Shows / Plan Like A Boss | Planning, Productivity, and Strategy for Entrepreneurs
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
- Plan Like A Boss | Planning, Productivity, and Strategy for Entrepreneurs
Stop Feeding The Algorithm Like A Tamagotchi with Jen Mcfarland
Your marketing can’t be sustainable if it’s built on panic. Tonya sits down with Jen, a marketing strategist and founder of Women Conquer Business, to unpack…
- Plan Like A Boss | Planning, Productivity, and Strategy for Entrepreneurs
Save 10 Hours A Week With Systems That Stick
Your business can look “successful” on paper and still feel like you’re one bad week away from the kitchen floor. Joe Casabona knows that reality firsthand. He…
- Plan Like A Boss | Planning, Productivity, and Strategy for Entrepreneurs
Curiosity Marketing That Pulls People In - With Emily Aborn
Your best marketing might not need louder claims, daily reels, or a harder pitch. It might need one thing: curiosity. I’m joined by copywriter Emily Aborn to…
- Plan Like A Boss | Planning, Productivity, and Strategy for Entrepreneurs
When The Market Becomes Your Mentor with Ash Fox
A marriage proposal lasts a few seconds, but the planning behind it can be a full blown production. We sit down with Ash Fox, a New York City based proposal…
- Plan Like A Boss | Planning, Productivity, and Strategy for Entrepreneurs
If AI Can Copy Your Website, What Can’t It Copy About You?
AI can crank out a website overnight, but it can’t manufacture trust, reputation, or the one thing that makes clients say, “I want to work with you.” That’s…
- Plan Like A Boss | Planning, Productivity, and Strategy for Entrepreneurs
The Influencer Marketing Strategy Small Brands Are MissingUntitled Episode
Think influencer marketing is only for big brands with massive marketing budgets? Think again. In this episode of Plan Like a Boss, Tonya Lawson sits down with…
- Plan Like A Boss | Planning, Productivity, and Strategy for Entrepreneurs
Your Business Can’t Grow If You Do Everything Yourself
Resumes don’t tell you who someone is when the pressure hits, and that’s where most hiring advice falls apart. We sit down with Renee Hastings, president and…
- Plan Like A Boss | Planning, Productivity, and Strategy for Entrepreneurs
Why Your Business Still Feels Like a Full-Time Job with Kenneth Kollasch
Your business can’t keep running on instinct, caffeine, and chaos forever and if you’re feeling that strain right now, this conversation is for you. We sit…
- Plan Like A Boss | Planning, Productivity, and Strategy for Entrepreneurs
How Solopreneurs Can Save Hours Every Week With a Mac
Your Mac can either be a fancy typewriter or a serious business advantage, and the difference is usually a handful of habits you set up once. We sit down with…
- Plan Like A Boss | Planning, Productivity, and Strategy for Entrepreneurs
Stop Doing $10 Tasks: How to Reclaim Your Time and Grow Your Business
In this episode of Plan Like a Boss, Tonya Lawson sits down with business coach and entrepreneur Louis Swart to talk about delegation, productivity, and what…
- Plan Like A Boss | Planning, Productivity, and Strategy for Entrepreneurs
How A Third-Generation Photographer Built A Gig-Economy Team
In this episode of Plan Like a Boss, Tonya Lawson sits down with Lesle Lane, CEO of Studio 13, to talk about what it really takes to scale a creative business…
- Plan Like A Boss | Planning, Productivity, and Strategy for Entrepreneurs
Human-First Marketing in the Age of AI with Jocelynn Flowers
How do you grow your business with digital marketing and AI without losing the human connection behind your brand? In this episode of Plan Like a Boss, Tonya…
- Plan Like A Boss | Planning, Productivity, and Strategy for Entrepreneurs
How to Turn Social Media Followers into Paying Customers (Without Chasing Virality)
Posting consistently but still not seeing meaningful business growth from social media? The problem may not be how often you post. It may be what your content…
- Plan Like A Boss | Planning, Productivity, and Strategy for Entrepreneurs
The Secret Sign That Shows You're Operating Beyond Your Business Capacity
Somewhere along the way, online business turned into business all the time. How to find Gwen: https://peekadvisory.com/ In this episode, Gwen Taniguchi and…
- Plan Like A Boss | Planning, Productivity, and Strategy for Entrepreneurs
From Teacher to FinTech Founder: Sarah Potter Jeanneault’s Entrepreneurial Journey
What does it really look like to use AI in your business without losing the human connection that makes your brand special? In this episode of Plan Like a…
- Plan Like A Boss | Planning, Productivity, and Strategy for Entrepreneurs
She Built A Company That Doesn't Need Her Anymore - with Jennifer Staats
What does it really take to grow a business without working 80-hour weeks or becoming the bottleneck in every decision? In this episode of Plan Like a Boss…
- Plan Like A Boss | Planning, Productivity, and Strategy for Entrepreneurs
7 Ways to Make 7 Figures as a Thought Leader with Aurora Winter
Learn how to build a thought leadership brand that AI can’t replace. 🔴 Get Aurora Winter’s free hardcover book, Turn Words Into Wealth: ➡️…
- Plan Like A Boss | Planning, Productivity, and Strategy for Entrepreneurs
He Managed $8 Million in Ads—Here's What Most Businesses Get Wrong
Wondering if paid ads for small business are worth it? Jeremy Yang breaks down when to start and what to avoid. 🔴 Try Jeremy’s free ad calculators from Digital…
- Plan Like A Boss | Planning, Productivity, and Strategy for Entrepreneurs
Why Social Media Isn't Growing Your Business with Jessica Marie Davis
Learn how to build business visibility without depending on social media algorithms. 🔴 Get Jessica’s book Decentering Algorithms ➡️ https://amzn.to/4vhhjPH ⭐️…
- Plan Like A Boss | Planning, Productivity, and Strategy for Entrepreneurs
The Real Reason Your Business Still Feels Overwhelming - With Chad Paris
Avoid entrepreneur burnout by fixing broken business processes before adding more AI tools. ⭐️ Ready to build a business that feels less reactive and more…
- Plan Like A Boss | Planning, Productivity, and Strategy for Entrepreneurs
From Higher Ed to Entrepreneurship: Starting Before You’re Ready with Julie Marty-Pearson
Want to start a podcast for your business? Here’s how to begin with confidence, clarity, and realistic expectations. Connect with Dr. Julie Marty-Pearson and…
- Plan Like A Boss | Planning, Productivity, and Strategy for Entrepreneurs
Why Success Makes You More Stressed (And What to Do About It)
Emotional sobriety & nervous system regulation are the real keys to reducing stress and building a successful business. Take the FREE Quiz ➡…
- Plan Like A Boss | Planning, Productivity, and Strategy for Entrepreneurs
Your Revenue Problem Isn't Your Offer (It's This)
Build consistent monthly revenue with the Repeat Framework for smarter, simpler sales. Join Search to Sales ➡ https://tonyalawson.com/search If your revenue…
- Plan Like A Boss | Planning, Productivity, and Strategy for Entrepreneurs
The Hidden Cost Of Entrepreneurship
Entrepreneur mental health matters more than hustle, and ignoring it can cost you everything. Get mental health resources here ➡…
- Plan Like A Boss | Planning, Productivity, and Strategy for Entrepreneurs
How Coaches Build Predictable Income With Recurring Revenue Layers
Why your coaching income is inconsistent—and how a structured revenue model fixes it Apply to “Search to Sales” Mentorship ➡ https://tonyalawson.com/growth If…
- Plan Like A Boss | Planning, Productivity, and Strategy for Entrepreneurs
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…
- Plan Like A Boss | Planning, Productivity, and Strategy for Entrepreneurs
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…
- Plan Like A Boss | Planning, Productivity, and Strategy for Entrepreneurs
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) ➡…
- Plan Like A Boss | Planning, Productivity, and Strategy for Entrepreneurs
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…
- Plan Like A Boss | Planning, Productivity, and Strategy for Entrepreneurs
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…
- Plan Like A Boss | Planning, Productivity, and Strategy for Entrepreneurs
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…
- Plan Like A Boss | Planning, Productivity, and Strategy for Entrepreneurs
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…
- Plan Like A Boss | Planning, Productivity, and Strategy for Entrepreneurs
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…
- Plan Like A Boss | Planning, Productivity, and Strategy for Entrepreneurs
You Don’t Need More Motivation, You Need Better Design
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…
- Plan Like A Boss | Planning, Productivity, and Strategy for Entrepreneurs
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…
- Plan Like A Boss | Planning, Productivity, and Strategy for Entrepreneurs
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…
- Plan Like A Boss | Planning, Productivity, and Strategy for Entrepreneurs
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…
- Plan Like A Boss | Planning, Productivity, and Strategy for Entrepreneurs
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…
- Plan Like A Boss | Planning, Productivity, and Strategy for Entrepreneurs
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…
- Plan Like A Boss | Planning, Productivity, and Strategy for Entrepreneurs
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…
- Plan Like A Boss | Planning, Productivity, and Strategy for Entrepreneurs
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…
- Plan Like A Boss | Planning, Productivity, and Strategy for Entrepreneurs
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…
- Plan Like A Boss | Planning, Productivity, and Strategy for Entrepreneurs
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 Like A Boss | Planning, Productivity, and Strategy for Entrepreneurs
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…
- Plan Like A Boss | Planning, Productivity, and Strategy for Entrepreneurs
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…
- Plan Like A Boss | Planning, Productivity, and Strategy for Entrepreneurs
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…
- Plan Like A Boss | Planning, Productivity, and Strategy for Entrepreneurs
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…
- Plan Like A Boss | Planning, Productivity, and Strategy for Entrepreneurs
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…
- Plan Like A Boss | Planning, Productivity, and Strategy for Entrepreneurs
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…
- Plan Like A Boss | Planning, Productivity, and Strategy for Entrepreneurs
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…
- Plan Like A Boss | Planning, Productivity, and Strategy for Entrepreneurs
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…
- Plan Like A Boss | Planning, Productivity, and Strategy for Entrepreneurs
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…
- Plan Like A Boss | Planning, Productivity, and Strategy for Entrepreneurs
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…
- Plan Like A Boss | Planning, Productivity, and Strategy for Entrepreneurs
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…
- Plan Like A Boss | Planning, Productivity, and Strategy for Entrepreneurs
Stop Spreading Yourself Thin: The Smart Entrepreneur's Guide to Consistent Online Presence
Join my workshop "Plan Your Quarter with Confidence" on September 20th Visibility is non-negotiable for business success, but you don't need to be everywhere…
- Plan Like A Boss | Planning, Productivity, and Strategy for Entrepreneurs
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…
- Plan Like A Boss | Planning, Productivity, and Strategy for Entrepreneurs
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…
- Plan Like A Boss | Planning, Productivity, and Strategy for Entrepreneurs
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…
- Plan Like A Boss | Planning, Productivity, and Strategy for Entrepreneurs
Three Priorities, Five Steps, Zero Meltdowns
I share my detailed weekly planning ritual that keeps my business running smoothly and prevents my brain from melting into a puddle of chaos when juggling…
- Plan Like A Boss | Planning, Productivity, and Strategy for Entrepreneurs
Planning Like a CEO (Even If You’re a Team of One)
Grab your seat today - Plan Your Quarter With Confidence We explore how solopreneurs can shift from constant hustle mode to strategic CEO thinking, even when…