
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.
| Publishes | Weekly | Episodes | 31 | Founded | 7 months ago |
|---|---|---|---|---|---|
| Number of Listeners | Categories | BusinessEducationEntrepreneurshipHow To | |||

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.
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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 ... more
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... more
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 Membe... more
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 con... more
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... more
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 co... more
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 ... more
How this podcast ranks in the Apple Podcasts, Spotify and YouTube charts.
Apple Podcasts | #49 | |
Apple Podcasts | #237 |










Recent interactions between the hosts and their guests.
Listeners, social reach, demographics and more for this podcast.
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A unique blend of practical insights and actionable strategies aimed at entrepreneurs, the series centers around mastering planning, productivity, and creative freedom in business. With an emphasis on sustainable goal-setting, the discussions often critique common productivity norms and hustle culture, guiding listeners on how to build systems that work for their individual lifestyles rather than traditional benchmarks. Episodes frequently feature guests from diverse backgrounds, sharing their insights on topics such as content creation, overcoming barriers, and leveraging visibility strategies to enhance business growth.
What sets this series apart is its focus on the real-life challenges entrepreneurs face, rather than just theoretical a... more
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Plan Like A Boss launched 7 months ago and published 31 episodes to date. You can find more information about this podcast including rankings, audience demographics and engagement in our podcast database.
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Recent guests on Plan Like A Boss include:
1. Michelle Lynn
2. Shelby Fowler Moss
3. Nicole Ricardo
4. Kimberly Roy
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