LifePilot: Be the CEO of your life with Natalie Sisson

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 si...

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...

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...

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...

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...

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 prom...

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 fr...

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...

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....

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 goa...

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 i...

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...

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 ca...

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 inspir...

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...

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...

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...

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 ou...

Ever wondered what happens when the honeymoon phase ends and real life kicks in? Perhaps it's time for the honest follow-up to what lifestyle design actually looks like when you're knee-deep in toddler meltdowns and business deadlines. In this raw episode, I'm sharing exactly what our second month in Bali has been like as a family of three — from Leo's epic three-week daycare adjustment (complete...

What if hitting rock bottom was actually the beginning of everything? It’s often in these moments that we learn our greatest lessons. For my guest, Milo Meldrum, she used it to build a thriving business that honors her season of life, even while she was sharing a one-bedroom flat , whose lounge she birthed her baby in! In this episode, I sat down with the grounded and glowing Milo, a creative entr...

What if success didn’t have to mean striving, overworking, or doing more than you really want to? I sat down with the radiant and real Jess Pinili, an intuitive, straight-talking businesswoman who has built a thriving business around clarity, systems, and a whole lot of self-trust. We dove into everything from why she refuses to follow cookie-cutter formulas, to how she gets more done in fewer hou...

Ever dreamt of escaping the hustle and creating a life that feels like freedom? In this episode, I’m sharing exactly how we packed up our life and moved to for two months — as a family of three — and what it’s really like to live and work abroad. From running my first retreat in 8 years, to finding daycare, drivers, food delivery, workouts, massages and a slower pace of life… I take you behind the...

Ever wake up in a cold sweat about an unanswered email? Or feel a persistent sense that you're missing something important in life but can't pinpoint what? You might be experiencing "time anxiety"—a phenomenon that bestselling author Chris Guillebeau discovered affects people from teenagers to retirees, creating physical symptoms and deep existential unrest. Chris shares insights from his research...

Feeling stuck isn't about not knowing what to do—it's about not stepping into the fullest version of yourself. This feels extra hard to do when you're confidence is shaken after a major life transition - for me this was motherhood. In this deeply personal episode, I share my journey on becoming a Mum later in life, putting my business on hold, and the major identity shifts that shook my confidence...

Is it really possible to have it all — success, rest, creativity, and joy — without burning out? What if the secret to sustainable success isn't doing more — but giving yourself permission to do less? In this deeply candid episode of the LifePilot Podcast, I sit down with my friend and money mentor Denise Duffield-Thomas for one of the most honest conversations we've ever had about business, burno...