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Next week, I leave the UK for South America. I can’t wait to learn Spanish, overdose on red meat, and become Kieran Escobar. I feel most alive in a foreign country. Perhaps it’s the fear of being an outsider, but I love the discomfort. I learned so much about myself from last year’s trip to Kenya, Thailand, and South Africa. Only this time, I have no return date. There’s a whole world out there to explore (and I ain’t getting any younger). So I got rid of my flat and I’m living out of a suitcase for the foreseeable future. As you might imagine, packing was hell. As I began sifting through my wardrobe, three piles formed:
After an hour, the maybe pile was a mini-mountain. I sat by it with a sigh. I hate wasting energy on small decisions. So I scooped up the pile of renegade clothes and dumped them into a charity bag. It felt great. There’s something special about knowing the only things you own are a ‘hell yeah’. It got me thinking. The weight limit on lifeHow many ‘maybes’ do we carry around in life? How many ‘just in cases’ weigh us down because we are too afraid to say ‘no’? To commit? To change? We think there is no weight limit, but that’s a lie. Focus is finite. You can only take on so many projects, build so many relationships, and master so many skills. Each time you accept a ‘maybe’, you turn down a ‘yes’. It’s not obvious because it’s a future opportunity. But imagine if we could see which doors close because we give in to our fear. I’m sure it would terrify us into bolder action. Doing less but better‘Maybe’ might give you a good life, but not a great one. Sure, you can still get rich by being busy. But it’s a heavy load. And the more weight we carry, the less joy we feel. Ironically, we try to fix this by cramming in more. But what if we were brave enough to do less, instead? I’d bet we would get what we want from life. Maybe not immediately, but eventually. Because something magical happens when you go all in. Reality bends itself around you. You master your craft, build a great business, and become your best self. Now, I’m no saint here, Reader. For most of my life, I’ve been too much of a pussy to pick a lane. But over the past 5 years, I’ve slowly shed weight to pursue writing. It has been an uncertain but beautiful journey. Now I’m writing a book, I’ve had to say no to many opportunities. It’s scary, but you must have faith that you are saying yes to the future you want most. Where are you carrying too much weight? Lighten the load and you will fly much higher, Kieran |
On a mission to become a better writer, thinker, and entrepreneur • Ex-dentist, now building an internet business (at ~$500k/year)
At the start of the year, I set myself a range of goals. I realised I had spent the previous 5 years purely focused on building my writing career. It’s been fun, but I couldn’t shake this feeling that there is more of life to experience. Some included: Run a half-marathon Learn Spanish Write a book Travel South America Go to a meditation retreat Try stand-up comedy So I strapped on my shoes, downloaded Duolingo, and began writing my book. Kieran Drew @ItsKieranDrew 📗Book update 📗 If you...
Before we dive in: Get more buyers from your email list Want more email subscribers to become buyers? My friend Josh Spector put together 15 email templates to help you sell more of your offers (without relying on gimmicks or tricks). Josh always delivers, and these templates are no exception. LEARN MORE AND GET A FREE TEMPLATE HERE “Do you need the money?” I pause, taking a bite of my steak to buy some time. “Uhh I guess not.” I mumble between mouthfuls. It’s my first night in Paraguay, and...
Before we dive in: Use your email list to pay for a house My friend John Bejakovic has a free Skool group to help you grow and monetize your email list, or as he says, to "use your email list to pay for a house." John’s built a great email-based business, and his group has plenty of valuable resources and ideas so you can, too. JOIN HERE Welcome to October 2025’s Monthly Memo. If you’re new here, each month I share my income, expenses, and what I’m working on now. Grab a cup of tea, let's...