Million Dollar Grit

This one's personal — I'm unpacking the wild weekend behind me after Jessie Jean gave me a shout-out on her Instagram story and my following jumped from about 17,900 to over 21,600 almost overnight, along with an inbox full of coaching applications I'm still working through. I talk about what it's actually like to be flooded with brand-new people after years of going deep with a smaller, tight-kni...

The worst business advice you'll ever take won't come from a troll — it'll come from someone you hired, polished and confident and completely wrong. In this episode I get into why the things that actually harm your business never look harmful (the cop with the badge still has a gun), why I tell my clients that ideas are guilty until proven innocent, and how to hold two true things at once: you don...

There's exactly one wrong move in business, and it isn't picking the wrong name, launching the wrong offer, or running the wrong marketing strategy — it's doing nothing, and in this episode I make the case that a messy, half-baked, even wrong attempt will always work in your favor over the perfect plan you never execute.

I just wrapped the first in-person AI & Sheep workshop at my farm, and I couldn't let these takeaways leave my brain before I got them on record. The truth is, most people are losing ground to AI, not gaining it — they're in the dopamine pool, working longer, building more, and not seeing a single dollar of return. So before anyone goes another week adding tools and workflows to their life, I want...

I recorded this one from my car — a little hat tip to Russell Brunson, who taught me that "in the car" beats "not at all" — because I had something I couldn't wait to break down: the launch my client Jessie Gene just ran on Instagram, and what it actually teaches the rest of us. I met Jessie back in the ClickFunnels Two Comma Club days when I was a head coach and she was running a binge and disord...

This is a candid conversation with friend, client, and business partner Aryeh Sheinbein. I have two real-time negotiations on my desk right now (a post-divorce mortgage refinance the bank told me had only one path, and a $10K non-refundable sheep deposit I'd already mentally written off), and partly because Aryeh is one of those rare people whose default assumption is that almost every "this is th...

This episode started with a client of mine watching me sell out four in-person workshops in three days and asking — completely seriously — how the heck I take action so fast. Her honest answer was that she'd need six to eight business months to put together something similar. So I broke down what's actually happening, and it's not what most people think. Fast execution isn't about being braver, mo...

I just got back from three days in New Haven at the 17th Digital Insiders mastermind — 40 entrepreneurs in one room, and somehow these events keep getting better than the last one. In this episode I walk you through the keynote from Michael Roderick on aspirational vs. excellence buyers, the member shares from Emily Green on $15 paid workshops, Amber Housley on the 34 webinars it took before hers...

This episode started with a client question — "what's a tripwire?" — that turned into a full breakdown of every low-ticket funnel term the marketing world uses (and misuses). I walk through the difference between a tripwire, which is a low-ticket offer sitting on the thank-you page of your free opt-in, and an LTO, or low-ticket offer, which is that same product when you run traffic directly to it...

In this episode, I'm introducing a term I've been using a lot lately — hub tools — and why the distinction between a hub tool and just another piece of software matters more than ever in the age of AI. I spent two years building a knowledge base inside ChatGPT, only to realize I couldn't easily extract any of it. That was the wake-up call. So I'm walking you through the five questions I now ask be...

I am still riding the dopamine and adrenaline high from discovering what I'm calling the most powerful second brain system I've ever built — and this week on Million Dollar Grit I'm breaking down the whole thing. If you've been using ChatGPT or Claude to build context and memory for your AI work, you need to hear this. I spent two years building a second brain in ChatGPT and last week I stumbled o...

I want to talk about something that gets really blurry when money feels tight. The difference between actual urgency and straight-up anxiety. Because they feel the same in your body, but they lead to completely different decisions in your business. In this episode, I walk through five simple ways to tell the difference so you don’t blow up something that’s actually working just because you’re feel...

In this episode, I'm breaking down the line that every customer travels — from having zero clue who you are, all the way to becoming a buyer — and why most business owners are missing critical pieces of it without even realizing it. I walk through the difference between marketing and sales (they are not the same thing), why your reels aren't supposed to close sales, what I call "Big Daddy Funnels"...

Let’s talk about the question every business owner eventually asks: if I had to sign five clients by the end of the month… what would I actually do? This episode came from a Voxer message a client sent me this morning. She wanted to know how to move quickly when revenue suddenly feels urgent. I walk through the exact strategy I’d use, starting with activating past clients and warm leads, and worki...

Let’s talk about what a real webinar launch actually looks like. Not the million-dollar highlight reels you see on Instagram. I’m talking about the messy middle most people experience when they build a webinar funnel for the first time. In this episode I walk through the realistic path I see with my clients every single week. From writing the offer brief and building the presentation, to running t...

In this episode, I break down what it actually takes to go from $200,000 to $500,000 in annual revenue without creating chaos in the process. I walk you through how I helped a client stop chasing tactics and start identifying the real bottlenecks holding her back, from refining her $2,500 offer positioning to removing the sales call constraint and validating cold traffic through a webinar. If you...

Let’s talk about the biggest lie in online business: that simplicity means doing one thing. One offer. One niche. One promise. Everyone nods. Almost nobody actually does it. And honestly? I think we’ve misunderstood what simplicity really is. Simplicity isn’t about having one offer. It’s about having one economic engine. Knowing exactly where your money comes from, what activity drives it, and wha...

Let’s talk about the question I keep getting: “Why on earth are you starting a farm?” This wasn’t random. It wasn’t a midlife crisis. And it definitely wasn’t me abandoning online business. It was a strategic hedge. If AI is going to disrupt everything (and it will), then I want leverage inside of it — and I also want something completely outside of it. We already owned 15 acres with $300K+ of far...

Let’s talk about “long-term” plans. Not your five-year vision board. I’m talking about your six-month plan in 2026 — which honestly feels like ten years in the 1950s. Most plans don’t fail because they’re bad ideas. They fail because they were designed on a whiteboard and never pressure-tested against real life. Your bank account. Your calendar. Your nervous system. You can have a perfectly logica...

In this episode, I break down a live webinar audit where I had to step in and fix a “buy-live” bonus that looked smart on the surface but was quietly eroding trust underneath. I walk through how I evaluate urgency beyond just short-term conversions, why arbitrary timers create second-order damage, and how to redesign live bonuses so they reward presence without punishing replay buyers. If you’ve e...

Let’s talk about why Facebook and Instagram ads fail even when you aren’t doing anything “wrong.” I see this constantly with smart business owners who have solid offers… and still watch their ad spend light itself on fire. I walk through why agencies often kill early profitability, why scaling means becoming an ad creative machine (whether you like it or not), and why mixing funnels inside one ad...

Let’s talk about doubt—because most business owners aren’t stuck because they lack ideas or strategy. They’re stuck because they treat every doubt like it deserves an answer. This episode came out of a very personal experience with health anxiety and OCD, but the lesson applies directly to how we make (or avoid) decisions in business. I break down why reassurance and pivoting are actually the same...

Let’s talk about the thing people keep avoiding—even though the data is screaming. In this episode, I’m making the case for the weekly live webinar and why, heading into 2026, it’s still the fastest and most reliable way to turn strangers into buyers. I walk through real client examples across courses, memberships, coaching, mentorship, and higher-ticket offers—what’s converting, what’s not, and w...

Episode 85 is all about money — revenue, profit, and income, and why they’re not the same thing. I walk through how to actually connect your offers to your financial goals, using simple math and a real example of what a $500K business really looks like after expenses and taxes. We break down why most people set revenue goals that don’t line up with their offers, capacity, or margins — and how to s...

Let’s talk about the tension no one wants to sit in: what do you actually do when the future of AI sounds both thrilling and terrifying? I watched a recent Diary of a CEO interview and left feeling totally disoriented. On one hand, AI is opening up wild new possibilities. On the other, it’s coming fast for every white collar job—and the level of psychosis it’s already creating is real. In this epi...