Developing Personalized Career Paths

I received an email from someone in their mid-20s, confused about their career. "Should I learn data science? Switch to product management? Start a side hustle?" I could sense they were looking for the one right answer that would solve everything. But there isn’t one. There is a strategy with a high success rate, though. Here’s what I told them: You could pursue what looks promising or the next big trend. Maybe you’ll succeed. But if it's not aligned with who you are, it won't stick. Even when you win, you risk feeling empty. Knowing what works for you is a long journey, filled with trials and errors. While you are in middle of figuring it out, invest in the one thing that compounds no matter where you end up: Yourself. Learn to write clearly. Work on your ability to handle stress. Read books that make you think differently. Take that public speaking course even though it terrifies you. I've seen this play out over 20 years: The people who go furthest aren't always the smartest or most talented. They're the ones who invested in becoming more resilient and clear-headed versions of themselves. And when opportunities came, they were ready. Not because they knew what they wanted. But because they had built themselves to be someone who could figure it out. So if you don't know what to pursue right now, pursue yourself. The journey will shape itself around you. Image via Justin Welsh.

The most dangerous career strategy in 2025: Following a path that worked for everyone before you. Over the last few weeks, my inbox has been flooded with messages of strife and anxiety from brilliant people blindsided by layoffs. To be honest, there is very little I can say to many. Most played the game of life perfectly. They went to great schools, got good grades, landed prestigious jobs, and worked hard. Their stories raises a critical question: What if it's not just specific jobs disappearing, but a fundamental flaw in how we've viewed careers and success? The linear world we've grown accustomed to is abruptly being disrupted. The ladders that guaranteed safety and success no longer hold their promise. For decades, we've operated under the belief that: → Business success comes from perfect execution → Career paths follow logical progression → Expertise can reliably predict the future My friend Gaetan recently said: "What if success was always more random than we wanted to believe? What if strategic planning was always more about the illusion of control than actual causality?" Navigating uncertainty now requires us to: → Judge the quality of our decisions not just results → Embrace uncertainty over false certainty → Recognize success as probabilistic For individuals navigating this shift: → Build skill portfolios, not linear paths → Combine skills uniquely; avoid single specialties → Design for uncertainty, not control → Test multiple career options → Adapt quickly; don’t chase perfection → Diversify income streams Following these principles won't just help you withstand career shocks, it makes you antifragile, allowing you to grow stronger from volatility and stress. The human cost of layoffs extends beyond financial insecurity; it's the painful realization that playing by the rules perfectly was never a guaranteed protection. Yet within this destabilizing reality lies a massive opportunity: to redefine success itself. Success shouldn't be a singular path to follow, but the freedom to create multiple paths of your own design. The true cost of clinging to old models isn't just stalling your career; it's missing the chance to discover who you might become when you stop following and start creating.

Deborah Liu was a long-time VP at Facebook where she built and launched multiple billion-dollar businesses, including Facebook Marketplace. Prior to Facebook, she was a Director at PayPal and eBay. She now serves on the board of Intuit and, for the past 3.5 years, has led Ancestry as CEO. In our conversation, we discuss: 🔸 Why you should PM your career like you PM your product 🔸 Advice for succeeding as an introvert 🔸 Strategies for incubating new products within large companies 🔸 Creating a successful 30-60-90-day plan 🔸 The pitfalls of perfectionism 🔸 The value of resilience and turning failures into stepping stones 🔸 How to leverage coaching in your career development 🔸 Much more Listen now 👇 - YouTube: https://lnkd.in/gvpRD46V - Spotify: https://lnkd.in/gqEQUcKQ - Apple: https://lnkd.in/gmNhk9f2 Some key takeaways: 1. Treat your career like a product roadmap. Start by defining your long-term career goals and envision where you want to be in 5 or 10 years. Break these goals down into smaller, actionable milestones, similar to setting quarterly objectives for a product. Develop a career plan that includes key skills to acquire, roles to target, and metrics for success. Regularly review and adjust this plan based on your progress and any new opportunities or changes in your industry. 2. Introverts need to learn to speak up. Whether you like it or not, the business world favors extraversion. So if you don’t share your opinions and market your wins, you’ll limit your career progression. If you’re a leader, focus on creating an inclusive environment where your entire team has an opportunity to speak up, not just those who are naturally confident in group settings. 3. If the idea of self-promotion makes you feel uncomfortable, consider changing your perspective on what this process achieves. Think about it as a way of advocating for your team’s needs and resources, or sharing important metrics you’ve all achieved. When we shift the focus from “This is about me” to “This helps everyone,” the value of self-promotion becomes far clearer—and much more palatable. 4. When starting a new role, create a structured 30-60-90-day plan: a. 30 days (listening and learning): Meet with as many team members and stakeholders as possible (aim for 50 to 60 people) to understand their perspectives, challenges, and wish lists. b. 60 days (aligning and planning): Based on your learnings, identify one or two areas where you can make a tangible impact in the short term. Develop a plan to address these areas and present it to your team. c. 90 days (execution and impact): Begin implementing the plans and changes that have been agreed upon. Focus on delivering quick wins to build credibility and demonstrate value. At the end of the 90 days, review your achievements and the feedback received.

What if leadership growth had less to do with new knowledge and more to do with new visibility? Most leaders don’t fail from lack of skill. They fall short of blind spots they never knew existed. That’s where AI is quietly reshaping leadership development. Here’s how this shift is redefining leadership growth: 1. Pattern recognition beyond perception AI identifies subtle tendencies across thousands of interactions, such as how you make decisions, delegate tasks, and drive impact. 2. Precision capability building There is no more generic “leadership training.” AI pinpoints where your strengths yield the most results and where minor adjustments can unlock far greater effectiveness. 3. Acceleration of impact A Harvard Kennedy School study highlights how data-driven leadership assessment is shifting organizations from subjective judgment to measurable growth, accelerating development outcomes across the board. 4. From self-image to self-awareness It’s no longer about how you think you lead, but how your leadership actually performs. 5. The blind spot paradox The most critical leadership gaps aren’t visible in reviews; they live in the unnoticed patterns of everyday decisions. AI makes the invisible visible. When your leadership reflection becomes data-driven, growth stops being random. It becomes intentional. If you could see one hidden pattern shaping your leadership today, what would you want the mirror to show? #LeadershipDevelopment #ExecutiveCoaching #LeadershipAssessment

More often than not, people who change jobs later admit they did it too early. They moved not because they had clarity, but because they were uncomfortable with not knowing. That discomfort is costing people their best career moves. If you feel restless at work but cannot yet articulate what you want instead, that is not a weakness. It may be the most strategically useful phase of your career. Here’s how to use it well: 1. Treat uncertainty as an expansion, not a gap When you stop forcing yourself to name the next role, you give your thinking room to widen. Instead of asking what job you want, ask where you have done your best work before and under what conditions. Patterns emerge when pressure lifts. 2. Learn to separate signals from fear Ambiguity makes everything louder, especially anxiety. Fear pushes you toward familiar roles that look good on paper. Curiosity shows up quietly in the work you lose track of time doing. One leads to safety. The other leads to direction. 3. Build your future around skills, not titles Titles lock you into narrow paths. Skills travel. Inventory what you are genuinely good at and where those capabilities could matter in different contexts. Then identify one or two skills worth deepening before you decide anything else. 4. Replace purpose statements with purposeful days Purpose rarely appears as a single sentence. It shows up in how you allocate your time, who you help consistently, and what you choose not to pursue. Alignment comes from daily decisions, not grand declarations. Career clarity is often iterative and occasionally messy. Rushing to resolve uncertainty usually trades short-term relief for long-term regret. If you are between chapters, resist the urge to force an answer. The uncertainty is not something to escape. It’s information worth listening to.

I’ve coached thousands of job seekers who felt lost and overwhelmed. Here are the 10 steps we start with to find the right path: 1. Your #1 Priority Clarity should be the first thing you invest in. It makes career success SO much easier (at every stage). When you have clarity, you can invest 100% of your energy into that goal. So before you start applying to jobs or grad school? Find your path. 2. The Myth Of “Passion” People think passion is a lightning bolt that suddenly hits you. One day you wake up knowing what you're supposed to do. That's BS. Passion stems from action. It's the result of trying new things. If you want to find your path? You need to act. 3. Map Out Your Ideal Lifestyle Career happiness doesn't come from a job title. It stems from the ability to meet your lifestyle needs: – Target salary – Ideal living situation – Surrounded by people you love – Work that fills your cup Start by defining all of these things. 4. Label Your Energy Next, grab a piece of paper. Make two columns: 1. Energy Creators 2. Energy Drainers Now list out every single activity, task, and project you've worked on. Label each as a creator or drainer. Your career path should be filled with energy creators. 5. Clarify Your Strengths Success is easier when your path plays to natural strengths. I recommend the High 5 Test. It's a 15 minute quiz that will define your top strengths. It'll tell you what each means and how to harness it. Talent: A natural way of thinking, feeling, behaving × Investment: Time spent practicing, developing your skills, or building a knowledge base = Strength: The ability to consistently provide near-perfect performance 6. Find People Doing "Cool" Stuff Now you've created clarity around your strengths, energy, and ideal lifestyle. Next, I want you to find people already living that life. Who has a job you admire? What jobs have seemed “cool” to you in the past? Make a list of 30+ contacts. 7. Reach Out & Learn Make a daily habit of reaching out to one person. Be honest about your situation and desire for clarity. Then make sure to build up their achievements and mention why you admire them. Here's the email template I used when I was on this journey: The Winning Template: Subject: Quick Question  Hi [Name], My name is [Your Name] and I came across your information on LinkedIn while I was looking for people who transitioned into [Industry/Field] from a non-traditional background. Your background is really impressive! I saw you do different fields and [Industry/Field] really piqued my interest. If you have a few minutes, I’d love to hear more about your journey and how you landed in your role today. I know that’s a big ask so no worries if it’s too much. I totally understand. Either way, hope you have a great rest of the week!  

Ever wondered how you can transform seasoned mid-level leaders into visionary senior leaders right within your organization? Here’s a compelling case study that might inspire you to rethink your approach. Imagine leading an executive presence intervention for a top-tier manufacturing unit within a global engineering giant. With 12 leaders, each boasting over 20 years of stellar performance, the challenge was clear: ignite their passion for growth and elevate their executive presence for high-stakes meetings and CXO conversations. The goal? Beyond refining their skills, we aimed to instill the gravitas needed to drive the organization’s vision and foster authentic leadership from the inside out. Here’s what we did: 1. Crafted a Six-Month Leadership Odyssey: Dynamic group coaching sessions fostered stronger bonds and deep trusting conversations. Leaders felt safe to open up and share their vulnerabilities, creating a powerful foundation for growth. A 100-day support process bridged virtual gaps. 2. Customized Coaching: Each leader received personalized coaching, enriched by insights about Fortune 100 CXOs. We focused on Executive Presence and applied innovative communication techniques to enhance their gravitas and presence in critical meetings. The Result? These leaders didn’t just evolve—they underwent a profound transformation into change agents who propelled the organization towards sustainable change and new heights of employee and customer-centric excellence. They embraced authentic leadership, leading with confidence and authority in every high-stakes meeting. What Can You Take Away? 1. Foster Deep Trust: Create an environment where leaders can open up and share their vulnerabilities. Deep trusting conversations are essential for authentic leadership and sustainable change. 2. Enhance Executive Presence: Equip your leaders with the skills and confidence needed to handle CXO conversations and high-stakes meetings with gravitas. Tailor interventions to build their presence from the inside out. 3. Embrace Inside Out Leadership: Focus on nurturing leadership qualities from within. Authentic leadership starts with understanding oneself and extends to how leaders engage and inspire others. 4. Drive Sustainable Change: Ensure your leadership programs are designed to create lasting impact. Invest in ongoing support and personalized coaching to facilitate long-term growth and transformation. Here’s to unleashing the incredible potential within your organization! #LeadershipDevelopment #SuccessionPlanning #ExecutivePresence #AuthenticLeadership #InsideOutLeadership #CXOConversations #HighStakesMeetings #TransformationalLeadership #SustainableChange #Impact #Gravitas

The secret to standing out isn’t being the best—it’s being different. You don’t need to compete with others on their terms; instead, build a unique combination of skills that only you can bring to the table. This is how you carve a path that’s uniquely yours. This is the advice I shared with young people who feel the pressure to be the “best.” Comparing yourself with others can be an exhausting downward spiral. Your uniqueness is your superpower. Rewrite the rules to work for you. When you’re starting out, carve out a niche. The more narrow it is, the easier it is to stand out and excel. Once you gain a foothold, you can broaden your skillset and expand your impact. Think of it as building a “skills stack.” The idea is simple but powerful: instead of trying to master one area, combine complementary skills from different domains. Each skill you acquire becomes a multiplier for the others. You don’t need to be the best at any single skill—being good at a unique combination is enough to make you stand out. Early in my career, I specialized as an economist. But over time, I recognized that solving complex problems required a multifaceted approach. So, I adapted: blending economics with history, financial markets with psychology, and finance with storytelling. This interdisciplinary approach allowed me to create my own game. Following my own path made work feel like a journey, not a competition. It kept me from getting lost in the trap of comparison. Start small: Choose a skill you’re curious about and think about how it could enhance what you already know. Over time, your stack will grow, making you uniquely equipped for opportunities no one else can match. The world doesn’t need more copies. It needs you, as you are. How are you building your own skills stack? And what advice would you give to those striving to be the best?

Marsha was in her 50s and hoping to make a career pivot. "Have I got chance?" she asked me. I'll tell you what I told her: Ageism in the job market is real. But, if you are prepared, you can overcome the obstacles. It had been years since she'd applied or interviewed for a job. We worked together on her resume, LinkedIn, networking, and interviewing to package her for the job she wanted. When she called to say she'd gotten an offer for a great new job in pharma, with a 30% pay increase, I was jumping up & down!! I want to be clear that this was not easy. It took a lot of focus. Here is the multi-pronged approach we worked on together: 🎯 Resume Strategy: ↳ Focus on impact ("Delivered $2M in savings" vs "25 years of experience") ↳ Go back no more than 15 years  ↳ Highlight current technical skills, leave off old ones ↳ Take the graduation year off all degrees ↳ Contact info should include only city, state (no street address) ↳ Ditch the AOL, and hotmail email addresses; they date you 🌐Networking Strategy: ↳ Reconnect with former colleagues & give them an update ↳ Practice talking about your skills and abilities ↳ Speak to others who've successfully overcome the age barrier ↳ Make sure your LinkedIn profile follows best practices ↳ Work toward 500+ connections ↳ Post and comment on LinkedIn weekly 🏢 Employer Strategy: ↳ Target 40-50 companies with age-diverse cultures ↳ Talk to people in similar roles & ask about key skills ↳ Ask HR/recruiters about their hiring process ↳ Follow each employer on social media to learn priorities 💡 Interview Strategy: ↳ Lead with energy and genuine interest ↳ Show you've done your research with deep preparation ↳ Be ready with stories that include cross-generational work ↳ Share examples of your adaptability and growth mindset ↳ Talk about new skills you've built and show you're on top of trends ↳ Communicate your experience working with diverse people 🤵🏼Personal Strategy: ↳ Take additional courses & certifications to keep your skills fresh ↳ Stay current in your field with podcasts and social media ↳ Make reasonable adjustments to your appearance ↳ Clothes should fit well and be current, but not "trendy" ↳ Avoid language that "dates" you (ask a trusted younger friend) Remember: You're not "overqualified" You have battle-tested wisdom. That, along with these strategies, will set you up as a strong candidate! ♻ Repost to help people who are facing ageism in their job search 🔔 Follow Sarah Baker Andrus for more strategic career insights

Most people think you have to choose. Build multiple careers OR be a present parent. Follow your purpose OR maintain stability. Create meaningful work OR have family time. Anu Sehgal chose differently. Entrepreneur. Author. Educator. Mom. She runs The Culture Tree. Creates children's books. Produces cultural programming. Leads community events. All rooted in heritage. All built around family. Here's what changed everything: A 2021 UK survey found 63% of workers had or planned portfolio careers. But most scatter their energy everywhere. They burn out before they break through. Anu's framework works differently: 1. Build from Identity, Not Aspiration Your strongest work comes from who you are. Not who you think you should become. Every one of Anu's ventures connects to her heritage and cultural education background. The work sustains her because it flows from core identity. Quick Fact: Research links strong professional identity to higher career satisfaction. Try this: Write down your three strongest identity markers. Build only from these foundations. 2. Let One Lane Seed the Next Don't reinvent yourself with each career. Expand from what's already working. Anu's progression: Entrepreneurial work → Writing → School partnerships → Cultural festivals. Each step built on the previous one. No energy wasted starting from zero. This is why her portfolio feels coherent instead of chaotic. Try this: Before launching anything new, ask "How does this connect to what I already do well?" 3. Use Structure to Protect What Matters Portfolio careers need boundaries, not balance. Anu manages multiple ventures while raising children through: • Non-negotiable family routines • Disciplined project timelines • Saying yes only to mission-aligned work "It's all about balance and knowing what to prioritize at each stage." Quick Fact: Studies show boundaries drive career success and satisfaction. Try this: Block your family time first. Build everything else around it. 4. Test in Seasons, Not Sprints Most people try to launch everything simultaneously. They overwhelm themselves before anything takes root. Smart approach: Test one potential career per quarter. Give it 90 days of focused attention. Measure real traction, not just excitement. Only add the next career when the current one runs sustainably. Try this: Pick one new direction to test this quarter. Ignore all other opportunities until you have data. The choice between meaningful work and family life is false. You just need the right system. ♻️ Share this with someone juggling multiple dreams 🔔 Follow Kabir Sehgal for more insights