How It's Going, 2 Years Later

still non-linear...

Every letter I share a story about my life in a way that you can hopefully relate to. I believe we are all here to share our journey, both the highs and the lows, as this is how we collectively raise the consciousness of the planet. If anything resonates with you, please share! 🙏

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The Journey Continues

Two years ago, I launched a new format for this newsletter, sharing the winding, non-linear story of my early career and life journey.

In Your Journey Is Never Linear, I opened with the surreal image of me—suited up, pushing an ATM down a Brooklyn street. That bizarre moment encapsulated the unpredictability of my career and set the tone for a tale of reinvention.

From my early days as a bank teller with an entrepreneurial spark, to chasing the dot-com dream (and failing spectacularly), to humbling, but ultimately joyful, stints as a waiter, and eventually taking bold leaps with my career, my story unraveled in twists and turns.

Along the way, I navigated risks, learned from mentors, survived the chaos of a family business, and even confronted a near-death experience in Thailand.

It was a reflection on how life rarely unfolds in a straight line but always leaves clues for those willing to connect the dots. If you're new here or want some background on my journey, I’ve linked to that story below.

Two Years Later: A Reflection

Fast-forward two years—almost to the day.

When I first started this newsletter, my goal was to publish a letter every week. And, at first, I did. I started strong. But eventually, I wavered. And it’s been a bit haphazard since then.

I could give you a list of reasons why, but in the end, they’d all sound like excuses.

As a neurodivergent person, I’ve had to confront the reality that my mind is often juggling competing thoughts at any given moment. There’s a constant buzz, and managing that noise has been one of the most significant challenges of my life. But at some point, it comes down to this: I have to decide which of those thoughts I’ll give power to.

Acclimating to a New Life

The past two years have been full of changes. My partner Natalie and I relocated just outside Minneapolis. Life here has brought its own mix of blessings and challenges.

On the plus side, our sleep has improved a thousandfold since leaving Uptown. It’s amazing how much better you feel when your nights are quiet and restorative.

But I’d be lying if I said I didn’t occasionally miss the energy of city living. Having spent chapters of my life in New York and Los Angeles, I’ve always thrived on the buzz of urban environments.

Now, though, I’m finding that I’ve become more of a homebody. It takes a lot to pull me out of the house these days. Maybe it’s a function of getting older, or maybe it’s the consequence of pouring so much energy into work that I’ve neglected cultivating my social life.

Starting over in a new city—without old friends nearby—has been harder than I anticipated. It’s jarring, to say the least. I never really gave much thought to how isolating it can feel to rebuild a sense of community from scratch.

On a positive note, I’ve been lucky to find a monthly men’s circle to participate in, which has been grounding. But I know I need more.

Moments of Connection

The past two years haven’t been without highlights. There have been memorable trips and opportunities to speak on a few podcast stages. Those conferences are great for catching up with old friends, but I’ve noticed that those connections, if I”m not careful, often result in a lot of ‘wide and shallow’ rather than ‘narrow and deep’.

And that’s what I’m missing: deeper connection. A sense of rooted community.

A Fresh Start

So, here I am, recommitting to this newsletter. Weekly posting feels like an ambitious goal, but it’s one I’m ready to embrace again.

This time, though, it’s not just about consistency in writing. It’s also about fostering community—nurturing relationships that feel meaningful, both in this space and in my offline life.

The journey continues, and I’m excited to see where it leads.

By the way, I know I start these letters with an invitation to share what resonates, but I feel called to remind you of that invitation once again. Especially on the topic of community and connection.

I hearing more people share how they’re feeling more lonely and disconnected than ever, and I think we need to talk about that more.

So if that’s you, know you’re not alone, and reply with what’s coming up for you, especially as we come up on holiday season.

With gratitude,

🙏 Harry

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👋 what i’ve created recently…

/// vertical farming podcast

148 Floris Berghout - From Greenhouses to Global Impact - Viemose’s Journey

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🎤 when you’re ready, here are a few ways i can help…

Done-For-You - Are you a business owner that’s clear on your messaging and ready to launch your own authority-building podcast with the full launch, production and marketing support of our team? Watch This Video

Done-With-You - Do you have a podcast idea in mind and looking for the support of a community and a little hand-holding from me to keep you accountable? Join The Stage