PreS.: I’ve been talking a lot about The Council recently but I never told you exactly how I see it and why it exists. I wrote this to answer the most frequently asked questions I get. Hey Reader, Thinking about launching something soon? Many of my clients are, so I’ve been talking a lot about the right way to announce that new awesome thing you’re building. Traditionally, there are two popular ways to put a new offer into the world. Option one sounds like this: “I’m thinking about building...
9 days ago • 7 min read
Hey Reader, I’ve never done this before; I’ve never shared my year-long strategy before I’ve had the chance to implement even 5% of it. But I’ve gotten so many questions about what I’ll sell this year and where I’ll show up that I decided to answer in an in-depth, unfiltered way. So today’s email is a bit self-centered. Before we dig in, I want to add an important caveat: this is my strategy, based on my goals, and on my history. It’s not translatable 1:1 to another business. I’ll do my best...
16 days ago • 7 min read
Hey Reader, Quick question: aren’t launches great? The adrenaline, the dopamine, the rush when someone trusts you enough to buy a brand-new product or offer? Personally, I like them. I’ve spoken before about how often you should launch something new. BUT you can’t run on launches only. If your business only feels “stable” during a launch window, you have built a machine that runs on adrenaline and attention. It works. It also burns you out, because every revenue spike demands another spike,...
23 days ago • 9 min read
Hey Reader, 🎉 Happy New Year! I hope 2026 will be your best year yet! I chose to kick off this year with a playbook for thriving off social media because, let’s face it, we all have a love-hate relationship with it. For instance, most solopreneurs in the State of Solopreneurship report said that the bulk of their business came from LinkedIn. Yet, when asked what channels they will double down on this year, social media was not their first choice. My interpretation is that social media...
30 days ago • 8 min read
Hey Reader, This is the last issue of Strategic AF in 2025, so I want it to make a difference for you in two ways: I’ve been collecting and analyzing these trends for months, so I can send you something actionable that helps you plan your next move. There’s an invitation for you to something I’m building at the end of this email. This invitation is for your eyes alone. I’m not talking about it on social media yet. You’ll see why. Until then, let’s talk about what 2026 might hold in store for...
about 1 month ago • 9 min read
Hey Reader, I’d rather floss with barbed wire than tell someone to “be more authentic”. Since personal branding became a thing, the gurus have exploited authenticity to death. The logic is fairly simple: "be more authentic" so that people get to know the real you, (presumably) love it, and pay it. I've come to despise this word. Because it's bullshit. "Authentic" was Merriam-Webster's word of the year in 2023, and they define it as: “Authentic has a number of meanings including “not false or...
about 2 months ago • 6 min read
Hey Reader, The question I get asked most frequently is how I can do so much content without burning out. People see a long-ass newsletter that goes out every week, a steady social media presence, plus a bunch of one-off interviews/podcasts/guest posts. Couple that with the fact that the State of Solopreneurship revealed that most people struggle with time/creative bandwidth and you’ll understand why they are curious. The (my) answer is twofold and you’re not going to like the first part: I...
about 2 months ago • 9 min read
Hey Reader, Happy Thanksgiving if you’re celebrating! If not, I hope you still take a moment to reflect on the things you’re grateful for. It’s late November, which means two things: Everyone and their dog is launching a “Yearly Planning Ritual.” Half of those plans will live and die in a colour-coded Notion dashboard nobody opens after January 7. Let’s not do that. Instead of going super granular and trying to plan for every week of next year, let’s zoom out. Let’s figure out the basics and...
2 months ago • 6 min read
👀 ICYMI: The State of Solopreneurship report tells you how solo operators are making money, what they’re selling, and what channels they’re betting on. Download it here --> State_of_Solopreneurship_report_2026.pdf. Hey Reader, In the State of Solopreneurship report, most respondents indicated they have a seemingly low subscriber-to-customer ratio. Some people seemed shocked by that. Similarly, many of my strategy session clients tell me they expect more sales from their list, so they’re...
2 months ago • 8 min read
