Breaking Barriers & Building Brands: From the Israeli Air Force to Entrepreneurial Success

Brief Summary
In this episode of On The Homefront, Jeff Dudan sits down with Ilana Golan, a trailblazing former Israeli Air Force commander, Silicon Valley entrepreneur, and the visionary behind Leap Academy. Together, they unpack Ilana’s extraordinary journey—from selling pens as a child and instructing F-16 pilots, to being betrayed by a co-founder and building one of America’s fastest-growing career transformation companies. Ilana shares lessons in resilience, reinvention, and how personal branding and clarity are the keys to future-proofing your career in today’s ever-changing landscape.
Key Takeaways
- Reinvention Starts with Clarity: Most people feel stuck not because they lack ability, but because they lack direction. Ilana’s method starts with gaining clarity on values, strengths, and desires.
- Your Career is an Experiment: Ilana reframes career progression as a series of small experiments, not permanent decisions. This mindset reduces fear and accelerates growth.
- Leap Academy Was Born from a Crisis: After being kicked out of her startup by a co-founder, Ilana hit rock bottom—then promised to create a roadmap to help others navigate similar transitions.
- Personal Branding is Non-Negotiable: Whether you're an entrepreneur or climbing the corporate ladder, building a digital presence is essential to becoming visible, credible, and referable.
- The Hidden Job Market Is Real: Most executive roles are filled through networks, not job boards. Building your brand and relationships makes you top-of-mind when opportunities arise.
- Portfolio Careers Are the Future: Diversified income streams—consulting, board seats, advisory roles—are key to stability and freedom in the modern career landscape.
Featured Quote
“It’s not about what we make—it’s about what we make possible.” – Ilana Golan
TRANSCRIPT
From IDF Commander to Career Coach: Meet Ilana Golan
Jeff Dudan (00:03.712)
Welcome everybody. This is Jeff Duden and you are on the home front and I have a very special guest today. I can't tell you how old of friends we are. It's at least three hours. We have today with us Ileana Golan. Ileana broke barriers as a commander in the IDF in the Air Force.
Ilana Golan (00:15.8)
you
Jeff Dudan (00:27.742)
training F -16 fighter pilot. She's an engineer. She's an entrepreneur. She's a Silicon Valley investor, and I do believe an insider. And today is the CEO of Leap Academy, which is one of the fastest growing award winning businesses for helping people transition their careers. Ileana, how did I do?
Ilana Golan (00:45.779)
wow, you did fantastic. Thank you, Jeff.
Jeff Dudan (00:48.32)
Well, I mean, you wrote the story. I just had to read it. It is so great to have you on. I'm so excited to have you on. And we're very similar in the work that we do, which is really helping people transition from whatever their current state is, is it their current state or is it their current constraints and giving them tools and tactics and opportunities to build a better life for those people they care about. I would love to start because you have such a rich history.
Ilana Golan (00:51.507)
Ha
Selling Pens at Age 5: Ilana’s First Taste of Entrepreneurship
Jeff Dudan (01:16.93)
Can you tell us a little bit about how you grew up?
Ilana Golan (01:20.158)
I love that, Jeff. And yes, we share so much of the same things. We just want to see people become the best version of themselves, which is so incredible. But I will take you back in time. And as a kid, guess, I think I was always I was actually a shy kid. So if I'm being really honest, I was very shy. I had huge bunny teeth, you know, like I was just like.
Jeff Dudan (01:25.142)
Yes.
Ilana Golan (01:47.886)
I was very, you know, it took me time to get out of my shell a little bit. But I did have a little bit of that entrepreneurial thing in me, I think from a very early age, at age probably about four or five. My parents weren't at home, which I still don't know why at age four or five they weren't at home. But I decided to take a bunch of their stuff and put a big box in front of the house and sell them.
Jeff Dudan (02:15.298)
you had a moving sail, but you weren't moving.
Ilana Golan (02:17.71)
Hey, we were not moving. So my parents came back. They were like, what just happened to all our pens, all our stuff? Where did it go? And I looked at them and showed them how much money I made. And it was obviously very little, but I was very proud. So there was a little bit of that, Jeff.
Jeff Dudan (02:35.468)
Well, you had a very low cost basis in your inventory.
Ilana Golan (02:38.478)
Exactly. Yeah. And there wasn't really a lot to sell because I mean, we came from, you know, I mean, we were never poor by any standards, but we grew up basic, you know, there was like one toy, one thing that you do, you go to school. So it was very basic, but I had everything I needed.
Jeff Dudan (02:59.66)
That's outstanding. And then you went to university in Israel.
Ilana Golan (03:04.172)
Yes. So before the university, I went to the military. So we do have a compulsory military in Israel. I stumbled upon one of the best roles a person can get. I think there was some luck in there for sure. And I became an F -16 flight instructor or flight instructor. And we were basically teaching because women actually had a pretty
glass ceiling there in terms of not being able to be real combat pilots and commanders in my squad. We essentially had this barrier. So the only possibility for me to eventually go into is to train pilots. And that was an incredible experience, incredible school. Being able to learn how to talk to people that have twice your age, or dozens of times your experience.
is a very humbling but very, you know, educating experience.
Jeff Dudan (04:05.526)
fundamentally the training that you must have had, and this was prior to university, must have set you up for disciplines and regiments and guidelines and approaches and ways of thinking. How did your time in the military lead you to become an engineering student?
Becoming an F-16 Flight Instructor in a Male-Dominated Role
Ilana Golan (04:26.212)
it's such a great question. mean, first of all, it teaches you to touch things that are bigger than anything that you've done before, right? And I think that's a very humbling experience. You're literally in the military, you're thrown in the water and you hope that you're actually gonna swim. And like you said, it comes with very basic training. You're kind of slammed into it.
And at that point you need to suddenly, you know, I suddenly realized that my mission in life is to train these pilots to defend my country and come home safe. And I'm doing this all through technology. So even though I, till I think age 18, I actually fell in love with being in medical school and being a doctor, that was kind of my dream. In the military, it all flipped and I fell in love with technology and what we can actually make possible with technology. And that's what kind of took me into engineering.
Jeff Dudan (05:24.77)
I heard a statistic that engineers are represent 40 % of the world's billionaires. I have a I have a so you're you're probably one of them. But, you know, I have a getting on the way and I have my youngest is an engineering student material science and he just loves solving problems. He loves creating processes, putting his hands on things almost.
Ilana Golan (05:36.398)
Getting there.
Jeff Dudan (05:52.438)
You know, he's built businesses when he was in high school. He had a pressure washing business called Two Bros and a Hose. And they would make a lot of money on a weekend pressure washing. But as soon as he stopped buying equipment and figuring out how the truck work and the pumps worked and all of that, he lost interest in it. Because for him, was about creating the process and the technology and the ability to do it. so you're an engineering student.
Ilana Golan (06:03.586)
Well.
Ilana Golan (06:10.19)
Hmm.
Jeff Dudan (06:21.876)
And did you have any inkling how entrepreneurial you were at that time?
Ilana Golan (06:28.324)
absolutely not. And I think entrepreneurship wasn't even a thing, at least not when I grew up. It wasn't, the word didn't exist for sure. And, you know, I don't think it was really a thing. I think we were just trying to tap into what this computer thing is. I'm dating myself here a little bit. But first of all, I think you're right. Like engineering school teaches you to take a big problem and break it down to smaller chunks that you can actually like start chewing on.
And I think that's a really interesting thing because that's what you need to do in entrepreneurship or anything, even in corporate, right? You take this big vision and now the question is, and again, you can decide to get overwhelmed, which we sometimes do too, or you can actually chunk it down and say, okay, there's a bite -sized piece to this and I can start doing this. The interesting thing is because of my military, I got, again, kind of lucky because I did become the first
to ever become a commander in that squad. So I did kind of break that barrier and that created a little bit of a wave in Israel. So people kind of knew me and that, you know, that helped a little bit. So when I started studying engineering, actually in the very first semester, Intel came and snatched me. So I always laugh that they probably stole me so that somebody else will not steal me, but I don't care why, but I barely knew any coding and I was already an Intel. So there was a little advantage there.
But I think again, there was this pattern of taking a big vision, a big thing, and how to even get started because at the end of the day, you're talking to a machine and you need to give bite sizes to the machine. And if you can't give a bite size to the machine, it will not understand. So I think it really started this entrepreneur. It wasn't an entrepreneur, I can't even say that, but it started and I understood that my... love coding.
but where I get really, really good is that combination of actually being client -facing or human -facing with that understanding of business. And that became kind of that zone of genius. And I think then my question became, where can I find more of that? Where can I do more of that? Not just the coding piece, but also understanding the whole vision of what's possible.
Jeff Dudan (08:48.14)
So as you were a commander, that the, and you got some recognition for that. Did you, was that the first time that you maybe were up in front of people or maybe getting awards or, you know, just really being recognized as somebody that, you know, can break down barriers, has done something that other people haven't done before. Like what kind of impact was that on your confidence as you went forward? Because you're,
Your journey just is just full of bold, confident type steps, just one after another. Did you really gain that first sense of, hey, I can take on a challenge and win it from your time there?
Ilana Golan (09:32.94)
I think so. So I think I touched leadership probably as kind of head of school somewhere around senior year. So that was my first leadership touch. But when I got into the military, think this is where suddenly I realized, first of all, I realized that I was very determined to prove to everyone that we can do this. So even though they put
women and they're guarding them so they won't go beyond enemy lines. And there were all these reasoning, but we can get really, really good at this. And that was a very determined to at least try to prove it. And so I think that when you, you know, suddenly they opened the door and I became the first commander, I think it just created this, you know what, you can actually dream big and sometimes it will actually make it happen. And I think there was something really beautiful about it. And I'm sure.
It's motivated me in a whole different level in the future. I don't, I'm an only child. I see.
Jeff Dudan (10:34.466)
Do you have brothers or sisters? You don't? Okay. Well, there you go. Now, did Intel bring you to the United States?
Ilana Golan (10:43.572)
No, so that's also another funny story. I love traveling and that's been in my blood. And I traveled after the military before I got into Intel, I traveled alone, which I think was also something that usually women don't do alone. It was basically all over Thailand, India, Nepal. And I think even just traveling alone teaches you so much about
unpredictable challenges and, you know, like dealing with things on your own. Suddenly you're sick. What happens? Like there's like things that you need to deal with that are not easy. So I had to deal with all these things. I think it also really boiled me, know, and prepared me for what's coming. And I think it teaches you independence. So in Intel, after about five years there, I realized that I actually want to
travel the world. That's when I met my 2B husband and we decided to go hiking and biking around the world for about nine months. And actually the last area was where we're landing in the US. I originally was born in Utah. So even though I moved to Israel really early on, but I was born in Utah. So I was lucky enough to actually be able to find a job here pretty quick.
was an Israeli startup and that would started my startup journey, I guess.
Jeff Dudan (12:16.288)
I'd like to talk a little bit about that startup because I think and I've been involved in one where it was a it was a Swedish company and they were rolling out a product in the United States and it was amazing to me to see how tone deaf they were about the US market thinking that their product as it was in Sweden was going to just be adopted in the US and it needed so much refinement and it needed the complete rebuild and it just
It didn't contemplate market conditions. Does any of that resonate with your startup?
Ilana Golan (12:51.854)
was laughing out loud because there was like tick the box, tick the box, tick the box. Yes. So first of all, yes, it was actually funny because on behalf of Intel, I actually acquired a Swedish company and we morphed it and became an Intel product. But when I came to the US, I think it shocked me. Again, I'll say two things. The first startup that I was in was already a kind of more established.
And so I think I, and I was, think too much down the layers to really notice. The second startup was basically I was founding the company here in the U .S. And it was interesting because I met them in Israel. It sounded like.
This is a moneymaker. All you need to do is come and collect the cash. So I came and the cash was not coming because it was completely not what we needed for this market. It's something that looked really good 5 ,000 miles away, but completely not relevant for this market. And it was a complete revamp. And I'll say another thing, Jeff, I think it's also very hard.
to explain what we're seeing on this side of the world where they have this massive certainty that what they built is the best thing since sliced bread. But they're sitting 5 ,000 miles away dreaming about all this cash that is coming in and you're looking and they're like, I'm meeting Cisco, I'm leaning HB, I'm leaning on, they're not gonna buy this. So either we morph this damn thing or we have a problem. And that was like a really interesting realization about market fit, about
Jeff Dudan (14:04.438)
Right.
Ilana Golan (14:24.418)
how to communicate. I I learned so much from that Jeff.
Jeff Dudan (14:29.186)
Can you share at all what the product was or if not the product itself, what segment it was in?
Ilana Golan (14:34.806)
Yeah, yeah. So it was basically big automation. And the idea was basically, if you think of, I don't know, like a T -Mobile, right? It needs to make a phone call from New Jersey all the way to California, right? Like, how do you automate a million phone calls and make sure that they come on time? Or, you know, like something along these lines, like, if there's like a...
a Superball, how do you make sure the ad will actually come to everybody at the same time because you don't want people to see the ads in different moments and to see the Superball in different moments. So how do you validate all these big systems? It was a fascinating product, but initially it was kind of more of a lab, it was kind of more very tight verification things that just didn't...
didn't pan out, like it wasn't what people needed here. And I think there's also just different, you know, people here have certain staffing and, you know, they rather bring somebody in -house to code and not lean on a third party, the IP is not there. So there were all these assumptions of the behavior of the client, which we needed to completely change.
Jeff Dudan (15:48.396)
Yeah, we sure do fall in love with our own products, don't we?
Ilana Golan (15:51.4)
but that's a beautiful part about founders, right? Like we have to fall in love, but we also need to listen, which is an interesting balance.
Jeff Dudan (15:55.767)
Yeah.
Jeff Dudan (15:59.042)
Yeah, yeah, it starts as a love story and then it turns into, like any relationship, needs communication both ways.
Ilana Golan (16:09.376)
Yeah, and I think that's also taught me to communicate because I think, you know, if you come from, know better and it becomes a head -to -head conversation, it's really, really hard. When you come and basically sit on their side of the table, but and say, look, this is what I'm seeing. Here's the things you want, you we can, and you bring the proof, you explain. For them, it's an emotional thing, right? You're actually bashing their baby.
Jeff Dudan (16:35.072)
Right.
Ilana Golan (16:35.83)
You know, once you understand some of these little things about communication, I think you know how to move people's minds a lot better, which is also a big trait that I feel like I needed to learn. But it was golden. It was really golden. Yeah.
Jeff Dudan (16:52.684)
You had another stop or two and at some point you were focusing on investing in tech startups.
Ilana Golan (16:59.872)
Yeah, not yet, but if you want a little bit drama in the show, I can tell a little bit of drama. Because before, quite before that, so here's the thing, was in this company that I was in, I was already kind of climbing up the ladder, already vice president, so really kind of, I ticked a lot of boxes.
Jeff Dudan (17:07.424)
Yeah, I'd love to hear it.
Ilana Golan (17:23.906)
But I had no life. Like I was flying all the time. Every single week I'm in a different place. All red eyes, always, you know, saving cash. The biggest thing was how many red eyes can I do without taking a shower once? I mean, it was really disgusting. But at the end of the day, you know, at some point I was like, you know what, maybe this is not driving me anymore. Like I've been there for five years. Like I feel there's more to me. What can I do to get better?
And at that point, a friend of mine, actually somebody I knew for like 20 years came to me and said, hey, Lana, let's start a company together. And I got so excited, Jeff. Like, it was just like, my God, this is going to be a dream. So we worked on this company day and night. was, you know, and at that point we also raised some capital and even that went really fast. So I have to admit because our founder story made sense that we pushed this really far.
there was like kind of the Silicon Valley dream, right? $800 ,000, they were evaluating our little baby at 5 million almost. And I remember looking at this document and I'm like, my God, like, how did I get this lucky? And so at that point, I parted ways from my vice president role. You I wanted to make sure everybody understands that I'm not running away because I founded this site. So I wanted to make sure, you know, everybody's set.
And I moved to this new baby, but within exactly 24 hours, my co -founder decided to take the money, throw me out of the business and I was left with nothing. So no job, no salary, no company, no investment. And I think the worst part, Jeff, is that the ego was down the drain. It was totally crashed. And it was suddenly I realized that I gave for the last
20 years, everything to the company that I was with, but I never built myself. I was inevitably, I got complete nobody outside. And I think that was a huge, really hard realization. And for somebody really driven, I think we always know what's next. Like we always know like everything is scripted in my life. Like I always knew kind of what's coming. And suddenly there was this...
Ilana Golan (19:32.738)
big void. Like I wasn't even sure if I'm looking for a job or looking for to start a business or I'm looking at co -founder, I'm looking for events. honestly, Jeff, at that point I was like, where am I even heading? And that was my... Yeah, pretty much. I mean, I'm to start a similar company and I'm going to show him or whatever. Like, you know, because at that point you're just like, I was at the bottom of my barrel, Jeff. I was so...
Jeff Dudan (19:45.132)
Did you say revenge?
Right. So doing is doing.
Yeah.
Ilana Golan (20:00.846)
It was a really hard moment. And I think the hardest thing is that I told everybody. So I felt like my ego was down the drain. what do I tell to people now? Like that I'm a nobody and I don't know where I'm going. And like it just threw me off. I knew I could always go back to that company that I was vice president, but there was a reason why I left in the first place. So the question is, what do do now? And that was a really, really hard, I mean, we can talk about it, but that was a spiraling for about a good time.
Eventually, I did start a tech startup. It was acquired and that's how I became an investor. But it was not without a lot of drama.
Jeff Dudan (20:39.49)
Yeah, I'm interested if you go back to that point in time, a 20 year career, very successful, highly sought after, probably got calls from recruiters every single day to come and do this or to do that. You decide on an opportunity, you take that leap. It doesn't work out. And at that point, it was probably a good opportunity to do some soul searching about your beliefs and your values and your fundamentals.
Is there anything that you could share that you very intentionally changed about the way that you thought?
Ilana Golan (21:16.302)
It's a great question because I think some of these questions took me a long time to even come with the question because I think sometimes you're so down yourself that it's you're not even coming up with the right questions in your head. So for me, if I'm being really honest, Jeff, my main question is how the hell did I become such a failure? It's amazing how fast we forget 20 years of success and we go right into
How did this become my life? Like how, and it's, it impacted my sleep, it impacted how I wake up, it impacted my relationship with my husband, it impacted, I was snappy at my kids. I'm never snappy at my kids. I mean, I was just, you know, and it was amazing, Jeff, what's hardest about it as a mom, like I was finally having, I had all the time in the world to spend with them. It was the first time in forever that I wasn't flying every other week.
And I wasn't present. I was grouchy. I was annoying. Like I was a fraction of who I could be. to a long story short, think first of all, I realized how hard this was. And at that point, I probably Googled every little like, how do you find your passion? Why do you find your next career direction? Like I Googled everything possible, checked every TED Talk.
But it was either very motivational, like, who, who, you can do it. And I'm like, I know I can do it. I'm like so motivated, but I just don't know what and how. Or it was done by people that didn't really inspire me without hurting anybody, you know, listening. But really it just wasn't, you know, if I already looked at kind of my career trajectory, I knew there was a lot more, but I need to be inspired by somebody that has done some big things. And at that point, I promised myself that if I ever figure this out, Jeff, I gonna...
tell the world how because that was a really hard moment. So I don't know if I had really good questions. The questions came later. So I think once I realized that slowly I got myself back on, you know, and started leaping again and again, suddenly the questions came back and I said, how were, how was I never intentional strategic about my career? Why did I never, you know, really go into the driver's seat?
Ilana Golan (23:31.444)
Why did I never build my personal brand? Because that's so fundamental. All these questions suddenly came back, but it was only once I recovered. was really, really hard to... When you're inside the jar, it's hard to read your own label. And I could not read anything.
Jeff Dudan (23:47.808)
Hmm.
So many great businesses are created by personal experience and oftentimes personal crisis, a problem that somebody has that you can't believe that it hasn't been solved before. How did that experience lead you ultimately to create Leap Academy?
Ilana Golan (24:06.334)
I mean, that was exactly where I promised myself. know, I mean, I and the truth is, Jeff, initially, I thought maybe I just going to create this little thing, you know, we're just going to make it like on the side. Twenty thousand dollars the first year. You know, I just going to maybe there's just not enough people that going to run into this problem. But I was really curious if I was the only.
crazy person that ran into this or is this really common? Because I felt like this should be really common in today's world. And I was wondering about it. the first year we made not 20K, but a quarter of a million and we skyrocketed from there. And now you're right, we're one of the fastest growing companies in America and I'm...
And again, for me, it's not the numbers, it's the numbers of lives that we can save. It's the level of coaches that I can bring on. It's the level of support and branding and community that we can create for each other to open each other's doors and to create this hidden market. And that's what I'm proud of. But it all came from that point of, know, from that low moment in my life when I really lost everything. And I think
You know, to somebody listening, if they're running into this similar situation, I'll just say to you, like, seriously, like, sometimes this is exactly the muscle you need to go through right now in order to create the best version of yourself. So if you are going through a really tough moment, if you are lost, this could be very well the muscle that you need to build in order to create a different tomorrow. But I will also say,
You know, I one of the lessons that I got from there is to stop going through this alone, Jeff. So I went and grinded through this. And right now, I probably have like six coaches on different things. We talked about one of them, you know what saying? Like, I have somebody helping me with a podcast. I have people helping me with LinkedIn and Instagram. I have people helping me with the business. have people, you know, it's like I am done going through this alone, Jeff. It's always takes you, you know, You always gonna
Ilana Golan (26:14.38)
have a ceiling, you know, like I am now such a big believer in finding the people that have walked the walk and take them there. Like you, Jeff, if I need a franchise, I am calling Mr. Jeff. Like, seriously, like, why would you even try to figure this out all on your own? Like you always gonna, it's never gonna work out.
Jeff Dudan (26:36.822)
The collaboration is a catalyst. It's a catalyst to an outcome. It's a catalyst to a win -win situation. you could say, well, this is a vendor situation or whatever. ultimately, finding the right who's, and Dan Sullivan with Strategic Coach, I don't know if you've been in Coach, but nothing new without a who. And it's finding the right people because it's too
It's too expensive in terms of time to figure everything out from the beginning.
Ilana Golan (27:14.542)
I'll take it even further, Jeff. I will say the biggest cost in your life is the money you're not making, period. It's not just the time, it's the money that you're not making. What if I started Leap Academy five years ago or 10 years ago? We would be a billion dollar company now. So there is also a cost to not taking action and that cost is really, really, really high. So I would just say that.
Jeff Dudan (27:20.268)
Hmm.
Jeff Dudan (27:40.355)
What is the impact that you aspire to make with Leap Academy?
Ilana Golan (27:45.514)
Oof. So I will answer it in two phases. I mean, in the general sense, I just want to take driven people that know that there's more to them. They might be feeling stuck. They might be feeling that there's more to their life, but they just don't know what. And first of all, we want to figure out what that is. And then we really want to help them get there. Right.
And to get there, we might also lean on partners to get there faster, right? But at that point, maybe it is up the corporate ladder. Maybe it is to find a new job. Maybe it is to start a new business. But no matter what, you need the clarity, you need a better story, you need to broaden your network, you need to build a reputation. Like there's all these engineered processes that if you just follow, it's actually not that hard, but you just need to follow the sequence.
And if you have that together with, you know, the network and the mindset coaching and the branding coaching and all of that, it really helps. But I'll say, you know, beyond that, Jeff, I truly believe and the way I look at this, I think the education system did not catch up to what's needed in the future of work. And whatever you're learning at age 20, 22, even an MBA is just irrelevant. It's more theoretical versus what actually takes you, meets you where you are and takes you higher.
So we are the big vision is Leap Academy will disrupt professional education. We want to completely change what education, professional education looks like. And if I'm being really honest, I think eventually this should be taught in colleges in high school. Like I don't think that needs to be only taught to the elite. Like I think every single person needs to know how to find their next career. What's right for them, how to lean on their zone of genius, what's transferable.
It's just basic learning. At some point, I want every single person to know it. That's the big vision.
Jeff Dudan (29:40.972)
Similar to a university, people have to enroll. Well, first of all, they have to apply. And you don't take everybody. And then if they are accepted to Leap Academy, what types of things do they need to commit to?
Ilana Golan (29:55.806)
it's a great question. mean, so we are, you we do want to make sure that every single person can actually get massive results. And that's the reason why we might decline someone. It's not because we don't wear mean or anything like this. Like we do want very specific standards that people are really committed to their success. They really want to push more. They really want to create more of their life. They understand that there's no magic wand. There's no get rich quick.
But they truly are hungry to create a better tomorrow, whether it's impact or financial or influence or reputation, legacy, thought leadership, freedom, whatever it is for them. But they really are driven to create a better tomorrow for themselves. And that is really, really important, Jeff. So once they come in, we kind of decide like what kind of program is right for them. There's some basic one that we believe almost everybody should go through.
We have Millionaire's Club, have Presidential Club for kind of top C suites, etc. So we do have a big variety of rules, of programs. But at the end of the day, the one thing that is a pattern for everybody is they're all driven, they all want something incredible for themselves. And they all want to create some mark on the universe or on their self or on their families and to become the best version that they can be. Yeah.
Jeff Dudan (31:16.354)
Do you call them leapers? Okay. I wasn't sure. was hoping that, I was hoping it wasn't leper. But so if I'm a leaper and I come in, is it incumbent upon me to tell you where I want to go? Or is it your assessments that helps craft a future path for these people?
Ilana Golan (31:18.272)
We do call them leapers and they call themselves leapers and it's really fun because I know
Ilana Golan (31:36.342)
No.
Ilana Golan (31:43.918)
No, we do it together for sure, Jeff. So I think about, I would say 75 or 80 % of the people that join and we're talking about, you know, almost a thousand a year have no clue what they want to do next. And that's their biggest thing. And without that clarity, everything is a waste of time. They can pay a lot of money to a resume writer, but guess what? That resume writer will not be able
Jeff Dudan (31:59.076)
Mm
Ilana Golan (32:08.28)
to create a good resume if they don't know where they're going, right? So with us, we just create this holistic experience that they understand where they're going, they understand what their story, what kind of things they're gonna need to emphasize, then we take care of all the branding, we take care of the network, you know, like all of this needs to be aligned because only then you create incredible results for yourself. you know, so for me, it's really about, you know, understanding your must -haves, understanding your zone of genius, really understanding
going to make you shine where and again it's about not just getting the paycheck but the life that you want with that paycheck and how you create all of it incredible so yeah it's a combination.
Jeff Dudan (32:49.762)
Yeah. So it's like coaching plus plus plus plus. So it's coaching plus enablement coaching plus. Okay. And like, all right, well, if, this is true, that you believe that you want to excel four levels into your, you know, fortune 100 company, here are the things that you, that these people typically have. It might not have dawned on you to have a personal brand. It might not have dawned on you to have this training or these connections or to be parts of these networks.
Ilana Golan (33:15.574)
Exactly.
Jeff Dudan (33:19.586)
And it might be too that you're helping them because if they do these things, they can and they don't have the opportunity to leap in their own organization, they can leap to another organization and be recruited there because now they're more recruitable, they're more employable for the higher role. So it might be that they have to leave the current company and move to another one. Or sometimes, which I read on the website is sometimes people leap into a business for themselves.
Ilana Golan (33:36.491)
Exactly.
Ilana Golan (33:48.662)
Right. Yeah. So you said it really beautifully. So I'll give you an example because I think it's easier to speak with examples. So we had a leaper or somebody that came, director, lost their job. And again, in their mind, I'm just looking for another director role, right? So that is kind of where their headspace is. Now, again, for some people, it's the right thing to just go as fast as possible, find the lowest hanging fruit.
I mean, in his case, it was very clear that he wants to try to maximize the potential and he can breathe a little bit. He can take a little bit of time. I mean, not forever, but he can take a little bit of time to get this right. with him, it was very clear that if he could just build something and add a little bit of things, he can actually build some really amazing executive presence. So with him, actually, we went very strategic.
to how the best to build that executive presence, a lot of it to some mentorship and startup accelerators, some advisories, some board seats. Like it can be a lot of different things that people don't necessarily think about it as a personal branding, but for him specifically, it was the right approach. And he actually landed a chief business officer. So from director that was laid off to a chief business officer in a startup, and now he was promoted to be the CEO. So.
That is the kind of leaps that are possible, but only if you really get them right. And again, not that we commit that every director will become a CEO, but you know what I, but there's like ways to do this. It's like playing chess, but most people never realize it. And nobody teaches you the rules of this chess game, but it's incredible once you actually master it. The other two things that I will say is when you get this right, first of all,
It's not only that you're going to be happier, but you're also going to be more appreciated. You're going to be paid more. You're going to create more of the life that you want. It creates incredible safety net because if God forbid something happens to this work, now your brand stand on its own. You're not as like me attached to this title or the one job that you had. But the other thing that we're seeing is a trend that we're seeing the last few years is to create a portfolio career.
Ilana Golan (36:03.436)
So no matter if you're in a corporation or you have your business, if you can actually strategize a portfolio of income streams that will actually ripple effects, it create this ripple, it can actually create like a really interesting snowball for your reputation, for your wealth, for your impact. And that's been a really, really interesting thing that we work a lot with clients. So again, the idea is just to get this incredible life for them. And it's exciting to see it.
Jeff Dudan (36:34.74)
Risk is something that if people are gonna take on risk, they might need just a little bit more certainty in another area of their life. So they might say, I'm concerned about taking this leap because it's gonna leave me with questionable income for six months. Maybe I'm finding a position that's got lots of options, but it's a startup and they're not gonna be able to pay me as well. I have a certain lifestyle. By the way, bankers have told me this over and over again.
People's lifestyle is the last thing that they will change before they go bankrupt. Like they will give up so many things that are appreciable, creative assets, you know, just to maintain their country club membership and the four cars that they have sitting in the drive, and they can only drive one at a time. like people have a heart, like lifestyles are very dangerous because man, they never go backwards. The intent is, you know,
Because we all seek progress and negative progress is one of the greatest dissatisfactors in life. And if you have to downsize and you're willing, you know, very few people actually have the courage to downsize that. So creating another income stream through a board seat, creating some long even some equity inside of that or some long term gain, creating some diversification probably would help people, you know, incorporate maybe a riskier decision, even starting a business, buying a franchise, whatever it is into that.
Ilana Golan (37:52.13)
Right.
Jeff Dudan (38:03.106)
That's one observation. And then the other thing that I wanted to ask you is, are companies actively coming in and recruiting your leapers? do you have... I mean, it's like, okay, I mean, it would only make sense because you're having so much success and you have so many people that are enrolled in the program that immediately for me, it tells me that this person is willing to invest in themselves. They're up to something and going somewhere.
And because they haven't been kicked out of the program, they're actually following through on right. And the next question is going to be, what do have to do to get kicked out? so but I imagine that if you know, it's like it's like a training camp. People are going in there and they're going to work hard. And as they're working on themselves, that's that's if I'm an employer that really needs top notch people, tech, whatever it is, I'm to come to you and say, who do you have?
Ilana Golan (38:39.359)
Right.
Ilana Golan (39:02.178)
yeah, for sure. So I'll say a few things, Jeff. And I think first of all, you're spot on. I do believe leaping will become a habit. So if we're looking at the pace of change right now, people will change every year or two. Now, it could be that they're in the same company, but they'll still change responsibility, the tech that they're working with, the tool that they're working with, the functions. They're still going to have to adapt new things all the time. It's never been the case.
Jeff Dudan (39:10.849)
Mm -hmm.
Ilana Golan (39:30.412)
So we're to see people and now is this whole like plateau of opportunities to make income these days. There's just so much out there. So I do believe that we're going to see and we already seeing the trend, but I think we're going to see people leaping every year too. So it is coming at a pace that is really mind blowing. And I think it just becomes a skill that every single person will need to learn again and again and apply again and again. So you're absolutely right. If somebody is not driven,
by definition, they will fall off. I don't believe that there is any more stuck in the world. I think if you think that you're stuck, we're actually losing relevance at a pace we've never seen before with this pace of change. So if you're putting it all together, the people by definition need to be really, really, really driven. They want to, they need to not only level the playing field and catch up with where, you know, the pace of change is, now they need to rise above the noise. And that's not simple.
So I do need people that are driven. I need people. I always love that there's no traffic jam in the extra mile. I need the people that will be in the extra mile that will rise above the noise, that will roll up the sleeves. And when they are, it's incredible. Yes, I want to hire all of them. but we are seeing an incredible ecosystem. First of all, with companies that are coming in and looking for, but also our leapers are everywhere. So we just had somebody that landed a VP in PayPal.
The first thing he said is like, have, you know, I need to hire two senior directors to my team. You know, I mean, it's an incredible hidden market. So where is he going to look? First of all, he's going to look at, you know, his friends and, you know, our network. And only if he doesn't, now we can start looking outside. But that is the, you know, one of the first places they're going to look for. So it's an incredible thing. Yeah.
Jeff Dudan (41:21.538)
One of the first steps is, from what I understand, focusing on their vision and being crystal clear about their life. So first thing is clarity, right? Like, okay, if you as an example, 20 years in your career, you're moving forward through a compensation structure, you're continuing to, you know, your roles and your accountability continues to go up.
Ilana Golan (41:34.114)
Yeah. Yeah.
Jeff Dudan (41:51.304)
as your skills and your your capabilities improve and all of that. But it doesn't sound like you had a clear vision for how it was going to end. Is that fair?
Ilana Golan (42:02.398)
I don't know how to explain the clear vision is, you know, if somebody would even paint a vision of what my life looks like, I would never believe it, Jeff. It's that bad. You know, like the gap between where I was and where my life is right now is not even something that I can say in words. It's incredible.
Jeff Dudan (42:15.137)
Right.
Ilana Golan (42:26.434)
So no, that was not my vision. so you're absolutely right. think, you know, the clarity is the first piece. I mean, it's really taking into account your must -haves. First of all, what's really important for you? I mean, sometimes it's finance. Like you just need to make the cash, right? That's like the most important element. And sometimes it's because you need the money. Sometimes it's give you confidence. I needed to make more than my husband. It really doesn't matter what the reasoning is. But sometimes it's cash, right? Sometimes it's
growth, like you want to learn something new, you want to flourish, you want to change a function, you want to change an industry, you want reputation, maybe even fame. And that's okay. That's growth. Sometimes it's impact. I want to feel like I move the needle. Sometimes it's balance for health, for kids, for whatever it is. And the interesting thing is no job will really give you all four. If you think you have a job that gives you all four, don't ever leave, right? But no job will give you a four.
But if you look at your life, you'll see that you're roaming between two of them every year or two or every few years. Again, it used to be a little longer for each one and now it's shorter. And if you're to look a little bit, you'll see that it's morphing. And even if in the same role, maybe you started with, know, I want financial stability, but I'm learning like crazy. So it sits on this growth area and now you're getting used to it. So it starts moving to the balance and maybe a little more impact, you know, so it's kind of changes.
even within the same role. So the very first thing is to understand what do I even want? What's important for me right now? And it's going to change every year or two. So you don't even need to look so far out, right? The other thing is the zone of genius. Like where do you really shine? And that's a really important piece of it. Gay Hendrix has an incredible book about it. the bottom line is, and we use a lot of techniques, but also some questions and things to really understand.
But the most important thing, then you put it all together. And I think the big thing that changed in my life is when I realized that I can look at a career as an experiment because it's such a short change. I can start looking at it as an experiment, not as a career decision. And that lifts a big weight off your shoulders. And I actually brought this from actually startups, right? Because after my exit, I did...
Ilana Golan (44:43.554)
find myself kind of mentoring in Google, Startup Accelerators, and Singularity University, and speaking in Carnegie Mellon, and a bunch of others. And it's really interesting because for some reason for startups, you know that you're going to have to experiment to find the market fit, but we somehow don't morph it into the world of careers. But it makes so much sense, especially now. So now we're helping our clients and these leapers to do some small experiments to kind of feel
Is this really where I want to go? And if you do, great, we go all in. And it's a great way to just make it as a habit and to do it again and again in life. Because I think right now, if I want to join a board, I can join it. If I want to start a podcast, I post on a podcast. It suddenly becomes this thing. Great, what do I need to do? Start a podcast, get clarity what I want to do, story how I do it. How do I bond my network out of build reputation? Boom, next. It just becomes this thing that you do again and again.
Jeff Dudan (45:41.94)
After you had your exit and then you started being invited to speak a lot more, was that when you really started building and focusing on your personal brand?
Ilana Golan (45:46.061)
Leap.
Ilana Golan (45:51.746)
Yeah, that was the, so, well, I'll take you back in time when I initially thought I might raise capital for that startup. It was a tech startup that I started and it wasn't a massive success, but it was good enough to take me a little forward. But when I started that, I started at some point, I was debating if I wanna raise capital. And when I was actually looking and talking to investors, it was,
actually really interesting because I could see specific investors that already raised capital in the first one when I was kicked out, but now it frightened them. And so I was meeting them again and again and again. And after about three, four times, because again, they want to meet me, but they're not really putting the cash, right? And at some point I just said, look, tell me flat out what's missing for you.
And at some point they just said, look, right before you came in, we actually really like you. We like the company. We like your vision. Right before you came in, we Googled your name. We looked you up on LinkedIn. You have about 400 connections on LinkedIn. There's nothing in Google. Like we don't even know if these stories exist.
Jeff Dudan (47:07.724)
wow. OK. So basically, just the sanity check. I'm going to put you in the Google and see what pops up.
Ilana Golan (47:09.388)
And at that point...
Yeah.
There was nothing, Jeff. I was basically working a thousand percent for somebody else's success. Like I did not put even five percent of on my own, on reputation, on anything. My Facebook was my two and a half friends and my LinkedIn was a few other friends. That's all.
Jeff Dudan (47:17.726)
Wow.
Jeff Dudan (47:37.388)
Got it, got it. So.
Jeff Dudan (47:44.832)
Let's talk about, and it's all right, our camera just overheated a little bit. we're going to be recording. We got a secondary camera set up, and then we'll edit this little piece out. And then we got you, and then we got a second camera set up here, and we'll cut it in from this angle. So with the
Ilana Golan (47:48.564)
Okay, that's what I thought. Okay.
Ilana Golan (47:57.506)
No, it's
Ilana Golan (48:04.854)
Okay, no worries. Let me know if you want to stop for a second and reset it or something.
Jeff Dudan (48:08.296)
No, no, I was on a great I was on a great path here. And this is a great this is incredible. So really, really great. I'm just now I got to figure out where I was heading with that.
Ilana Golan (48:11.585)
Okay, sorry.
Ilana Golan (48:17.966)
So I, you know, like just no reputation whatsoever. I was a complete nobody. Yeah.
Jeff Dudan (48:21.75)
Yeah. Yes. This is a question. You ready? Okay. All right. And by the way, that's the camera that overheated that you just bought. So you got to be, when you plug it into the computer, the bandwidth is so high that if you go too long, we have a little fan sometimes we put on it. Okay. So here's the question. If I'm looking to leap.
Ilana Golan (48:33.579)
shit.
Ilana Golan (48:39.48)
you
Ilana Golan (48:43.565)
No, no.
Jeff Dudan (48:50.494)
inside of an organization or to an employment position in another organization, why is it important for me to build a personal brand?
Ilana Golan (49:01.454)
such a great question, Jeff. I'll say a few things. So first of all, almost everything today is happening, especially mid to late stage career. It's all happening in what I call the hidden market. The chance of actually somebody mid to late stage career landing something from a job board is so minuscule. It's not even worth the effort. So what happens, the hidden market is basically who thinks about you when you're not in the room, right? So essentially,
we all have a brand and that's where people sometimes are mistaken. We all have a brand and the brand is what people think about you when you're not in the room. You might not be building it. So that means that they probably not thinking about you in the right context, but you all have a brand. the problem there is that, you know, in the other hand, you is the easiest way to control the narrative, which is so, so strong. So if you do want to be seen as a leader,
as an executive, as somebody that really knows AI, big data, whatever it is that you want to be known for, it's the best way to control the narrative. But if you don't use it, then you're absolutely out of losing it. So, you know, the thing is that employers today, first of all, they're going to first ask, hey, who do you know that can come in as whatever, director, VP, senior manager, whatever it is. So they first going to go to the network, to people they know, to their employees.
And that's where they're going to try to find someone. So first of all, people need to think about you in the right context. That's where repetition is. You have to be top of mind. So even if you posted one time six months ago, you're not top of mind for anybody. Everybody's moving 6 ,000 miles an hour today. So if you're not top of mind, they will not remember. So if you look at all of these things, you actually make it super hard for people to bring opportunities your way.
Now, I'll take it even further. If you do have that reputation, this is where it becomes gold because now you come from more of a position of power to every conversation. You're more confident. They can see that confidence. Now you can negotiate your worth. You can negotiate better titles, better terms. They're going to appreciate you more when you come in. They're going to, you know, like recognize you better. it's everybody wins, but it's so fundamental.
Ilana Golan (51:24.27)
I mean, whether we like it or not, 2007, we all became a media company. If we're not using it, we lost. And again, I didn't lose it for a decade, but now it's time.
Jeff Dudan (51:34.018)
Well, it's so true because, and it's really just this simple concept of social proof. And in our process, we manage everything up to including making sure we have the same wait staff at our dinners that we have where we host candidates to come in and that they know us and we know them and the people that are driving the transportation to and from the airport are people that we use all the time and they'll engage with them and say this, and it's just making sure that
that, that, you know, from every point possible that, you know, we're, we are people that are, that are known, that are liked, that are trusted. You know, and you do that through your social media, you do it through things like this. You do it through, you know, other people that are already in the academy or in our system, you know, providing testimonials or engagement or whatever it is. But it's basically, you know, people are testing to see
Is it, you know, am I okay to engage with this person? And if, if, know, where the internet is today, if you don't show up anywhere for anything, then that's probably a huge red flag. Because like, where did you even, where did you even come from? You know, but, but if you, but it's true, though, you know, I've Googled people that I was going to be meeting with. And it's like, man, I can't find anything on this person. Like, what are, what have they been doing?
Ilana Golan (52:47.202)
Right? Absolutely.
Jeff Dudan (53:00.49)
or not doing not a not a not an article, not a post, not a, you know, you know, announcement about a position or anything like that. So, you know, very relevant. And I think I think great, a great realization for people that, you know, it's a blind spot. People are like, you know, I'm just I'm building, I'm building my reputation through my work. And but, you know, it doesn't you're making it you're putting too much work on the people that you want to influence.
I mean, and even if you have a big online presence, right, you can't assume that the people that you want to influence are going to land on the piece of content that they need to see. it's really, now part of it is if you have so much stuff out there, you don't know what they're going to land on. So you really have to make sure that you're finding a way to put the right stuff on the right people at the right time so that they can.
Ilana Golan (53:30.592)
soy.
Jeff Dudan (53:56.768)
be informed why they should engage with you.
Ilana Golan (54:01.166)
that is so, so, so true, Jeff. Like I can't tell you how many times we, you know, I've seen people that I wanted to introduce them or to help them. you know, I mean, this is, I can't introduce you. You just either wrote me a hundred paragraphs of something that is irrelevant or, you know, or you, you didn't put the links. didn't put that. I mean, this is, I can't be the person doing the work. You need to make it the work. You do the work for us if you want the introduction.
And the other thing is, yes, make it easy on people. Like I can't stress it enough because the big thing is also, you known for what you want to be known for? Right. And that's also when you reinvent yourself, you will find yourself known for the wrong things. Because again, at some point I was known for the cloud data center business person that invests. And now I want to be known for a leap Academy. Right. So there's also a shift. But if you do this right,
Jeff Dudan (54:40.054)
Yeah.
Ilana Golan (54:57.292)
And you're very strategic, very intentional with every move you make. It will actually happen a lot faster than anybody realizes. But I think just most people don't realize how and just don't take the action.
Jeff Dudan (55:09.93)
I think it's well known that every business owner, every small business owner needs to be a media personality in the face of their business, but it's a little counterintuitive that people that are leaping within corporate America need to consider that as well.
Ilana Golan (55:25.088)
Right. And I think in today's world, it's inevitable. You have to. It's not a nice to have anymore. It's a must have.
Jeff Dudan (55:25.942)
Yeah.
Jeff Dudan (55:32.638)
Absolutely. You have career transition coaches. I took a spin through the website and is Kelly Doyle working with you? I think.
Ilana Golan (55:43.439)
yeah, Heather Doyle. Yes.
Jeff Dudan (55:47.07)
Heather, OK. You know what? Then that's not the person that I knew because I there was actually a very, very successful coach here in Charlotte. So career transition coaches, what is their role in your organization and are they the front lines with your clients?
Ilana Golan (55:50.935)
Okay.
Ilana Golan (56:03.874)
Well, if you ask about Heather, I will say though one thing, first of all, she was, don't know if you know, IPEC, that's like the main coaching school for all the coaches. And she was actually the chief operating officer for all of IPEC. And she came to work for me because she believes so much in what we're doing. So first of all, she's incredible. But I will say, first of all, it was really important for me to bring only people who have walked the walk.
And because one of the biggest issues that I've had before is that, again, the people that I was looking at didn't inspire me. So we have people that ran a 600 -person department themselves and decided to be a coach. We have somebody that was a top results coach for Tony Robbins. have, you know, like, so it was really, really important for me that every single person have walked the walk in a very substantial way. And again, their big role is, you know, to
look if there's some, there's usually some weight that is holding people back. They might not realize it and they might think, I'm missing the strategies, I'm missing the strategies. So that's what happened to me, Jeff. When I wanted to start LEAP, the fear was numbing. I'm not going to lie. And even though I did some pretty daring things in my life, suddenly being known for this was scary because what if it doesn't work? And what if I make a mistake? And what if people don't like it? And what if I fail? And
I always laugh that at some point I set and binge -watched Grayson after me for hours and watched Netflix because the fear was numbing. And I kept thinking, I don't have the strategies, I don't have the strategy, but the truth is, Jeff, the strategy was really simple. I just need to write one post. Hi, friends, this is what I decided to do now. So the strategy was really simple, but the fear was numbing. And what we realized is that really, really good
Mindset coaches, performance coaches can really help you find the things that are holding you back and push you forward. And on top of this, we have branding coaches and executive coaches and entrepreneurship coaches, etc. So we do have a really broad spectrum. So it's just incredible.
Jeff Dudan (58:13.868)
Yeah, great talent on the website. I went through the bios and you've got just the right person, just the right who for just the right what. And it's very, very comprehensive offering there. so if I, what's the application process? Cause I'll be signing up for to be a leaper. don't, I don't know where I'm going to leap to, but I just, I want to go somewhere with you guys. So what, what is the application process?
Ilana Golan (58:21.677)
Yeah.
Ilana Golan (58:31.775)
Ha ha ha ha ha ha ha
Ilana Golan (58:37.55)
you
So there is a website and basically you just look at a short 30 minute training if you want. If not, we just book a call with you. But usually people want to just check to see if they, you know, they match with it. So they go to a free training and if that resonates, they book, you know, short career strategy call with us. We understand that the team will understand exactly where they are now, exactly where they want to go.
And if we can help, we strategize exactly how and we explain how this works. And if we can't help, we send them to one of our loving partners. But in your case, Jeff, I think we're going to do some really fun partnership here. So I am very much looking forward to it.
Jeff Dudan (59:25.782)
Yeah, I'm excited. I can see at least one strong collaboration that we can do. Actually two that I'd like to speak with you about. Ilana, what questions, is there anything that I should have asked you that I haven't? And is there anything that typically comes up with candidates on a call that you think they should know?
Ilana Golan (59:50.166)
No, I will just say to everybody, every single person that is listening, if you're contemplating whether you're the best version of yourself, if you're debating, if there's more to you, if you think that if you stay exactly where you are within a decade or two, you're going to have massive regret. The only thing that I will say is, first of all, it takes one phone call to even just assess this, right? Like, let's understand.
It's a free conversation. will give you clarity no matter what. But to me, you know, at the end of the day, it's just amazing what's possible. And one of my favorite slogans is, it's not about what we make, it's about what we make possible. And I'm just so excited about what we're making possible, but also every single human can make possible in the world for themselves and just live an incredible life because that's what it's about.
Jeff Dudan (01:00:45.162)
Okay, where can people reach out and get in touch with you or Leap Academy?
Ilana Golan (01:00:51.668)
Ilana at LeapAcademy .com. Yeah, mean, just send an email. My team will take care of you and just looking forward to changing more lives.
Jeff Dudan (01:00:55.083)
Okay.
Jeff Dudan (01:01:03.296)
Yep, and I'm sure that if you go to the Google that you and Leap Academy will pop up because I did that. Last question. If you had one sentence to make an impact in somebody's life, what would that be?
Ilana Golan (01:01:21.952)
I think one of them is what I just shared, but I will say everything is possible. And there is a new possible right now that if you just going to open your eyes and you're to know how, you can absolutely change the second part of your life. And any single person that is driven should be in that driver's seat, should be intentional, should be strategic. And the sky's the limit today.
Jeff Dudan (01:01:47.01)
Perfectly said, we'll end on that. Thank you so much for being on today.
Ilana Golan (01:01:51.445)
Jeff, you are amazing. Thank you for a beautiful show as always.
Jeff Dudan (01:01:55.714)
It's been so much fun. It's been an honor and a pleasure and I'm so excited for all the people that you're helping. All right, well, this is Jeff Duden and we have been with Ilana Golan and we have been on the home front. Thank you for listening.
Jeff Dudan (01:02:13.802)
Okay.
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