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NEWS & INSIGHTS
Insights on Career Reinvention & Strategy
Actionable career strategies for professionals ready to level up. Land executive roles, reinvent your career, build your business, and create more impact- from the team that does this every day.
LATEST INSIGHTS


THE LEAP LIBRARY
Ideas That Change Careers
Explore practical insights and proven strategies on leadership, career reinvention, personal branding, networking, portfolio careers, and the future of work.
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How Mike Fisher Stopped Starting Over: The Skills You Built May Be the Key to Your Next Chapter
Your next career move may not require a new identity. It may require seeing the value in the one you already built. We’ll Discover Why career transitions are often less about starting over and more about recognizing transferable skills. How unlearning can be just as important as learning when you move into a new environment. Why the hidden market rewards people who are known for something specific. What leadership, resilience, focus, and adaptability have in common across ver
11 min read


5 Signs A Portfolio Career Is Right For You
We’ll Discover: How does a portfolio career work, and why is it such a benefit? How can you try something new while in your current career? What is the goal of a portfolio career? What if the next stage of your career isn't another job, another promotion, or another title? What if it is a portfolio of work that gives you more freedom to use everything you've learned? I talk to a lot of accomplished professionals who feel caught between two worlds. They are not ready to stop w
5 min read


Tom Cortese On Turning A $400K Idea Into An $8.1 Billion Public Company
Sometimes the hardest career move is leaving the thing you spent years proving you could build. We’ll Discover: Why even your greatest career success can become a constraint when it no longer fits what you want next. How relationships, reputation, curiosity, and experimentation can create opportunities that a traditional job search never will. Why you do not always need to know what comes next before you know it is time to move. How failure and uncertainty can become valuable
7 min read


Feeling Stuck In Your Career? Your Success May Be The Reason
We’ll Discover: The hidden downside of becoming too successful at what you do. Why your reputation may be opening all the wrong doors. The question high achievers rarely stop to ask (and why answering it could completely change what you choose to do next.) What if the very things that made you successful are now making it harder to imagine what comes next? It’s a question I’ve been thinking about a lot because I see it in some of the most accomplished people I work with. Th
6 min read


5 Signs Your Personal Brand No Longer Matches Where Your Career Is Going
We’ll Discover: Why a strong reputation may actually hold you back. Why your personal brand may evolve when you aren’t even thinking about it. How your personal brand may change with you throughout your career. Your personal brand can work perfectly for the career you built and still hold you back from the career you want next. I see this often with accomplished leaders. They have years of experience, a strong reputation, impressive results, and a network that knows exactly
5 min read


Stop Reinventing Everything. Your Next Leap May Be An Evolution.
We’ll Discover: How Sir Richard Harpin, co-founder of HomeServe, nearly lost the company that he started with £50,000, and then grew into a global business before selling it for more than £4 billion. Why sometimes small intentional changes can make the biggest difference in your evolution. Why clarity about what you want next is such an important step to success. What if your next leap doesn't require starting over? What if it requires taking what you've already built and u
6 min read


When Your Resume Looks Better Than Your Career Feels
We’ll Discover: Why does a successful resume not necessarily tell the whole story? How can you stay where you’re at and stay fulfilled in your job? Why you need to ask yourself the question: “What do I want my experience to make possible now?” There is a particular kind of career uncertainty that is difficult to explain because, from the outside, everything looks right. The title is impressive. The compensation is strong. The company has a good reputation. The résumé tells a
7 min read


We Talk About Leaving As The Risky Decision. Sometimes Staying Is Riskier.
We’ll Discover: Why staying in the comfort of your current role can be riskier. Why career security is about building your future and not just protecting your current job. Why you should ask yourself, “What happens if nothing changes?” We tend to talk about leaving a job as though it is automatically the brave, risky choice. You’re giving up the familiar company. The compensation. The relationships. The reputation you built. The certainty of knowing exactly what you're doin
6 min read


You Don't Ever Really "Arrive" In Your Career. You Just Get Different Problems.
We’ll Discover: $70M in revenue (and 90 days from potentially losing it all). Why reaching the top doesn’t feel the way you think it will. The #1 mistake high achievers make when they interpret uncertainty as failure. We spend a lot of time talking about the next level. The next promotion. The bigger company. The larger team. The higher compensation. The entrepreneurial milestone that finally makes you feel like you've made it. But what happens when you get there, and you sti
7 min read


You Didn't Work This Hard To Feel Trapped
We’ll Discover: Do you see your experience as an asset? If not, we’ll explore why this is true. Do you take action before you’re certain? We’ll look at why you should and how this can benefit you. Why your reputation matters so greatly and acts as a building block. Why it’s all about how you tell your story to get you to what’s next. There is a moment in many careers when you realize you have been operating with far more experience than you have been giving yourself credit
6 min read


Your Career Is No Longer Just a Job. It's an Economy You Build.
We’ll Discover: Do you feel that the traditional career model is the only way? Learn why that is not the case anymore. Why and how does career reinvention happen as a slow process? Why the experience you have built is your greatest asset. What does it mean to build your own “career economy” and why that matters so greatly. What happens when you stop thinking about your career as something an employer manages and start thinking about it as something you build? When I started
6 min read


Play The Long Game: The Career Lesson I Took From Manu Sai Bhakshi
The best opportunities often come from relationships you built long before you needed them. There’s something about Manu Sai Bhakshi’s career story that stayed with me after our conversation. It isn’t just that he went from arriving in New York with $2,500, struggling to find a job, and eventually building a career in hedge fund recruiting and talent advisory. It’s how he did it. He played the long game. And in a world where we’re constantly being told to move faster, build o
4 min read


The Biggest Myth About Career Change
We’ll Discover: Why does clarity matter so much, and how do you get it? How career change can happen slowly, and why this may be more effective. Do you feel uncertain about the change? Find out why that may be a good thing. The biggest myth about career change is that you need to know exactly what you want before you make a move. I see this all the time with accomplished professionals who know something needs to change, but they can't quite articulate what they want instead.
6 min read


The Higher You Go, the Less Your Title Tells the Story
We’ll Discover: Why inconsistency in job titles is a reality, and why that may not matter. What does your title really communicate about you? Why is it more important to focus on your outcomes than anything else? Why your next opportunity needs to understand the impact and value that you have more than anything else. The more senior you become, the less your job title tells someone about what you actually do. A Vice President at one company might lead a 20-person function.
6 min read


Stop Looking for Your Dream Job. Start Building It.
We’ll Discover: Why does a job description not work for every type of role? How can you create the next chapter and the impact you will have? How to reframe your thinking about career change. Have you thought about who you are becoming? Learn how to focus your efforts on this and how it can help you. What if your dream job doesn't exist? Not because you haven't found it yet. Because it may not exist yet. We spend so much time searching for the right job title, the right comp
5 min read


How Executive Personal Brands Are Really Built
We’ll Discover: Is your brand telling the story of who you are today… or who you used to be? Why being great isn’t enough if the right people don’t know it. What makes someone unforgettable (and how do you become that person)? There is a lot of advice about building a personal brand. Post more. Be visible. Optimize your LinkedIn profile. Share your expertise. All of those things can help. But they aren't the brand. Your executive personal brand is what people believe about yo
5 min read


The Career Move That Looks Risky May Actually Be the Safer One
We’ll Discover: Is your comfort zone actually holding you back? Why the safest choice may not be as safe as it feels. The hidden risk of staying put. What could it cost you to keep doing what you’ve always done? Why your next career move shouldn’t be a reaction. How thinking a few moves ahead can completely change your trajectory. How much risk is actually right for you? Find the sweet spot between playing it too safe and taking a leap you’re not ready for. We talk about leav
5 min read


You Don’t Need a New Career. You May Need a New Way of Seeing Yourself.
We’ll Discover: Stuck… or on the edge of a breakthrough? Who are you when your old identity no longer fits? Is your next chapter already hiding in plain sight? What if I told you you're not stuck in the wrong career, you're just stuck in an old version of yourself? I’ve had conversations with a lot of accomplished professionals who tell me they feel stuck, and often the first thing they say is some version of, “I don’t know what I want to do next.” But when we start talking a
5 min read


You Think You’re Starting Over. You’re Actually Starting Ahead.
We’ll Discover: Why your next step looks nothing like the path you imagined. Why the twists and turns in your career may actually be your biggest advantage. The value you’ve built along the way that you may be completely overlooking. And how the most unexpected parts of your experience may hold the clue to what’s next. There was a point when I looked at my career and thought, How am I ever going to explain this? I had been an F-16 flight instructor in the Israeli Air Force. A
7 min read


What If Your Next Leap Isn’t Up?
We’ll Discover: Why the career ladder you’ve been climbing may no longer be the one you want. Why your definition of success can shift dramatically (and what matters more now). Why the career you once envisioned may no longer fit the person you’ve become. Why that “next big role” you’ve been chasing may suddenly feel… irrelevant. And most importantly: how to rethink what’s next before the world decides for you. What if the next level of your career doesn't come with a bigger
5 min read
AS FEATURED IN
Leap Academy in the press
From Forbes to Entrepreneur, our work is recognized globally for helping leaders navigate career reinvention, executive growth, and the changing world of work.
ON THE MIC
Guest podcast appearances
Ilana appears as a guest speaker on many podcasts, sharing her approach to reinvention, career, and the future of work. Here are a few of our favorites.

Becoming Undone with Dr. Toby Brooks
Ilana Golan: Turning Setbacks into Success with Strategic Career Leaps
58 MIN

Mick Unplugged with Mick Hunt
Ilana Golan: The Power of Adaptability
37 MIN
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