Blog Diann Wingert Coaching, LLC Blog Diann Wingert Coaching, LLC

Sustainable Business Strategy and Anti Planning Guide

At this time of year, it's hard to miss the avalanche of content urging us to plan, journal, set goals, and envision our dream year ahead. Vision boards, 90-day planners, accountability workshops—everywhere you look, someone has a new system. But for ADHD brains, all that noise leads to guilt, overwhelm, and a nagging sense of inadequacy. Here's the truth: those frameworks were created for brains that operate consistently. ADHD brains operate on peaks and valleys of interest and energy. Forcing yourself to fit that mold won't make you more productive—it just makes you feel like shit. Try something radically different: create three simple lists reflecting on Energy, Money, and Time. What gave you energy versus what drained you? What actually made you money versus what you thought should be profitable? When are you truly at your best? Then comes the bold move: subtraction. Let go of draining clients, offers you despise, and projects you never started. This anti planning approach isn't a typical plan—it's an advantage.

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Small Business Ownership: 5 Must-Ask Questions

Small business ownership often feels like gambling—especially for ADHD-ish entrepreneurs navigating endless tactics, programs, and quick fixes. Jessica Lackey’s work highlights a simple truth: strategy starts with clarity, not more courses. These five essential questions—what business you're running, what stage you’re in, the impact you want, the responsibility you’re willing to hold, and what “enough” truly means—cut through noise and bring you back into agency. With intention, structure, and honest self-inquiry, you can build a business that fits your capacity, your brain, and your definition of success.

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How can I clone myself? Getting a virtual twin this year

I've been waiting since 1996 for science to solve my biggest business problem. When Dolly the sheep became the world's first cloned mammal, I thought: finally, a way to do ALL THE THINGS. But for entrepreneurs like me, the question "how can I clone myself?" isn't about immortality—it's about capacity. We're drowning in ideas and opportunities we actually want to pursue, but we're limited by time, energy, and the inconvenient fact that we're just one person. While human cloning is still illegal in most countries, there's a better solution that doesn't involve sheep, laboratories, or ethical controversies. The virtual twin might be the answer you've been searching for.

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