Plan Like A Boss | Planning, Productivity, and Strategy for Entrepreneurs
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.
Episodes
27 episodes
The ONE Decision That Sets Up Your Entire 2026
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 witho...
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Season 2
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Episode 4
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9:44
Stop Chasing Motivation And Build The Systems That Carry You
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 d...
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Season 2
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Episode 3
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12:36
Designing a Year That Supports Your Energy, Not Just Your Goals
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 momen...
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Season 2
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Episode 2
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14:45
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—motiv...
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Season 2
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Episode 1
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12:22
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 crafti...
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Season 2
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3:14
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 anyo...
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Episode 22
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25:15
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...
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Episode 21
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11:51
Think Like An Investor: Turn Ad Spend Into Predictable Growth
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 t...
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Episode 20
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32:23
Your Plan Isn’t Broken, Your Process Is — Here’s How To Fix It
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 ...
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Episode 19
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5:35
Spend Two Minutes Tonight To Win Back Your Morning Tomorrow
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 repeatab...
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Episode 18
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10:09
When Everything Feels Urgent, Choose What Moves The Needle
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 y...
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Episode 17
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7:28
Nicole Ricardo Shares How Saying Yes Led From Orchestra Pits To Haunted Museums
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 too...
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Episode 16
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32:55
How To Get Picked By AI: A Practical Guide For Modern Visibility
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 page...
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Episode 15
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10:02
Three Signs Your Business Is Invisible On Social Media And How To Fix It
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 clea...
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Episode 14
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11:13
From Stage Fright to Sales: A YouTube Blueprint for Entrepreneurs with Lisa Melick
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....
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Episode 13
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33:35
Stop Chasing Trends and Pick the Visibility Strategy That Matches Your Strengths
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 en...
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Episode 12
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15:32
Stop Chasing Trends: Why Strategic Visibility Outperforms Viral Content
Have you been caught in the trap of chasing viral moments for your business? That rush when a post takes off is undeniable, but what happens when the views fade and your sales haven't budged? This revealing episode tackles the widespread miscon...
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Episode 11
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10:11
The Pitching Playbook: Human Connection in a World of AI Pitches
Want to grow your visibility and establish yourself as an authority in your industry? Podcast guesting might just be your most powerful untapped strategy.Kimberly Roy, founder of Pitch With Kim, shares her remarkable journey from a 20-y...
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Episode 10
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33:51
From Hidden to Visible: 5 Proven Strategies to Get Your Business Seen
Have you ever felt like you're shouting into the void with your business? You know your offers could truly transform lives, but somehow, the right people just aren't finding you. The harsh truth is that without strategic visibility, even the mo...
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Episode 9
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13:38
Your Schedule is Broken, Not Your Ambition
Join My Planning Workshop!Ever found yourself with all the schedule flexibility in the world, yet somehow working longer hours and feeling more stressed than when you had a traditiona...
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Episode 8
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8:58
Stop Spreading Yourself Thin: The Smart Entrepreneur's Guide to Consistent Online Presence
Join my workshop "Plan Your Quarter with Confidence" on September 20thVisibility is non-negotiable for business success, but you don't need to be everywhere online to be seen by potential client...
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Episode 7
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11:32
From Chaos to Clarity: How Simple Systems Save Solopreneurs
Systems are containers for your chaos, not complicated software or corporate manuals, but repeatable ways of doing things that free up mental space and reduce overwhelm. They function like bowling bumpers, keeping you on track even when you're ...
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Episode 6
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11:14
Setting yourself up for success means planning for the entrepreneur you actually are
The signature quarterly planning method revealed in this episode delivers big results without burnout by focusing on planning for your actual capacity, not just your calendar. Setting too many goals splits your time, energy, and focus, resultin...
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Episode 5
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8:36
What Happens When You Disappear from Instagram for Three Months?
I disappeared from Instagram for three months during breast cancer treatment, and nobody even noticed. This unexpected experience taught me valuable lessons about building a sustainable business that doesn't require constant visibility to remai...
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Episode 4
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11:21