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The Insightful Leader
A Weekly Newsletter
Can AI boost careers?
Sent to subscribers on June 25, 2025
When generative AI started taking over the news cycle a few years ago, I—like plenty of others—found myself wading through the stages of grief, trying to make sense of what it meant for my role at work.
This week, research from Kellogg’s Bryan Seegmiller and Dimitris Papanikolaou points to a... more
The right time for feedback
Sent to subscribers on June 18, 2025
Can we talk to you for just a second? Don’t worry, it’s nothing bad, but ….
We get it, feedback can be dreadful. At their worst, notes can feel like ambushes, anxiety inducers, or long-winded speeches from leaders. But for managers, providing employees with thoughtful reviews is essential.
This... more
Aging into (and out of) leadership
Sent to subscribers on June 11, 2025
Good morning,... more
Building trust floor by floor
Sent to subscribers on June 4, 2025
Trust is a scarce resource these days. Political polarization and misinformation have reduced trust in public institutions, the media, science, and even in the workplace.
But trust can be built over time, says Kellogg’s Andrew Sykes. To durably build trust, he suggests that leaders draw inspiration... more
College memories, career advice
Sent to subscribers on May 28, 2025
With graduation season in full swing, I find myself remembering my time as a student. Lively classroom debates. Late-night study sessions. And a buzzer beater that made me lose my voice.
Beyond these moments of nostalgia, reflecting on this foundational time could teach us a thing or two about... more
When (corporate) cultures clash
Sent to subscribers on May 21, 2025
When businesses combine, culture tends to get the short end of the stick.
But failing to understand how the “new guys” work and relate to each other can actually be enough to tank a merger, acquisition, or any kind of business expansion, says Kellogg’s Cynthia Wang.
This week: How can leaders... more
How to renegotiate your deal
Sent to subscribers on May 14, 2025
In every job, there comes a time when the circumstances are right to renegotiate your contract. Maybe you just landed a significant account, your quick thinking saved the company from a costly mistake, or your company has been acquired and you want to establish your role in the new corporate... more
Leadership lessons from the conclave
Sent to subscribers on May 7, 2025
Today, the Catholic Church begins a tradition that dates back over eight centuries: the papal conclave. Inside the Sistine Chapel, 133 cardinals will deliberate on who will serve as the 267th Pope.
The Church’s process for selecting its new leader is mysterious, contentious, and highly ritualized.... more
Keeping chaos at bay
Sent to subscribers on April 30, 2025
In a time of heightened economic uncertainty, many of us feel tempted to start thinking and acting with near-term goals in mind. But being a good leader means staying attuned to the chaos while thinking beyond the horizon.
It can be tricky to keep this balance—and to keep calibrating as new... more
Elevate others to elevate yourself
Sent to subscribers on April 23, 2025
I’ll never forget when mom asked me—a mere teen at the time—why I wasn’t more confident. As if confidence were something you could conjure up from thin air.
It would take me several years to figure out that confidence was a byproduct of liking yourself. And when you like yourself, you signal to... more
Let data be your guide
Sent to subscribers on April 16, 2025
Data is one of the engines that drives modern society. Companies track our clicks to inform their next move, sports teams use data analytics to devise game plans, and scientists feed streams of data to their AI algorithms.
So, where do leaders fit into this burgeoning trend?
Joel Shapiro, a... more
Boss, mute thyself
Sent to subscribers on April 9, 2025
Ever been in a meeting that feels more like a “talk shop” where senior leaders speak first and often, eclipsing everyone else?
You’re not alone. And Kellogg’s Sanjay Khosla, an executive coach, suggests this phenomenon happens quite often. Senior leaders convene strategic-planning sessions with... more
Tips for first-time leaders
Sent to subscribers on April 2, 2025
The transition from individual contributor to first-time manager is a notoriously bumpy ride that requires you to use a muscle you (probably) weren’t trained to flex: helping others grow.
This week, Harry Kraemer, a clinical professor of management and organizations at Kellogg and former chairman... more
How to welcome feedback
Sent to subscribers on March 26, 2025
Any leader worth their salt is always looking for ways to improve. One way to understand where you can improve as a leader—and where your blind spots are—is to ask your team for feedback. This may seem straightforward, but getting good, actionable information requires an environment where your team... more
A new fear index
Sent to subscribers on March 19, 2025
When it comes to the stock market, many of us adhere to the mantra “set it and forget it.” We prefer a simple and easy approach to investing so that we can focus our attention on our careers and family.
But the market’s recent volatility has made it hard to ignore. This may be especially true for... more
The science of failure (and success)
Sent to subscribers on March 12, 2025
Behind every great success story lie even greater tales of failure. Steven Spielberg was rejected from film school three times. Oprah Winfrey was fired from her first anchor job. There’s a good reason this has become something of a valuable cliché.
Setbacks can be a crucial part of young... more
Encouraging authenticity at work
Sent to subscribers on March 5, 2025
We all bring a version of ourselves to work. And we tend to fare—and feel—better when the version we bring is our most authentic self.
People from marginalized social groups might still fear the consequences of revealing too much about themselves. But certain conditions can make them feel more... more
How “artifacts” can define your legacy
Sent to subscribers on February 26, 2025
This week, we look at how family-enterprise leaders can identify “artifacts,” or objects and stories that convey meaning, to transmit the firm’s values across generations.
We also have advice for startup founders on how to find funders who share their company’s vision.From framed dollar bills to... more
Is meritocracy a myth?
Sent to subscribers on February 19, 2025
In the U.S., there’s an ethos that we get our jobs—and the status that accompanies them—as a result of our own hard work and intelligence. There’s a sense that meritocracy is the norm and that we earn our economic and social positions, rather than inherit them.
But in taking a closer look at... more
Torn between two offers?
Sent to subscribers on February 12, 2025
We’re told to be bold and ask for what we want in interviews—but is there a line?
Kellogg’s Leigh Thompson, an expert negotiator, addresses the question in the context of a student who had a dilemma: Should they leverage one job offer against another they had already accepted?
We’ll get into that... more
