Claim OwnershipPlan Like A Boss | Planning, Productivity, and Strategy for Entrepreneurs
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© 2026 Plan Like A Boss | Planning, Productivity, and Strategy for Entrepreneurs
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Plan Like a Boss is your go-to podcast for mastering planning, productivity, and strategy as a solo or small business entrepreneur. Each week, you'll get practical tips and real-life insights to help you set smart goals, manage your time, and grow a business that actually fits your life.
31 Episodes
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We challenge hustle culture and show why more hours and bigger lists kill focus, creativity, and momentum. A simple reset—three weekly outcomes and one daily momentum task—helps you finish what matters and build sustainably without burning out. • the productivity trap and burnout • myths that busy equals successful • research on diminishing returns after 50 hours • progress principle and dopamine rewards • busywork versus meaningful momentum • tool clutter and context switching harm • three ...
Ever feel like you’re doing everything and getting nowhere? We’ve been there. Today we pull back the curtain on the messy middle—how fear of failure fueled constant pivots, why “new” felt safer than “fix,” and the simple shifts that turned scattered tactics into steady growth. It all started with one idea from a YouTube program: the best person you can serve is yourself from two years ago. That lens became our roadmap. We revisit the version of us who tried to be everywhere at once—blog, Pin...
We share a kinder way to build momentum when life lowers your capacity, redefining progress as continuity instead of speed. From setting a momentum floor to counting recovery weeks, we show how to plan to protect energy, preserve self-trust, and keep moving. • redefining momentum as continuity, not speed • naming a momentum floor for low-capacity days • counting recovery weeks as legitimate progress • choosing one leverage point that moves the needle • planning to reduce decision fatigue and...
We dismantle the myth that motivation and willpower drive lasting habits and show how environment and systems do the heavy lifting. We share practical ways to design for low energy days so progress becomes inevitable and compassionate. Join My Membership: https://tonyalawson.com/creative-seo/ Apply for 1:1 Coaching: https://forms.gle/r9apUvZj96R4gmgMA The ONE Thing Book (affiliate link): https://amzn.to/40og9oL • myth-busting: daily streaks, missed days, and “easy forever” • consistenc...
We share why choosing a single theme for 2026 creates clarity, reduces overwhelm, and protects energy after a hard season. We walk through what to release, how to set fewer priorities, and how to build systems and visibility that compound without constant output. • the word recovery as a values filter for priorities • letting go of the belief that everything matters • choosing a one year theme that supports energy • using a theme to make yes and not now decisions • releasing goals tied to pa...
We map out the three systems that make progress steady even when motivation dips: a weekly planning rhythm built for real life, a visibility flywheel that compounds offline, and decision rules that protect energy and focus. The goal is not to do more, but to make progress feel calmer, clearer, and sustainable. • why goals without systems stall • weekly planning rhythm with margin • planning for average energy, not ideal weeks • visibility as a compounding system, not bursts • SEO, repurposin...
We unpack why traditional planning breaks when energy dips and replace it with a system that flexes with real life. We show how to build chronic-illness-friendly workflows, choose fewer priorities, and use tools that reduce mental load so momentum continues without burnout. • energy-based planning defined and why most plans fail • core principles of consistency, margin and sustainability • asynchronous, repeatable, low-decision systems • planning in high, medium and low energy tiers • select...
Every January brings a burst of ambition, and every February brings the crash. Let’s stop pretending a calendar flip will transform us and start building systems that actually fit our lives. We dig into why resolutions fail so predictably—motivation fades, plans ignore real-world constraints, and outcome goals don’t change identity—and then map out a calm, practical way to make 2026 feel lighter and more aligned. We start by reframing what success looks like: fewer goals, chosen with intent,...
The noise of “new year, new you” can feel relentless. We’re choosing a different path—one built on calm systems, honest energy, and habits that survive messy Tuesdays. Season two is an invitation to stop performing productivity and start crafting results that last, without sacrificing your sanity or your schedule. We unpack how to plan for real life by setting quarterly intent, shrinking scope to what actually ships, and designing routines that flex instead of snap. You’ll hear why intensity...
The leap from conservatory to career is rarely a straight line. Pianist and entrepreneur Michelle Lynn joins us to share how she turned uncertainty into a full-time performance schedule and a thriving coaching community—without waiting for anyone’s permission. We dig into the early years of cold pitching in Europe, building community from scratch, and finding momentum by translating big dreams into small, scheduled actions that actually get done. Michelle shows why planning and mindset have ...
Some creators look “lucky,” but the pattern is simpler: they were early when the doors were still open and the rules were still forming. Today that same window has returned with AI search, and we’re breaking down how to seize it without chasing every shiny trend or learning to code. If you’ve felt the squeeze of saturated platforms and pay-to-play growth, this conversation will feel like oxygen. Save Your Seat for the Workshop We trace the early adopter advantage through moments you’ve seen:...
If paid ads feel like a slot machine, this conversation flips the script. We sit down with paid ad strategist and sales expert Shelby Fowler Moss to break down how small businesses can run profitable Meta ads without gambling their budgets or their sanity. Shelby built a top boutique agency and now teaches entrepreneurs to think like investors: track the right numbers, reinvest wins, and build systems that compound over time. We get candid about what most solopreneurs really need. Spoiler: n...
Your to-do list isn’t the problem. The real issue is a planning system that crumbles under real life—too many tasks, the wrong work at the wrong time, and a plan that’s out of sight by noon. We pull back the curtain on why plans fail and share a practical framework you can use today to create a schedule that bends without breaking. We start with the hard truth: a new planner won’t rescue a shaky process. Instead of chasing novelty, we show how consistency builds momentum—one tool, one weekly...
What if two quiet minutes tonight could give you back two hours tomorrow? We walk through a simple, sticky-note-born routine that ended our morning chaos and delivered calm, focused momentum before 9 a.m. No apps, no perfection, just a repeatable system that works on your busiest days and your foggiest mornings. First, we unpack the real culprit behind stalled days: decision fatigue. From the moment the phone lights up, tiny choices bleed mental energy. So we flip the script at night with a ...
Ever stare at a to-do list that looks like a crime scene and wonder where to start? We’ve all been there, and today we walk through a calm, practical way to sort the noise from the needle-movers so you can stop spinning and start shipping. If your days feel like a series of small fires, this conversation gives you a steady plan to step out of panic and into progress. We begin with permission to pause and a no-prettying-up brain dump that gets every task, idea, and obligation out of your head...
What if your next career move isn’t a straight line but a true expression of who you are? We sit down with creator and strategist Nicole Ricardo, a classically trained flutist who built a thriving marketing practice, spun up an agency, then took a fearless turn into the paranormal with two podcasts and a museum of haunted items. The thread that connects every chapter: say yes, build systems that scale, and share the real journey so your people can choose to come with you. Nicole walks us thr...
The way people discover businesses has shifted from search bars to AI prompts, and the winners are the ones whose content gets chosen as the answer. We dive into artificial intelligence optimization—AIO—a practical approach to shaping your pages, profiles, and posts so ChatGPT, Claude, and Gemini can read, trust, and recommend your work. Instead of chasing hacks, we focus on clear context, clean structure, and real authority signals that make your expertise unmistakable. I share the lightbul...
Feeling invisible on social despite posting, tweaking hashtags, and trying every trend? We unpack a simple truth: visibility isn’t about fame or virality, it’s about being findable by the people who need you. Together we walk through three clear signs your business is hidden in plain sight and the exact steps to fix each one without burning out or dancing on command. First, we tackle messaging confusion—the silent engagement killer. You’ll learn how to focus on one audience and one problem p...
We share a simple, repeatable YouTube system for entrepreneurs who want clients, not clutter. Lisa Melick shows how to start with a phone, a window, and one clear idea—and how thumbnails, titles, and light editing turn views into sales. • why YouTube is a discovery engine and evergreen library • starting gear: phone, window light, basic lapel mic • confidence on camera by focusing on the viewer • minimal editing tools and when to hire an editor • long-form education supported by shorts for r...
If visibility feels like shouting into the void, this conversation hands you a map. We break down four proven pathways—your website, social media, YouTube, and podcasting—and show you how to choose the one that fits your strengths, time, and energy right now. Instead of chasing virality, you’ll learn how to build durable, compounding visibility that works while you sleep. We start with the foundation: your website as a 24/7 salesperson. From SEO to the rise of AEO (answer engine optimization...
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