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April 21, 2025 39 mins
Hi. I’m Jenna, and I help highly driven women like you create the business that will be your legacy. Maybe you have a voice inside saying that what you’re trying to do is bigger than just “create any old offer that sells.” Or hustle away your remaining years. That voice will get totally validated once you actually have the profitable business that supports your life and is the total expression of you. If you're feeling overwhelmed because it still hasn't happened for you despite your insane desire (and countless hours spent with books, podcasts and programs), it's time for a more comprehensive approach so you can enjoy the satisfaction that's waiting for you. I had it all. (Or at least that’s what everyone kept telling me…) When I was in my 20s things were looking pretty darn good on paper. I went to a good school, worked myself up to a sexy title at a top fashion company, and bought properties in Miami and Manhattan. But wow was I miserable! I felt like my soul was being sucked out of me by the ugly fluorescent office lights … and it didn’t matter that I was “lucky” enough to have a window to gaze out of longingly for 9+ hours a day. Because I desperately wanted to be out there … traveling the world and living each day to the fullest … rather than stuck in here. You know what made it extra hard? I had already tasted freedom. After college I turned my back on the rat race and ran off to Spain to work on a nudist beach (long story … but predictably my parents were absolutely convinced I’d committed career suicide). Plus I’d done other things that seemed pretty brave, like traveling solo, moving to NYC without a job or place to live, and turning down a scholarship to a top MBA program to study jewelry design instead. "I wish I could do that," people said. "You can," I replied. And that's how I first began helping friends and colleagues get more comfortable with risk while showing them how to plan out their steps. Before long, people were radically changing their lives. One started a high-end house painting business in an area where nobody else was doing it, another traded in a high-paying tech job for a sabbatical year in Portugal with his wife and kids, and yet another quit her job and left her rent-stabilized apartment in the West Village in order to teach English in Korea. “You’ve always inspired me to be braver,” she said. But when I decided to “get a real job,” I completely lost that sense of adventure and excitement. And it seemed like whenever I confessed my misery, people told me I was crazy and asked how I could possibly want more when I had such a good life. They just didn’t get it. So I doubled down on my yoga and mindfulness trainings, trying like crazy to find contentment and satisfaction and just be realistic. But it didn’t work. That voice wouldn’t go away: “There’s more to life than this.” Every day, she’d repeat it in my ear. There was just one problem. Ok, actually there were several... I really didn’t know what I wanted to do with my life, so I was always questioning my ideas and then getting excited about something new (for a little while). And even though I tried to launch a few businesses, I always let them flounder when I ran into roadblocks. I had never even heard of a business coach, and back then hardly anyone was working from their laptops. So I suffered. For years. Until one seemingly ordinary day when everything changed.  I was driving to work when a man on a podcast started talking about how much he loved what he did, and how each day felt filled with meaning. As a girl, that is what I’d envisioned for my life, not this. And there was an ocean of distance between the two. Somehow that one little interview became my absolute last straw. Things were going to change, and I swore that I would never feel ashamed of listening to my calling. I used all my spare time and vacation days searching ...
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