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.

  1. 6D AGO

    Launches work…until they don’t

    Build a business that generates leads every month without launching burnout.  Join Creative Growth Lab ➡ https://www.tonyalawson.com/growth/ If your business relies on launches to make money, you’re building on unstable ground—and most entrepreneurs don’t realize it until it’s too late. In this video, I break down the exact system I wish I had built from the beginning: a sustainable revenue infrastructure that brings in leads every single month without constant hustle. You’ll learn why launches are fragile, what to build instead, and how to create a business that works even when you can’t show up. This is about moving from inconsistent spikes to predictable, repeatable income. You'll learn:  • Why launch-based businesses are fragile  • The 4-part system for consistent monthly leads  • How to turn content into long-term traffic  • How to build trust and conversions on autopilot Ways to Work with Us  • Creative Growth Lab (Mentorship Program) - https://www.tonyalawson.com/growth/ Connect with us!  • Website: https://www.tonyalawson.com • Instagram and Tiktok: @dr.tonyalawson • YouTube: https://youtube.com/@dr.tonyalawson Question - Are you currently relying on launches, or have you started building infrastructure in your business? #OnlineBusiness #Entrepreneurship #PassiveIncome #BusinessStrategy #LeadGeneration About:  Welcome to Plan Like A Boss! We create content to help creative entrepreneurs build sustainable, profitable businesses without burnout. New videos every week! DISCLAIMER: This podcast is for educational purposes only. Results are not guaranteed and will vary based on effort, experience, and implementation. Any business strategies shared should be evaluated based on your individual circumstances. Let's Connect: ✨ Join Creative Growth Lab: https://tonyalawson.com/growth 💻 Sign up for a 90 minute 1:1 intensive: https://api.leadconnectorhq.com/widget/form/SEfLO1vIsbgUaxc6TogN  ✍️ Sign up for my newsletter: https://api.leadconnectorhq.com/widget/form/WZgVVwhJm3moIYAP6V5i 📸Follow me on Insta and TikTok @dr.tonyalawson

    10 min

  2. MAR 26

    Money Shame & Why Creative Entrepreneurs Struggle to Sell

    Why selling feels icky (and how to fix money mindset for creatives) Apply for Group Coaching ➡ https://api.leadconnectorhq.com/widget/form/016RC5MtLNSBM5xH1apa If selling feels uncomfortable or “icky,” it’s not because you’re bad at sales—it’s because of your money mindset. In this video, we break down why creative entrepreneurs struggle with selling, how internalized money shame holds you back, and the truth about ethical selling. You’ll learn how to shift from avoidance to confidence so you can make more sales, serve more people, and grow your business without feeling pushy or manipulative. If you’re a coach, creative, or service provider, this will completely reframe how you think about selling. In this video, you'll learn: • Why selling feels “icky” (and what’s really causing it) • The difference between manipulation vs ethical selling • How money mindset affects your income and impact • A powerful reframe to sell with confidence • Journal prompts to overcome money shame Ways to Work with Us • Apply for Group Coaching - https://api.leadconnectorhq.com/widget/form/016RC5MtLNSBM5xH1apa • Book a 90 Minute Intensive - https://api.leadconnectorhq.com/widget/form/SEfLO1vIsbgUaxc6TogN Connect with us! • Website: https://tonyalawson.com • Instagram: @dr.tonyalawson • TikTok: @dr.tonyalawson Question - Have you ever felt like selling makes you “too much” or uncomfortable? Why? Chapters: 0:00 Introduction: Selling Feels Icky 1:48 Why Creatives Struggle with Sales 4:15 The Money Mindset Shift 7:06 Manipulation vs Ethical Selling 8:15 How to Sell with Confidence 11:02 Journal Prompts to Rewire Beliefs #MoneyMindset #SellingWithoutFeelingSalesy #CreativeEntrepreneur About: Welcome to Plan Like a Boss! We help creative entrepreneurs build profitable, aligned businesses with smarter strategies and powerful mindset shifts. New episodes weekly to help you grow with clarity and confidence. DISCLAIMER: This content is for educational and informational purposes only and does not constitute financial, legal, or business advice. Results may vary based on individual effort and circumstances. Let's Connect: ✨ Join Creative Growth Lab: https://tonyalawson.com/growth 💻 Sign up for a 90 minute 1:1 intensive: https://api.leadconnectorhq.com/widget/form/SEfLO1vIsbgUaxc6TogN  ✍️ Sign up for my newsletter: https://api.leadconnectorhq.com/widget/form/WZgVVwhJm3moIYAP6V5i 📸Follow me on Insta and TikTok @dr.tonyalawson

    13 min

  3. MAR 19

    Stop Building Passion Projects (Build Painkillers Instead)

    Why your course isn’t selling (and how to fix it with the painkiller vs vitamin framework)  Save your seat in the Revenue on Repeat Workshop (Only $10) ➡ https://drtonyalawson.com/consistent-revenue-workshop If you’ve ever created a course, launched it, and heard… crickets, this video breaks down exactly why that happens. The truth is, most creators build passion projects instead of offers the market is actually willing to pay for.  In this episode, we dive into the powerful “painkiller vs vitamin” framework so you can stop guessing and start creating products that sell consistently. You’ll learn how to identify real problems your audience will pay to solve, and how to position your offer so it becomes a must-have—not a “maybe later.” In this video, you'll learn:  • Why passion projects don’t automatically generate revenue  • The “painkiller vs vitamin” framework explained  • How to find problems people will actually pay to solve  • Where to look for real audience pain points (DMs, Reddit, etc.)  • How to keep your personality while building profitable offers Let's Connect: ✨ Join Creative Growth Lab: https://tonyalawson.com/growth 💻 Sign up for a 90 minute 1:1 intensive: https://api.leadconnectorhq.com/widget/form/SEfLO1vIsbgUaxc6TogN  ✍️ Sign up for my newsletter: https://api.leadconnectorhq.com/widget/form/WZgVVwhJm3moIYAP6V5i 📸Follow me on Insta and TikTok @dr.tonyalawson

    12 min

  4. MAR 12

    Why Your Audience Isn’t Buying From You

    Followers don’t equal revenue — here’s why creative entrepreneurs must build demand instead of chasing followers. Join my FREE Telegram channel where I'm building a new program in public ➡ https://t.me/+D8mHMQ_vJXFiYWRh If you're a creative entrepreneur focused on growing followers but struggling to generate real revenue, this episode will challenge your entire marketing strategy. In this video, Tonya Lawson explains why attraction does not equal revenue and why followers don’t pay you — buyers do. You’ll learn the difference between building an audience and building demand, why vanity metrics can mislead entrepreneurs, and how to create content that actually converts followers into paying clients. If you want to build a real business instead of chasing viral moments, this shift in thinking can change everything. In this episode, you'll learn:  • Why followers don’t equal revenue in your business  • The difference between audience building and demand building  • The vanity metrics that trick entrepreneurs into feeling successful  • The revenue metrics that actually grow your business  • How to turn followers into paying clients Ways to Work with Tonya Lawson  • Book a 1:1 Intensive Strategy Session - https://api.leadconnectorhq.com/widget/form/SEfLO1vIsbgUaxc6TogN • Join the FREE Telegram Channel (Watch me build a program live) - https://t.me/+D8mHMQ_vJXFiYWRh Question - Do you think follower count actually matters for business success, or is demand more important? #CreativeEntrepreneur #OnlineBusiness #FollowersVsBuyers #BusinessStrategy #CreativeBusiness About:  Welcome to Plan Like a Boss! This podcast helps creative entrepreneurs build profitable businesses through smarter strategy, planning, and demand-driven marketing. New episodes every week focused on business growth, marketing, and creative entrepreneurship. DISCLAIMER: This content is for educational and informational purposes only. No guarantees of income or business results are made. Individual results may vary depending on effort, experience, and market conditions. Let's Connect: ✨ Join Creative Growth Lab: https://tonyalawson.com/growth 💻 Sign up for a 90 minute 1:1 intensive: https://api.leadconnectorhq.com/widget/form/SEfLO1vIsbgUaxc6TogN  ✍️ Sign up for my newsletter: https://api.leadconnectorhq.com/widget/form/WZgVVwhJm3moIYAP6V5i 📸Follow me on Insta and TikTok @dr.tonyalawson

    14 min

  5. MAR 5

    Stop Planning. Start Building a REAL Strategy

    Are you constantly rebranding, tweaking your offer, or planning your next launch… but still not making consistent sales? In this episode of Plan Like a Boss, Tonya Lawson breaks down why creative entrepreneurs struggle with execution — and why the real problem isn’t your branding, your strategy, or your talent. It’s protection. If you’ve ever: Rewritten your offer multiple timesRedesigned your brand instead of sellingAvoided promoting your launchFelt like selling is “icky”Struggled with separating your identity from your businessThis episode is your wake-up call. You’ll learn: The difference between planning and real business strategyWhy creative entrepreneurs tie their self-worth to launchesThe 2 real reasons offers don’t sell (and how to fix them)Why attraction doesn’t equal revenueHow to stop building passion projects and start solving real problemsWhy money doesn’t compete with creativity — it protects itIf you want to grow a profitable creative business without losing your personality, this episode will challenge you to step into your role as a creative CEO. Stop hiding. Stop procrastiplanning. Start building a real strategy. 🎧 Perfect for:  Creative entrepreneurs, artists, course creators, coaches, designers, musicians, and online business owners who want to increase sales, improve positioning, and build a sustainable creative business. #creativeentrepreneur #businessstrategy #onlinebusiness #creatives #entrepreneurmindset #marketingstrategy #sellwithoutfeelingicky #contentmarketing Let's Connect: ✨ Join Creative Growth Lab: https://tonyalawson.com/growth 💻 Sign up for a 90 minute 1:1 intensive: https://api.leadconnectorhq.com/widget/form/SEfLO1vIsbgUaxc6TogN  ✍️ Sign up for my newsletter: https://api.leadconnectorhq.com/widget/form/WZgVVwhJm3moIYAP6V5i 📸Follow me on Insta and TikTok @dr.tonyalawson

    8 min

  6. FEB 26

    The REAL Reason You Never Finish Your Projects

    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 weekly outcomes framework • one daily momentum task habit • energy protection and sustainable growth Now, if this is resonating with you so far, I would love it if you would hit that subscribe button. It helps out a lot Let's Connect: ✨ Join Creative Growth Lab: https://tonyalawson.com/growth 💻 Sign up for a 90 minute 1:1 intensive: https://api.leadconnectorhq.com/widget/form/SEfLO1vIsbgUaxc6TogN  ✍️ Sign up for my newsletter: https://api.leadconnectorhq.com/widget/form/WZgVVwhJm3moIYAP6V5i 📸Follow me on Insta and TikTok @dr.tonyalawson

    8 min

  7. FEB 17

    How Hiring Early And Narrow Focus Unstuck My Business

    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, Pinterest, podcast pitching, Facebook ads, fledgling YouTube—then show how hiring before we felt ready bought back twelve hours a week and unlocked momentum. You’ll hear the real numbers, the role changes when Pinterest underperformed, and the relief that came from delegating DMs and social publishing. From there we get tactical about focus: applying SEO thinking to social content, sequencing channels instead of juggling them, and monetizing YouTube within six months by committing to depth over dabbling. We also talk about failure with clear eyes. A mastermind nudge stopped a knee-jerk Patreon launch and pushed us to diagnose the system we already had. That approach is driving a bold move: sunsetting our SEO membership and rebuilding a program that better fits how people learn, implement, and win. Through it all, we come back to timeless marketing: relationships, relevance, and trust. Tools change—AI scripts, automated calls, even robots that write faux-handwritten notes—but people don’t. When you meet your audience where they are, speak their language, and deliver on a real promise, every channel works harder. If you’re ready to simplify, buy back time, and serve your past self with clarity, this conversation is your blueprint. Subscribe, share with a friend who’s stuck in “doing it all,” and leave a review telling us the one channel you’ll cut to focus this quarter. Let's Connect: ✨ Join Creative Growth Lab: https://tonyalawson.com/growth 💻 Sign up for a 90 minute 1:1 intensive: https://api.leadconnectorhq.com/widget/form/SEfLO1vIsbgUaxc6TogN  ✍️ Sign up for my newsletter: https://api.leadconnectorhq.com/widget/form/WZgVVwhJm3moIYAP6V5i 📸Follow me on Insta and TikTok @dr.tonyalawson

    15 min

  8. FEB 10

    You’re Not Behind: Redefining Momentum For Hard Seasons

    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 protect energy • delegating and trusting your team when capacity dips • rejecting the myth of catching up and starting over • narrowing quarterly goals to fit the season If you want support in creating systems that honor your capacity and protect momentum during those hard seasons, that's what I focus on with my clients. Work With me: Apply for 1:1 Coaching: https://forms.gle/jcNQqbMTbGtERNWm8Book a 90-minute intensive: https://api.leadconnectorhq.com/widget/form/SEfLO1vIsbgUaxc6TogNThe One Thing by Gary Keller: https://amzn.to/40og9oL Let's Connect: ✨ Join Creative Growth Lab: https://tonyalawson.com/growth 💻 Sign up for a 90 minute 1:1 intensive: https://api.leadconnectorhq.com/widget/form/SEfLO1vIsbgUaxc6TogN  ✍️ Sign up for my newsletter: https://api.leadconnectorhq.com/widget/form/WZgVVwhJm3moIYAP6V5i 📸Follow me on Insta and TikTok @dr.tonyalawson

    10 min
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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.

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