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LifePilot: Be the CEO of your life with Natalie Sisson
Mind your mindfulness
For the last 7 years I’ve been running my business The Suitcase Entrepreneur from all over the world, while living out of the suitcase and going on adventures. This year, in 2017, I’ve decided to fire myself. Yup, that’s right. I am quitting. I am taking a business sabbatical from my own business and instead I am taking YOU on a Quest for Freedom. Your freedom. I'm so freakin excited to do this. To understand why the heck I am, here's a bit of backstory into me. This is actually taken from my TEDx talk last year called ‘The Surprising Truth About Freedom’ (feel free to just watch from 12:12-15:44).
Why tune into this podcast?After watching, I hope you can understand why I’ve named this podcast Natalie Sisson’s Quest for Freedom, because as I mentioned, I’m on a hunt to understand what freedom really is. This podcast is part audio journal, part narrative and part ‘choose your own adventure’. It will be divided into Seasons (just like on TV) and each season will be a different quest around freedom. I’m starting with Personal freedom, and I’ll break that down more in Episode 2.
What is the definition of Freedom?First off let’s attempt to better understand freedom (or maybe expose why this is no ordinary quest I’m going on). Over the years I’ve asked a LOT of people what their definition of personal freedom is and I am starting to see a pattern in their answers. A couple of Friday's ago I was having dinner with friends and new acquaintances, listening to music and discussing all sorts of topics. So I decided to whip out my new Zoom H6 recorder and ask them a question for my new podcast. They all agreed, so without any background I just launched into my question which I posed to them which was: "What's your definition of freedom?" Here’s what they had to say:
“Deciding when you want to wake up in the morning, where you want to be and deciding what you want to do for the day.”
“Freedom for me is abundance but it’s conditional on the freedom of others. I am not free if other people aren’t free.”
“There are a lot of different types of freedom, but the most important freedom is the freedom from our own minds, and that if freedom is dependent on external factors then it’s not truly free.”
“I believe that the only thing that we are actually in control of is how we react in the moment and having an internal sense of freedom to be able to react as we choose is the ultimate freedom.”
“Choice. You just get to choose freely whether it’d be a monetary thing or just your thoughts or your reactions.”
“Free is something that doesn’t cost anything”
Do any of those resonate with you? I go on to say in my podcast: "There’s also a price to pay for too much freedom. I feel like I experienced that a few weeks ago when I was trying to make a big decision in my life, and I realized I was so free in choosing either one, that I almost felt paralyzed for the first time. There was too much freedom. You have to have some boundaries and some limits within which to feel free." So as you can see from this discussion…..I’m really no closer to uncovering a definition for freedom. And perhaps it’s un-defineable. Perhaps this whole quest is going to impossible, but I can’t wait either way because this is a year like no other. I’m firing myself and taking a business sabbatical to become a student of life, and go on a quest to find freedom.
What is a Quest?Now that we've established the challenge in defining freedom, I thought understanding what a quest is would be a logical next move. So back to my friends for their ideas around this:
“It’s like bigger than yourself. There will be obstacles, there will be doubt, there will be naysayers, there will be almost insurmountable odds but your values and what’s inside of you pull you forward beyond what you think is possible and achieving your quest will be one of the greatest memories for a parts of your life.”
“A quest is fundamentally a search for meaning. It’s about trying to find and discover meaning.”
“Is quest the root of question?”
And yes is the answer to that question. I looked it up on the interwebs to find it is from late Middle English: from Old French queste (noun), based on Latin quaerere ‘ask, seek’. According to the dictionary, because all intrepid people going on a quest would of course refer to a dictionary first right….. a quest is both a noun and a verb. noun
- a long or arduous search for something.
That sounds really freaking fun doesn’t it… long and arduous? Ah no thanks. The verb came up with much better results in my opinion
- search for something.
- "his eyes quested to left and right"
That all sounds much better. But if you ever hear me saying “My eyes quested to the left and right” I’ve either lost the plot or I’m exploring a medieval festival and getting in character. According to Wikipedia a quest serves as a plot device in mythology and fiction: a difficult journey towards a goal, often symbolic or allegorical. Tales of quests figure prominently in the folklore of every nation and ethnic culture.... The moral of a quest tale often centers on the changed character of the hero. So I guess for the purposes of Natalie Sisson’s Quest for Freedom podcast…. I’m the hero? Which also means I’m the one who has to go through the good, the bad and the ugly. I am a walking, talking human experiment, so that you can sit back in your armchair at home, or on your drive to the city, or while you’re enjoying a relaxing pedicure, and listen to me do all the hard stuff, the grueling, intense, exciting, thrilling, daring and at times, prob mundane things I need to do to achieve on this Quest for Freedom. And I’m ok with that. You know. I’ll take it on the chin. Partly because it’s my idea and all so I have no excuse to complain. And partly cos I kind of like the idea of being the guinea pig. First things first I feel like you guys need to give me an appropriate mythological made up Hero’s name.
Do me a favor and humour me. Leave a comment below with your idea for my 'hero' name. I’ll choose the best one, and for season one will henceforth call myself that name and you’ll get your name in the credits.My favourite definition of a quest, because I found it so fitting, was from Vocabulary.com A quest is all about seeking something important, and it often involves a journey. You would travel the world in a quest for gold. You would not travel to the front of the lunchroom in a quest for tater tots. Ha. That’s one heck of a definition. They go on to say: Knights in the Middle Ages were forever taking on quests––most famously to find the Holy Grail. In modern times, you can quest without ever leaving home, thanks to the Internet. A scientist might embark on a quest to find the cure for cancer. A detective might quest for the truth. It’s worthwhile noting here that quest is also a verb that means bark with prolonged noises, of dogs. Perhaps something I can incorporate into the show? Unintentionally I chose this word because it sounds grandiose, but in a good ol down to earth way. And probably because as a kid I loved Greek Mythology and read books like Odysseus, or Ulysses, depending on which side you gun for more. Same hero. Same quest. Different name. Unbeknownst to me however is the Quest is one of 7 Types of Story Plots you can use when writing, or making a movie! According to Liz Bureman over at The Write Practice: “The Quest is a search for a place, item, or person that requires the hero to leave home in order to find it. Sometimes the item is just a MacGuffin to drive the plot along. I’m going to pause to explain here, as I had no idea what a MacGuffin was, but if you’re a fan of Raiders of the Lost Ark, it’s the thing the hero needs to find on their journey to get to the real important thing. So in this case the golden monkey head Harrison Ford finds in the tomb, not the actual ark. Back to Liz: “Other times the thing driving the quest is specific to the story’s circumstances. Either way, the hero is leaving home to find whatever the heck the story demands, and we get to come along for the ride.” Sounds fair to me. You game to come on this ride with me? You’re not going to leave me all alone out here are you? To show you’re serious if you’re not subscribed to my show on iTunes and you want to follow along on Season One then head to nataliesisson.com/itunes and it will take you straight there! You can do the same by heading to nataliesisson.com/stitcher too. Ok here’s where Liz got me thinking. She went on to describe the characters in a quest and I realized I’m going to need a crew. You see a quest is the plot type most likely to have a group of main characters rather than one protagonist in the main eye of the story. Shiiiiittt and here I was thinking this was ALL about me! Nope apparently not. According to Liz I should have:
- A close friend who is loyal to our hero, but doesn’t have much else going for him or her;
- A sidekick who is the polar opposite of the hero mentally, physically, and emotionally;
- A generic mass of identity-less bros who don’t get names because they’re not alive long enough to matter; or
- A balanced party of brains, heart, and strength who support the hero, or who count the hero as one of their own.
So I guess before the next episode I need to find some of these characters to make this more enticing right? Ok I’ll be back in the next episode with some characters, I can’t guarantee they’ll fit the bill but heck, this is my quest so I get to choose them. It may even be you if you play your cards right! Whereever you’re tuning in or reading this from around the world, I’m sending you a BIG virtual hug of thanks and gratitude for tuning into to the very first Season and Episode of Natalie Sisson’s Quest for Freedom. If you want to make my day leave a comment below to:
- tell me my Hero name
- simply say hi, and;
- add your own definition of what freedom means to you.
Go ahead and make sure you subscribe to the show in any podcast player you have, and find me on iTunes, Stitcher, SoundCloud, Google Play and iHeartRadio.
Tune in to the next episode where I let an Oracle tell me what I can expect in 2017….Yep I consulted an Oracle...or more over the Suburban Psychic approached me to do a session with me. And here's just a snippet of what she had to say: "There’s a part of you that doesn’t want to know stuff, and there’s that little part of you that is giving permission to you to dive in deeper, to explore further, because you got this amazing watch dog in the ego. If a wave is crashing, coming towards you you don’t try to get over the top and scoot your way around it. You got to dive into that sucker and that’s the only way you are going to come out the other side without being thrown on your head and getting sand in places that you don’t want to even talk about " Intrigued? Make sure you jump in and sign up to updates via email so I can share with you when each episode goes live.
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131. 131: Changing My Mind and Why Your Gut Matters More Than Your Strategy
17:32||Season 1, Ep. 131
130: How to take your business from Economy to your First Class Offer
50:47|You've built something real. Your 1:1 clients get incredible results. You're booked out or in demand.So why does it feel like you're trapped?Because you're still flying economy. You're the product. Your income is capped by your hours. And every day you stay there is costing you freedom, impact, and the life you actually built this business for.In this exclusive access to my latest masterclass recording, I walk you through the exact three-step framework I use with my clients to move from 1:1 exhaustion to 1:many freedom. You'll see how to pick the leverage model that fits your life, build an offer people already want, and map it all to the financial freedom number that actually matters. Join the Inner Circle → lifepilot.co/circle Get the 48-Hour Offer Kit → lifepilot.co/offerkit
129. 129. Why You Need a Scalable Offer to Create Your Freedom Business
21:03||Ep. 129There comes a point in business where more is not always better.More offers, more income streams, more platforms, and more launches can look like success on paper. But behind the scenes, they can quietly become the very thing you were trying to escape.I know because I built that version of business.After years of creating digital products, workshops, courses, and programs, I had an ecosystem that was making good money. But I was also managing too many moving parts, working harder than I wanted to, and feeling further away from the freedom I had built the business for.That was my turning point.In this episode, I’m sharing why one clear, leveraged offer can be far more powerful than a complicated offer ecosystem. I talk about what I learned from building The Freedom Plan, what happened when my business became too complex, and why coaches, consultants, and service providers need to focus on the offer that creates the most impact, income, and spaciousness.Because the goal is not just to get paid for your expertise.The goal is to build something that scales beyond your time, supports the life you actually want, and gives you the freedom to enjoy the business you worked so hard to create.What You’ll Learn:How a successful offer ecosystem can become too complicated to runWhy more income streams do not always create more freedomWhy one clear, leveraged offer can create more impact than multiple scattered offersHow to identify the offer that plays to your strengths and solves a real problemWhy one-to-many offers are powerful for coaches, consultants, and service providersHow to build your offer around your life goals, not just your revenue goalsKey Takeaways:More offers do not always mean more freedom.If every offer needs your time, energy, and attention, your business can quickly become overwhelming.A leveraged offer gives your expertise room to scale.A one-to-many offer lets you help more people without adding more hours to your week.Your best offer should support the life you want.It should create income, impact, and spaciousness, not pull you further away from your freedom.You do not need to be everything to everyone.When you get clear on the real problem you solve, your business becomes easier to build and sell.Clarity comes from action.You do not need a perfect offer. You need to test, refine, learn, and keep moving.Key Resources:Get the 48-Hour Offer Kit to help you turn your ideas, strengths, and lived experience into a clear, sellable offer in 48 hours.Join the free masterclass, Turn Your Expertise Into A Profitable, Scalable Offer, on June 26th at nataliesisson.com/masterclass.Explore more episodes and resources at lifepilot.co/podcast.If this episode helped you think differently about your expertise, your offer, or the business you actually want to build, come and tell me. Find me on Instagram at @nataliesisson or connect with me on LinkedIn, Natalie Sisson.A little reminder: You do not need to have everything figured out before you start.You already know more than you think. Now it is time to turn that into an offer that supports your life, not one that consumes it.
128. 128. The Real Questions To Ask Yourself To Build A Profitable Freedom Business
26:00||Ep. 128I want to take you back to where this all started.Before the offers, courses, podcast, launches, and systems, there was a blog, a tiny audience, no email list, and a desire to figure out how to get paid to be myself.Being back in Bali has made me reflect on that journey. Sixteen years ago, I was building from scratch after walking away from a tech startup. I had no real plan, but I had curiosity, a love for storytelling, and a desire to help other women see what was possible.That blog eventually became interviews, an email list, digital products, workshops, courses, global events, and a business that gave me freedom I could barely imagine at the time.This episode is about the real meaning of getting paid to be you. I’m sharing how my first offers came to life, how one blog series became an entire offer ecosystem, why sales while you sleep are not sleazy, and why your business should support your life, not take over it.What You’ll Learn:How I built an online business around my voice, experience, and ideasWhy your audience can show you what to create and sell nextHow one offer can grow into ebooks, audio, workshops, courses, and coachingWhy sales while you sleep are really about creating value that keeps workingWhy profit, freedom, and lifestyle matter more than revenue aloneKey Takeaways:Start by paying attention.You do not need a perfect business plan. Sometimes your audience is already telling you what they need. You just have to listen and act.Your lived experience has value.What you have figured out, built, overcome, or tested can help someone who is a few steps behind you.One idea can go a long way.A blog series can become an ebook, a workshop, a course, or a coaching offer. You do not always need a new idea. You may just need a new format.Profit matters more than revenue.Big revenue does not mean much if the business is exhausting, expensive, or barely profitable.Your business should serve your life.Freedom is about building a business that gives you more space, energy, creativity, health, and meaning.Key Resources:Get the 48-Hour Offer Kit to turn your ideas and experience into a clear, sellable offer. lifepilot.co/kitJoin the Inner Circle for strategic coaching and support to build offers, create more freedom, and grow a business that supports your life. lifepilot.co/circleExplore more episodes and resources at lifepilot.co/podcast.And if this episode made you think differently about what you already know, what you could package, or how your business is currently supporting your life, come and tell me. You can find me on Instagram at @nataliesisson or connect with me on LinkedIn, Natalie Sisson.A little reminder before you go: You do not need to become someone else to build a business that works. Start with what you know, what you have lived, and what people already need from you.That is how you get paid to be you.
127. 127. Bali, Business Growth, and the Power of Decisive Action
28:32||Ep. 127I'm recording this from Bali, and I can feel something shifting in me.There is a version of this story that could sound like luck. Like I just happened to be able to take my family here for three months, work from beautiful cafes, go to the gym, get massages, swim with Leo every afternoon, and build a life that feels expansive and alive.But I need to be clear. This was never about luck.Everything I have created has come from a decision. A desire. A clear vision. A willingness to take inspired action before I knew every single step. I have had fears, doubts, and plenty of moments where I could have talked myself out of the life I wanted. But at some point, I stopped waiting for permission and chose to create it anyway.That is what this episode is really about. Not just Bali. Not just business. Not just AI or offers or systems. It is about what happens when you decide to live like the pilot of your own life.What You'll LearnWhy our second time in Bali feels completely different, and how preparation, support, and clarity changed everythingWhat it actually takes to create freedom, adventure, and intention, and why luck has nothing to do with itHow coaching, breathwork, rituals, and embodiment work have helped me reconnect with the bold, courageous version of myselfWhat is shifting inside my business, including new offers, old frameworks coming back to life, and a deeper body of work beginning to emergeHow I'm working alongside Josh as his fractional CMO, bringing AI education, workshops, and systems into the worldWhy I believe AI and talented humans can create an incredible partnershipKey TakeawaysThis life was built through decisions, not luck. If you want a different life, start by deciding it is available to you.Clarity makes everything easier. We came back to Bali knowing the visa process, the school, the rhythm, the support systems. When you know what works, you move with so much more ease.Support changes the whole experience. Freedom does not mean doing everything alone. It means setting up the right structure around you.Your Perfect Day is not a silly exercise. When you allow yourself to imagine how you actually want your life to feel, you begin to notice what needs to change.The next body of work is revealing itself. This season is about looking back at 16 plus years of work and asking what still feels alive, what needs to return, and what will serve my clients best now.ResourcesStart with my free Perfect Day exercise and workbook at lifepilot.co/perfect. This is one of the simplest but most powerful ways to get clear on what you actually want your life, business, energy, relationships, work, and everyday rhythm to look and feel like.Try the free Owaken Breathwork session on YouTube. It is a beautiful place to begin if you are craving more clarity, intuition, grounding, and connection back to yourself.If you want real accountability, life coaching, and a proven system to prioritize what matters most join the Legends ClubCome and connect with me on Instagram at @nataliesisson or find me on LinkedIn, Natalie Sisson. I would genuinely love to hear what part of this episode landed for you, what you are creating in your own life, or what you are ready to stop waiting for.And if you have been listening to The Life Pilot Podcast and getting value from it, I would be so grateful if you left a review on Spotify or Apple Podcasts.For the month of June, I’ll be sending a little gift to listeners who leave a review and let me know. Think of it as a small thank you from me to you, filled with tools and resources to help you create more freedom in business and more adventure in life.A little reminder before you go: You do not need to wait for permission to create the life you want.You are the pilot. Make the move. Book the ticket. Launch the offer. Share the dream. Then go make it happen.
126. 126. 3 Ways I've Brought AI Into My Everyday Life and How You Can Too
17:32||Season 1, Ep. 126In this episode, I'm sharing what happened when I listened to my gut instead of my strategy, why I pulled the offer last minute, and what changed when I decided to be the CEO of my own decision.This is about more than one offer. It's about having the courage to change your mind on life decisions, relationship decisions, health decisions, business decisions — and why that's actually a sign of intelligence, not weakness.What You'll Learn:The story: Why I walked away from a $1K offer I'd already designed and promoted.The neuroscience: Why changing your mind improves creativity, problem-solving, and decision-making — and what your brain is literally doing when you shift.The framework: How to make decisions from your gut + heart + head (not just your head).The permission: You're the CEO of your life. You get to change your mind. And it's probably the right move.If you're clear on your offer and ready to scale it, join the Inner Circle at https://lifepilot.co/circle— where I coach you week in, week out on your offers, your business, and your mindset. Not quite there yet? Start with the **48-Hour Offer Kit** at lifepilot.co/kit
125. 125. How I Created My Gateway Offer With AI (Without Losing My Voice)
27:27||Season 1, Ep. 125How long have you been sitting on an idea, offer or course that you know still has value... but somehow it keeps getting pushed to the bottom of the list?Because that was me with Monetize You.I created it years ago, coached people through it, watched clients get amazing results and knew the frameworks really worked. But if I'm honest, I just hadn't done anything with it for ages and it slowly drifted off my radar.Then I found myself asking a simple question: how could I make this even better?As I started playing around with AI, I realized I had years of coaching, methodology, prompts and frameworks sitting right there. So I began feeding all of that in and seeing what was possible.That process led me to create the 48-Hour Offer Kit, which I'm calling a gateway offer, and what happened next genuinely surprised me.The biggest shift wasn't actually speed. It was clarity. AI helped me get out of my own head and cut through an idea I'd been circling around for months.In this episode, I'm taking you behind the scenes of what worked, what AI genuinely helped with, and why I believe your experience, personality and uniqueness matter more than ever right now.What You'll Learn:Why you probably don’t have an ideas problem, you have a done problemHow I took an existing course and completely AI-ified it without losing my voice or methodologyWhy AI can help you get offers, ideas and products out into the world fasterThe difference between using AI to replace yourself versus using it to amplify what already makes you valuableHow I turned years of coaching frameworks into an AI-powered workbook and offerWhy your lived experience, personality and perspective matter more than ever in an AI world
124. 124. From AI Advice to AI Action: How to Stop Doing All the Work Yourself
26:02||Season 1, Ep. 124Something shifted for me recently around AI. And not in a small “oh cool, that's helpful” kind of way. More like... oh. Ohhh. This is bigger than I thought.Because if you listened to the previous episode, you know I talked about finally going all in on AI this year and just how much my thinking around it has changed already. But this episode really took it to another level.I got to be part of Josh’s first live AI workshop, and we had people in the room at every stage. Total beginners, people who’d been dabbling for a while, and people using ChatGPT, Claude, Gemini... basically every day.And honestly? The thing that struck me wasn't the technology.It was people's faces.It was watching those little moments happen in real time where you could almost see somebody thinking, wait... hang on... what?! Like realizing there was this whole other level available that they genuinely had no idea existed.Because most of us are still using AI as an advisor. We type something in, read what comes back, copy it, paste it somewhere, and then go do all the work ourselves. We’re still the glue holding everything together. But this workshop was about something very different. AI that actually acts. Connected to your tools, your systems, your workflows. Organising things, moving things, building things, completing tasks on your behalf. And watching that happen live, in real time, genuinely felt like a wake-up moment for me. So in this episode, I’m walking you through the six demos that genuinely blew my mind, and why I keep coming back to this thought: the people who thrive with AI won’t necessarily be the most technical. They’ll be the most intentional.What You'll Learn:The difference between AI that advises versus AI that actually acts on your behalfThe six live demos Josh ran that changed how I see AI completely (and what each one means for your business)Why your AI workflows are really just SOPs in disguise, and how you get AI to write them for itselfWhy being organised and knowing yourself matters more right now than any technical skillThe mindset shift that changes everything: from AI as a chatbot you talk to, to a system that works for you
123. 123. How I Went From AI Curious to Actually Building My Business With It
22:28||Season 1, Ep. 123Over my birthday month, I gave myself some real space. Time to switch off, be with family, and finally lean into something I’d been dancing around for a while… AI.And somewhere in that space, I had to be honest with myself.Things in my business were good. My clients, the Legends Club, the Inner Circle, all of that felt solid. But when it came to AI, I could see it clearly. I’d been coasting. Staying comfortable while everything around me was speeding up.What really brought it home was watching my husband, Josh. He’s been in development for over 25 years, deep in AI for the last few, and he’s just in it. Running agents, building things, automating constantly. And I kept thinking, that’s his world.Until it hit me. This isn’t just his world anymore. It’s everyone’s.That was my wake-up moment.So this episode is about what happened when I stopped sitting on the sidelines. What I started building, what stretched my brain in the best way, and why I believe the people who learn how to have AI actually do things for them, not just give them answers, are going to have a serious edge over the next 6 to 12 months.What You'll Learn:Why most people are still using AI the "old way", and what it actually looks like when it starts working for you insteadWhat made me go from coasting on AI to completely overhauling how I run my business (and what finally clicked)How I built a full sales page in about two hours, and what that same process used to cost me in time and moneyWhy the 40% of jobs most at risk from AI disproportionately affect women, and why that makes this moment so importantHow to identify opportunities in your business where AI can save time and energy