Natalie Sisson's Quest For Freedom - Experiments In Personal, Financial, Physical, Business, Relationship And Financial Freed

I'm about to tell you something that might sting a little: you've been planning your years completely backwards. And it's costing you everything.Here's what I see every single January, and maybe you'll recognize yourself in this: You're setting bold revenue goals, mapping out launches, planning content calendars. It all looks perfect on paper. You're ambitious. You're strategic. You're ready to make things happen.But by March? You're exhausted. By June? You're behind. And by September, you're lying awake at night wondering why this business you built to give you freedom feels like it's running you instead of supporting the life you actually want to live.Sound familiar?Here's the thing: after years of doing this work myself and with hundreds of ambitious women just like you, I've discovered something radical. The problem isn't that you're not disciplined enough. It's not that you're not working hard enough. The problem is the planning methodology itself.We've been doing this backwards. We plan business first.

We don’t start businesses so we can work nonstop.We start them for freedom, flexibility, creativity, and time with the people we love.And yet… so many women find themselves doing everything but that.In this week’s episode of the LifePilot Podcast, I’m joined by Marisa Twentyman, founder of Dirty Copy — a personality-packed copywriting studio and home of the viral Dirty Chats podcast.What makes her story so refreshing is not just how fast she built her business… but the life she built around it.After leaving teaching, teaching herself copywriting through YouTube, working during nap times, and rebranding into the cheeky, bold identity she's now known for, Marisa grew quickly. Instead of scaling into burnout, she chose something radical: She designed her business to support 3.5 months living in France with her family. She worked on her terms - a few client sessions, one website project - woven seamlessly into lakeside afternoons, long French dinners with locals, learning the language, and building a life ar

We’ve been conditioned to believe that being a successful woman in business means juggling everything — the kids, the clients, the emails, the laundry, the launch, the life.But what if the real power move isn’t doing more… it’s doing less?Sometimes the strongest thing you can do isn't proving you can handle it all, it's having the courage to ask for help.This week on the LifePilot Podcast, I sit down with Brittany Bettini—CEO, author, and the woman who went from scrubbing toilets as a single mom on food stamps to building a thriving virtual assistant agency that serves 70+ industries worldwide.Brittany's story is one of transformation, resilience, and radical self-trust. She knows what it's like to feel completely overwhelmed, to cry in the shower wondering if entrepreneurship is sustainable, and to believe that asking for help means you're not strong enough. But through her journey, she discovered something revolutionary: delegation isn't a sign of weakness, it's the ultimate act of self-leadership.In this e

Let me be really honest with you about something: I used to worry that hitting 40 meant my best work was behind me.I'd see all the messaging out there — the obsession with youth, the subtle (and not-so-subtle) ways our culture tells women that getting older means becoming less relevant, less powerful, less... everything.But then I started paying attention to the women I actually admire. The ones building multimillion-dollar businesses, leading movements, living their most vibrant lives. And guess what? They're all in their 40s, 50s, and beyond.So this episode is about something I'm currently obsessed with: longevity. I break down six longevity pillars every woman entrepreneur needs if she wants to build a business that thrives and a body that carries her powerfully through the next four decades.If you're exhausted, foggy-brained, and running on fumes, you're not going to execute even the best strategy effectively. And here's the thing that blows my mind: 80% of longevity comes from the basics, not fancy treat

Sometimes freedom isn’t about adding more, it’s about releasing what no longer serves you.This week on the LifePilot Podcast, I’m honored to speak with Genine Howard—entrepreneur, mentor, and world traveler—who chose a path most of us only whisper about in quiet moments: she let go of it all. The house. The cars. The furniture. One suitcase per person. And with her family, she crossed half the globe to build a new life on a quiet Greek island.I recently saw a post she made on Instagram that stoped scrolling and got me booking her on my podcast: Genine and her family had sold everything, the house, the cars, the furniture, packed one suitcase each, and moved to the other side of the world.What began as a simple wish to step off the hamster wheel became a full rebirth of wealth, of purpose, of joy. She learned to navigate visas and unfamiliar streets. She sat with culture shock and chose curiosity over fear. She traded certainty for possibility, pausing her business, teaching herself crypto, creating

I'm about to tell you something that might sound completely backwards: making less money could actually help you make more money.I know. It sounds wild. But hear me out.If you're drowning in offers, exhausted from managing multiple programs, constantly context-switching and never really excelling at anything... this episode is your wake-up call.Because here's what I've learned after 16 years in business: sometimes the most powerful thing you can do isn't add more. It's subtract.In this episode, I’m breaking down the uncomfortable truth about why doing more is probably costing you clients, clarity, and your sanity — and how to flip that narrative so your business starts working for you again.By the end, you'll understand why clarity is currency, how the "multiplication trap" is sabotaging your success, and you'll have a concrete roadmap to simplify your offers without losing income (actually, you'll probably make more).What You'll Learn:Why adding more offers is actually making you less money (and the shocking

The last time you truly listened to your body might have been longer ago than you realize, just you and that quiet, steady wisdom humming beneath the surface. It’s still there, whispering. Waiting for you to slow down and come close enough to hear it again.In this week’s episode of the LifePilot Podcast, I sit down with the luminous Gemma Rose, a breathwork facilitator, coach, and spiritual entrepreneur who’s helping sensitive, multi-passionate humans reconnect with themselves and build lives that feel safe, aligned, and deeply fulfilling.I first met Gemma a few years ago, and I’ve watched her journey from a high-performing startup founder to a grounded, embodied leader who truly walks her talk. She’s gone from burnout and hustle to building a thriving business rooted in softness, safety, and self-trust.In our conversation, Gemma  opens up about how her Saturn return, divorce, and the birth of her son all became catalysts for transformation and how breathwork became the anchor that helped her come b

You know I talk about longevity all the time, right?It's something I'm genuinely working toward every single day, being healthy and vibrant well into my later years. And I credit a lot of my thinking around this to reading books and watching documentaries that completely changed my perspective on aging.So the other day, I was scrolling Instagram (as you do) and came across this wild ChatGPT prompt about living to 140. When AI analyzed centenarian populations in Blue Zones — regions like Okinawa, Sardinia, and Costa Rica — it didn't point to Mediterranean diets or daily walks as the key factor.The surprising answer? Managing chronic stress matters more than anything else for longevity.In this episode, I'm diving into seven principles that came from this analysis, and honestly, they resonated so deeply with how I already try to live. These aren't abstract concepts for decades from now, they're shifts you can make today that actually matter.Because one line really hit me hard: so many people wait their whole liv

Can you believe it? The LifePilot Podcast just hit 100 episodes!When I started this show, I had no idea where it would go. I just knew I wanted to create something real — something that would help ambitious women in their 40s and 50s stop putting their dreams on hold and start being the CEOs of their lives, not just their businesses.100 conversations. 46,000+ downloads. And countless messages from you telling me how these episodes have shifted your perspective, given you permission, or helped you finally take that next step.In this special milestone episode, I'm celebrating by taking you behind the scenes to share the top 10 episodes that have resonated most — the ones that sparked the most conversations, the most downloads, and the most "holy crap, this is exactly what I needed to hear" moments.These aren't just lessons. They're invitations for you to stop waiting for permission and start leading your life like the CEO you were born to be.What You'll Learn: Why AI tools won't make you rich (but claiming

I'm about to call out a pattern you've been living your entire life, one that's kept you safe, earned you praise, and slowly stolen your dreams.You're the one everyone calls. The one who remembers the birthdays, manages the family calendar, organizes the holidays, handles the details, fixes the problems, keeps the peace. You're reliable, dependable, the glue that holds everything together.And on paper, that sounds amazing, right?Except here's what nobody tells you about being the responsible one: It's killing your dreams. Slowly, quietly, without you even realizing it's happening.In this raw, honest episode, I'm naming something you've been living with your entire life but have never had the words for. And more importantly, I'm showing you exactly how to break free from it.By the end, you'll understand why your dreams feel inconvenient, why you can't take real risks, and you'll walk away with the clarity and tools to reclaim your time, energy, and identity, without blowing up your life or abandoning the peopl

Have you ever looked at your business revenue and thought, "Where the hell did all that money go?"Maybe you hit six figures this year, or you're well beyond that. But when you look at your bank account, it doesn't feel like a six-figure business. The money came in, but it also went out, and you're left wondering if you're doing something terribly wrong.If that sounds familiar, you’re not alone. And you’re probably not doing anything wrong.In this episode, I'm pulling back the curtain on the uncomfortable truth most entrepreneurs never talk about: the five hidden places your profit is quietly disappearing. By the end, you'll know exactly where your money is going, how to plug those leaks, and how to finally start keeping more of what you earn.We’re not just talking about your business finances, we are actually focusing on you becoming the CEO of your entire life. What You'll Learn:Why the average small business only keeps 7-10% profit (and what that means for your business income)The digital subscrip

There’s no doubt we all love a big juicy goal setting session at the start of the year, one which wraps up all our hopes and dreams over the next 12 months.You write them down with the best intentions, feel motivated for a few weeks to go after them, then realise it’s already the end of the month and you’ve done nothing about them?You’re not alone. Research shows most people give up on their goals by day 23.But here’s the good news: 90 days is the sweet spot. It’s long enough to create real momentum, but short enough for your brain to actually stay motivated and focused.90-day sprints work so powerfully, and I go deep into why combining goals with intentions is the unfair advantage most people miss in this episode of the LifePilot Podcast. This isn’t about hustling harder, it’s about aligning with brain science, building habits that stick, and creating real progress quarter by quarter.Whether you're all energised and excited to have an amazing final quarter in 2025 or listening to this later, this framew

Do you ever feel like you’ve got all the knowledge, tools, and resources at your fingertips — yet you’re still stuck, not taking action?We live in an age where AI can write your business plan, design your logo, draft your copy, and even map out your marketing strategy in minutes. But here’s the paradox: entrepreneurs now have endless ideas and zero clarity on what to actually do next.The truth is, knowledge isn’t your problem anymore. Action is.In this episode of the LifePilot Podcast, I’m unpacking the real reason so many entrepreneurs stall and how to break free from information overload by focusing on the one thing AI can’t replicate: you. Your unique skills, lived experiences, and personality are your unfair advantage. That’s where the money is, and that’s how you start building a business that truly pays you to be you.What You’ll Learn:Why we've shifted from "I don't know how" to "I know 50 ways how" (and why that's paralyzing us)The real difference between the entrepreneur with 47 courses and zero reven

Do you ever feel like your energy is all over the place, your brain has gone offline, or you’re suddenly more irritable than usual? You’re doing your best to juggle work, family, and life… but something just feels off?I only recently realized I’ve likely been in perimenopause for two years, and connecting the dots was a total game-changer. Some days I’m on fire, focused, and energized; other days, brain fog and fatigue make even simple tasks feel impossible.Navigating this transition while running a business and life has meant rethinking priorities, giving myself grace, and learning to show up differently. It’s not just about getting through the day, it’s about understanding what your body and mind need so you can actually thrive.Whether you’re struggling, feeling stuck, or somewhere in between — this episode shares what I’ve learned, the shifts that help, and how to start showing up as the CEO of your energy, health, and life.What You’ll Learn:The real symptoms of perimenopause (there are up to 100!) and why

Do you ever dream about having multiple homes around the world but assume it's only possible much later in life?For quite some time, this was just a dream written on our Life Canvas. Today, we’re holding the keys to a three-story villa with ocean views and rice paddy fields stretching endlessly beyond what will be our future home.This is what happens when intention meets opportunity and how a casual walk down a street can completely accelerate your long-term vision.So in this episode, I'm pulling back the curtain on exactly how this unfolded, from the moment I spotted construction happening down the road to negotiating lease terms, hiring lawyers, and setting up what we're calling our "Freedom House."What You’ll Learn:How we navigated property systems across countries and how Bali's long-term lease system opened doors we didn't expectThe exact decision-making framework we used to evaluate properties and why building relationships with landlords mattered more than negotiating priceWhat it actually takes to est

What if becoming a mother was the key to unlocking your most efficient and profitable business model? For many entrepreneurs, having children feels like a limitation on their business dreams. But what if it could actually be the catalyst for creating something better?I first met Instagram marketing educator Elise Darma years ago when we were both digital nomads in Portugal. It's been inspiring to witness her journey from working 8-10 hour days to running a profitable business in just 3-4 hours a day while pregnant with her second child.In our conversation, Elise shares the messy truths, the systems that saved her sanity, and how she built her seven-figure business while intentionally choosing to slow down and design around her family life. If you've ever wondered "Can I really do both — motherhood and meaningful business?" this is the conversation you need to hear.What You'll Learn:How Elise redesigned her business after her first baby and made more money while working way less and take months off a

Do you ever feel like you're doing everything "right" in your business but nothing's moving forward? You're creating offers, having conversations, showing up consistently, but it feels like there's an invisible block between you and your goals?I just lived through exactly this for two months in Bali. Despite working on the business and having potential clients express interest, nothing was actually moving forward.So in this raw and real episode, I share how I navigated this holding pattern without spiraling into panic and what mindset shifts actually created the breakthrough that followed.What You'll Learn:Why I trusted my "cellular knowing" while potential clients said "yes soon" (and how this deep trust changes everything)The energetic difference between "chasing" clients and "calling them in" (and why one repels while the other magnetizes)How simple daily mantras like "I love money and money loves me" created real abundance Why maintaining your boundaries during quiet periods actually increases c

Do you ever feel like you're working harder than ever but your business isn't gaining real traction? You're creating content, putting in late nights, but it feels like you're throwing spaghetti at the wall to see what sticks.Welcome to Amateurville. The good news? You can decide to turn pro anytime you want.In this episode, I revisit an article I wrote back in 2017 about stepping out of amateur mode, updated with fresh perspective from my current growth phase. I break down the three core differences between amateurs and professionals, and share why nobody's going to give you permission to turn pro except yourself.What You'll Learn:Why I invested $5,000 in a 12-week program and show up to 5AM calls (and how this mindset shift changes everything)The three core differences between amateurs and professionals that separate those who succeed from those who stay stuckWhy 90% of people read great books but never implement (and how to be in the 10% who do)The power of becoming a "leading learner" and why you don't nee

Do you ever wonder how quickly life can shift when you stop forcing and start flowing? Less than two weeks ago, I recorded one of my most raw episodes sharing the deeply challenging period I was experiencing during our lifestyle design experiment in Bali.Now, I'm feeling lighter, freer, and more excited about my future than I have in months.What changed wasn't just stepping back from work or our Singapore adventure, it was coming face to face with how I could view and change my situation.I took time out and gave myself space to process all of my feelings and lived experiences.I also invested in a 12-week program that has me facing uncomfortable truths about my next level growth needed, including a full-body clench moment that became my biggest gift.In this episode, I share the four powerful methods I'm using to rewire myself for the growth that's coming.What You'll Learn:How I shifted from overwhelm to excitement in less than two weeks (and the breakthrough moment that followed)Why body discomfort is oft

Do you ever feel like you're constantly busy but your business isn't actually moving forward? You're really good at staying on top of the day-to-day tasks, but when it comes to having a clear strategy for growth... that's where things fall apart?In this episode, I'm taking you behind the scenes of a monthly practice that's transformed how I (and the women in my Legends Club) show up as CEOs of our businesses and our lives.It’s called the Monthly CEO Flight Plan Review. And it’s not just about your goals or your revenue. It’s about who you are becoming, how you show up, and whether your business is aligned with and supporting you to build the life you want.Whether you’re on fire, struggling like crazy, or somewhere in the messy middle — this episode gives you a practical and meaningful review process to give you insight on what's working, reset what's not, and step into your next month with crystal-clear intention.What You'll Learn:The exact structure of my 60–90 minute monthly CEO reviewHow I track my energy,