Plan Like A Boss | Planning, Productivity, and Strategy for Entrepreneurs

Tonya

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. JAN 6

    Why New Year Resolutions Fail And What Works Instead

    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, drive more progress than a crowded list of ten. From there, we explore how to replace wishful thinking with systems that reduce friction, cut decision fatigue, and make follow-through nearly automatic. You’ll learn how to design routines that flex with parenting, chronic illness, client demands, and those unpredictable weeks when energy dips. We also talk identity-based habits, why “consistency” means returning rather than perfection, and how gentle recommitment builds momentum instead of burnout. To make it actionable, we lay out a four-step blueprint. Choose a yearly theme that filters every decision—think recovery, systems over stress, or visibility without burnout. Pick one to three high-impact goals that truly shift your business or life. Build supportive systems for planning, content and visibility, energy protection, and delivery workflows. Then make it measurable but kind: define simple KPIs that matter, track progress at a glance, and pre-plan your “return routine” for when you fall off. By the end, you’ll have a clear path to create stability, clarity, and sustainable growth without forcing a “new you.” Ready to trade hype for systems and make progress that sticks? Follow the show, share this with a friend who’s over the resolution roller coaster, and leave a review to tell us your theme for 2026. Let's Connect: 👾 Join My Discord Server: https://discord.gg/7AyeYyAq 💻Join my Creative SEO membership: https://tonyalwson.com/creative-seo/ ✍️ Sign up for my newsletter: https://api.leadconnectorhq.com/widget/form/WZgVVwhJm3moIYAP6V5i 📸Follow me on Insta and TikTok @dr.tonyalawson

    12 min
  2. SEASON 2 TRAILER

    Build A Year That Works

    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 is overrated and how slow, steady momentum compels results over time. We dive into friction audits, the smallest viable next step, and scorecards that reward consistent action. Expect clear, human strategies for building a year that works for you, not a fantasy January filled with brittle resolutions. Visibility is a core theme, but not the noisy kind. We map out evergreen assets, search-friendly content, email nurturing, and podcast placements that compound in the background while you live your life. Pick one channel, build monthly pillars, and repurpose with intention. Pair that with energy-aware scheduling, buffer weeks after launches, and reset rituals for when plans go sideways. The goal is simple: shift from chasing success to creating it, brick by brick, habit by habit, system by system. If you’re ready for goals that feel doable instead of oppressive—and a structure that supports both creativity and humanity—subscribe now. Share this with a friend who’s tired of hustle culture, leave a quick review to help others find the show, and tell us: what will you simplify first? Let's Connect: 👾 Join My Discord Server: https://discord.gg/7AyeYyAq 💻Join my Creative SEO membership: https://tonyalwson.com/creative-seo/ ✍️ Sign up for my newsletter: https://api.leadconnectorhq.com/widget/form/WZgVVwhJm3moIYAP6V5i 📸Follow me on Insta and TikTok @dr.tonyalawson

    3 min
  3. 12/23/2025

    Stop Waiting to Be “Ready”: How Pianist Michelle Lynn Built a Career on Action, Not Permission

    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 to grow together. If fear of rejection or a fixed identity keeps you from applying, posting, or pitching, no calendar can save you. We unpack practical tools—social media that serves presenters, brand assets that make booking easy, and websites that convert—while also addressing the inner work of reframing “I’m not ready” into “What will make me ready?” Her Fast Forward membership gives musicians and creatives a place to set goals every two weeks, stay accountable, and compound progress over months rather than moments. We also get tactical about business models. Michelle explains why a membership creates recurring revenue and better outcomes, how workshops and a six-week social media program feed the community, and when a high-touch mastermind makes sense. On the personal side, she reveals the routines that prevent burnout: time blocking coaching and performance days, batching tasks to reduce context switching, and protecting energy with sleep, training, and boundaries. Marketing becomes less cringy when it’s service-led—help promoters fill seats, amplify partners, and show up as someone they want to book again. If you’re a musician, artist, or independent creator who’s tired of waiting for the phone to ring, this conversation is your blueprint for consistent action and sustainable growth. Subscribe, share with a friend who needs a nudge, and leave a review to tell us the first small step you’ll take this week. Get Michelle's Album: https://open.spotify.com/album/3XCoVEbwGpZuVQ92UTMwzp?si=Y3400HJETvuqd5rr9Zg00A Let's Connect: 👾 Join My Discord Server: https://discord.gg/7AyeYyAq 💻Join my Creative SEO membership: https://tonyalwson.com/creative-seo/ ✍️ Sign up for my newsletter: https://api.leadconnectorhq.com/widget/form/WZgVVwhJm3moIYAP6V5i 📸Follow me on Insta and TikTok @dr.tonyalawson

    25 min
  4. 12/09/2025

    Why Waiting Costs You Visibility And Sales

    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: scrappy YouTubers who built empires before 4K cameras were standard, TikTok pioneers who rode generous discovery, Pinterest bloggers who banked wild traffic, and the first wave of Reels creators who grew overnight. Then we connect the dots to what’s happening now as ChatGPT, Claude, Gemini, and Perplexity cite sources, recommend creators, and surface businesses inside their answers. The takeaway is clear: models prefer structured, trustworthy, and easy-to-parse content—and they remember who showed up first. You’ll hear a practical playbook for AIO—artificial intelligence optimization—so your work becomes the obvious citation. We cover how to build topic hubs and pillar pages, add TL;DRs and FAQs, publish transcripts, and write bios that signal credibility. We talk formatting that LLMs love, from step-by-step guides to templates and case studies, and we map the metrics that matter when AI systems, not just social feeds, drive discovery. Most importantly, we confront the fear that keeps creators late to the party and show how “start messy” beats “wait perfect” every single time. Ready to move while the door is still wide open? Tune in, grab the simple steps, and put your content where AI search is looking. If this helped, subscribe, share it with a friend who wants the early edge, and leave a quick review so more creators find it. Let's Connect: 👾 Join My Discord Server: https://discord.gg/7AyeYyAq 💻Join my Creative SEO membership: https://tonyalwson.com/creative-seo/ ✍️ Sign up for my newsletter: https://api.leadconnectorhq.com/widget/form/WZgVVwhJm3moIYAP6V5i 📸Follow me on Insta and TikTok @dr.tonyalawson

    12 min

Trailer

About

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.