Managing A Career
“Be quick to decide…but slow to act.” This isn’t just a pithy saying you nod along to and forget; there’s real weight behind it. It’s a quiet strategy that shows up again and again in fast career growth and strong professional reputations. If you’ve ever watched someone get promoted and thought, That seemed sudden, there’s a good chance this was part of the story. From the outside, it looks like an overnight decision; behind the scenes, it’s anything but. They were making clear decisions early, then deliberately working the back-channels; socializing ideas, pressure-testing...
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When it comes to AI, a lot of professionals are still telling themselves the same story; “I’ll get around to learning it when I get the chance.” That mindset made sense when AI felt like a curiosity…or a distant threat that might someday take everyone’s jobs. But that phase is already over. AI is no longer a hypothetical technology sitting on the sidelines; it’s being quietly woven into daily workflows, baked directly into the tools you already use, and increasingly embedded into what managers and companies expect from their employees. At this point, AI isn’t going away. The...
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I heard a quote on a recent of the Hidden Brain podcast that really hit me. It was so powerful that I had to rewind the podcast just to hear it again. It was simple, almost obvious once you heard it; “Just because you’re scared doesn’t mean you do nothing.” The line came from a story the guest was telling about his mother. The story had nothing to do with careers, promotions, or performance reviews…but the moment I heard it, I knew it applied perfectly to work. Fear shows up any time you’re trying to grow. Any time you’re pushing beyond what’s familiar....
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If you’ve been listening to this podcast for any length of time, you know I like to pull ideas from real situations… not theory, not hypotheticals, but things people are actually living through at work. This week’s episode came together exactly that way. I was scrolling LinkedIn and came across by about an engineer who had been stuck in a mid‑level role for more than thirty years. Thirty years. Not because this person wasn’t talented… not because they were lazy or disengaged… but because they focused exclusively on technical excellence and didn’t care what their managers...
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As we wrap up the year and head into the holiday season, many of you are taking a well‑deserved break—stepping back, recharging, and hopefully celebrating everything you’ve accomplished over the past twelve months. I’m doing the same. And even though I’m pausing new episodes for a bit, I still want to leave you with something meaningful to support your growth during this important stretch of the year. Because for a lot of professionals, the end of the year isn’t just about holidays and downtime. It’s also the season of annual reviews, performance conversations, and...
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I hope you’re finding a little space to breathe as we head into the final stretch of the year. This is the season when everything seems to converge at once—deadlines, holidays, planning for next year, and of course, the annual review cycle. And because I’m taking a few weeks off, I’m replaying some of my favorite past episodes that still feel incredibly relevant, especially right now. Today’s episode is one of those. Before we jump into it, I want to set the stage for why this particular topic—speaking with finesse—matters so much at this time of year. If you’re like...
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Hello everyone, and welcome back to the podcast. I hope you’re enjoying the holiday season and taking some time to recharge. I’m doing the same this week—stepping back for a little rest—but I didn’t want to leave you without an episode. So, I’m bringing back one of the most impactful conversations we’ve had on this show: Episode 73, Put Yourself In Their Shoes. It's all about one of the most underrated skills you can develop for both your career and even everyday life: the ability to understand the motivations of the people around you. It’s not necessarily about...
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We've all experienced it. You're at a training session or a professional meet-up or maybe you're wandering the expo hall at an industry conference. A bit of downtime leads to a quick exchange with the person next to you... five minutes of conversation, maybe ten if everyone’s particularly chatty. You swap LinkedIn profiles or trade business cards or even promise to follow up later. Then nothing happens. The moment ends, the event ends, and the relationship ends right along with it. But it doesn’t have to. Those tiny talking windows you slip through at conferences and workshops can evolve...
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I was talking with someone last week who’s been in the same role for years. Smart person; dependable; someone who always gets things across the finish line. Their question hit me hard because I’ve heard it so many times before: “Why do people who seem less competent than me keep getting promoted?” My answer was simple… and frustrating… and completely true. Advancement isn’t about competence; it’s about story. The people moving up aren’t always better at the work; they’re better at talking about the work. They’ve learned how to turn their accomplishments into a narrative...
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This is one of the toughest job markets we’ve seen in a long time. Every week, it feels like another company is announcing sweeping layoffs and tightening their roster. In , I talked through what to do if you suddenly find yourself on the wrong side of those decisions. This week, though, I want to shift the focus. Let’s talk about the moves you can make right now to put yourself in the strongest possible position to avoid being laid off. Nothing is guaranteed; no strategy is bulletproof; but the concepts we’ll cover today can help you protect your role and make yourself a far less...
info_outlineEvery leader has hit this crossroads at some point: a member of your team isn’t hitting the mark. You’ve coached, you’ve encouraged, you’ve given feedback—maybe even tried a few creative workarounds—and yet, nothing seems to stick. So now comes the tough question: do you double down and keep investing in their growth, or do you make the hard—but necessary—decision to help them move on? Today, we’re diving into one of the most uncomfortable yet crucial responsibilities in leadership: knowing when to coach up and when to coach out. And if you’re not a manager, don’t tune out just yet—understanding this process can give you a huge edge in your own career, helping you grow faster and avoid unexpected setbacks.
No one likes having the hard conversations, but as a leader, they are inevitable. When a team member isn’t reaching their potential, it’s your responsibility to coach them up. You’ve seen what they’re capable of—you know their strengths and possibilities—but it often takes patience, creativity, and persistence to help them break through self-doubt, inexperience, or gaps in skill. This kind of investment can transform a good employee into a great one. But sometimes, despite your best efforts, coaching up isn’t the right answer. That doesn’t mean the person is a failure; it simply means there’s a mismatch—between the role, the team’s needs, or even the culture—and the best outcome might be helping them find a position better aligned with their goals and abilities. Neither conversation is easy, yet the mark of strong leadership is facing them head-on rather than avoiding the discomfort.
If you’re a leader, your role is part coach, part mirror, and part compass. The mirror reflects reality—you show people where they’re excelling and where they’re struggling. The coach develops skills, offering feedback, resources, and encouragement. And the compass? It points the way forward, setting expectations and guiding direction. When it comes to coaching up, the first step is honesty. Don’t sugarcoat feedback—people can’t improve what they can’t see. But honesty alone isn’t enough. Without empathy, it feels like criticism. Pair your feedback with belief—belief that improvement is possible. Say things like, “I know this is a stretch, but I’ve seen you handle bigger challenges before,” or, “You’ve got strong instincts here—let’s work on building consistency.”
Next, define what success looks like. Be explicit about timelines, metrics, and outcomes. Vague coaching produces vague results, and no one wins there. And finally, remove roadblocks. Sometimes, performance issues aren’t about motivation—they’re about missing tools, unclear priorities, or overwhelming workloads. A great coach doesn’t just demand results—they create the conditions for success.
Now, let’s tackle the harder side: coaching out. It’s never fun. But keeping someone in a role where they’re not thriving isn’t compassion—it’s avoidance. The truth is, the longer you delay an honest conversation, the more harm it causes. The employee loses confidence, the team loses morale, and your credibility as a leader takes a hit.
Coaching out doesn’t have to be a blunt “you’re fired” moment. It can sound like this: “We’ve tried several paths to help you succeed in this role, and I know how hard you’ve worked. But I also see that you might be better suited for something different—maybe in another department, or even outside this company.” It’s never about blame. It’s about fit.
Some employees leave these conversations relieved; others may be surprised or frustrated. Either way, your responsibility is to preserve their dignity and provide support where possible—referrals, networking introductions, resume guidance. When you handle coaching out with integrity, you don’t just protect the company’s reputation—you enhance your own, building a reputation as a fair, trustworthy, and empathetic leader.
So how do you decide when to coach up and when to coach out? Think of it as a combination of potential, performance, and fit. Coach up when the employee shows capability, willingness to learn, and motivation—but just needs guidance, skills, or confidence to reach their potential. Provide clear feedback, set expectations, and remove obstacles so they can grow. Coach out when there’s a persistent mismatch between the role and the person—when skills, mindset, or alignment with team culture aren’t clicking despite your best efforts. Delaying the decision only prolongs frustration for everyone involved. By approaching these choices thoughtfully, you ensure your team stays productive, motivated, and engaged, and you reinforce your credibility as a leader who balances compassion with accountability.
Now let’s shift perspectives. If you’re an employee, here’s a career accelerator you don’t want to ignore: being coachable. That means listening with an open mind, resisting defensiveness, and treating feedback—even the tough kind—as an opportunity to grow. When you hear feedback, try asking questions like, “Can you give me an example of what that looks like?” or “What would great performance in this area look like to you?” Those questions signal maturity and a growth mindset.
Being coachable doesn’t mean being a pushover. It means committing to learning, even when the feedback stings. Remember: your manager’s job isn’t to make you comfortable; it’s to help you grow. And growth is often uncomfortable. So the next time your boss says, “We need to talk,” don’t assume the worst—it might be the best career opportunity you’ll get all year.
And sometimes… the conversation takes a different turn. Maybe your leader sits you down and says, “This role just isn’t the right fit for you.” That moment can feel crushing—but it doesn’t have to define you. Here’s what’s really happening: your leader is acknowledging that your strengths and the company’s needs aren’t fully aligned. That’s not failure—it’s information. What you do next determines whether this moment becomes a setback or a setup for something better.
Ask thoughtful questions: “Can you share what factors led to this decision?” “What do you think I do best?” “Do you have suggestions for where my skills might be a better fit?” Those conversations often open doors to new insights, referrals, or even internal transfers. Remember, being coached out isn’t the end of your story—it’s just a plot twist in the middle. And sometimes, it’s exactly the push you need to find the opportunity that fits who you’re becoming, not who you’ve been.
Whether you’re coaching or being coached, the magic happens when honesty meets empathy and strategy. Honesty brings clarity. Empathy keeps humanity at the center. Strategy ensures that decisions move both the team and the individual forward. When one of these elements is missing, everything starts to unravel. Honesty without empathy feels cold. Empathy without strategy feels directionless. Strategy without honesty feels manipulative. But when you bring all three together—that’s when real growth happens… for everyone involved.
Whether it’s coaching up or coaching out, these conversations are some of the toughest dynamics in the workplace. But how you handle them can be the most defining factor in your career—or in the success of your team. Handled poorly, they breed resentment, fear, or self-doubt. Handled well, they build trust, clarity, and growth—for everyone involved. Leaders, don’t shy away from these conversations; they shape the future of your team. Employees, don’t fear them; they shape the future of your career. Growth happens when both sides engage openly, honestly, and with intention.
If today’s episode helped you think differently about coaching—whether you’re giving it or receiving it—share it with someone who needs to hear it. Maybe a manager struggling with feedback, or a colleague navigating a tough performance review. And if you haven’t already, head to https://managingacareer.com/follow so you can subscribe to Managing A Career wherever you listen to podcasts. Your growth is your responsibility—and this show is here to make that journey easier, one episode at a time.