work. It is easy to make a misstep. Some of us are better prepared for the transition than others. Some of us read books on Canadian history, others get coaches who prepare them and their family for their new lives. Almost always, that coaching ends by the time an executive arrives in their new home. And that’s a problem.

As well prepared as my friend in South Africa thought he was, his failure came from not having help in- market. Same with the guy marooned in Greece. My own plate was too full to adequately provide the support my colleague from Korea needed in the US.

What is gained from spending the money to send an executive halfway around the world for a three-year rotation? Arguably, it makes the executive more effective and versatile, creating a more well-rounded company. Hopefully, it injects a new perspective into the host company. Leaving aside moral justifications, this is the business case for diversity practices.

If diversity is operationally defined by the number of underrepresented people hired by a company, inclusion is more about their retention and success. Inclusion often focuses on making cultural changes in the organization to encourage acceptance. That’s playing the long game. But shorter term, it often misses the opportunity to provide sponsorship to those diverse employees that the company wants to keep and grow.

Here is the lesson I learned. While almost everybody needs a coach or mentor, the need is critical for those who are different. While inclusion efforts attempt to tear down the wall to acceptance, those recruited can’t wait for the wall to come down. They need a boost right now.

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