Hustle-Free Entrepreneur
Welcome to The Hustle-Free Entrepreneur, the go-to podcast for event industry professionals and service-based business owners ready to ditch the hustle mindset and build sustainable, efficient businesses.
Join us as we pull back the curtain on the unsexy side of entrepreneurship—think systems, processes, and back-office strategies that move the needle. Through expert interviews, actionable tips, and candid conversations, you’ll learn how to master running your business to focus on growth, profits, and living life on your terms.
Whether you’re an event planner, venue owner, caterer, or solopreneur in any service-based field, this podcast is your ultimate resource for business success.
Subscribe now to uncover strategies to help you scale smarter, not harder.
Episodes
56 episodes
After 10 Years in Business, This Is What I'd Automate First
If you've been running your event business on sticky notes, mental checklists, and willpower — this episode is for you. In this solo episode of Hustle Free Entrepreneur, Jese Gary breaks down how to actually use automation in your event busines...
When Your Business Model Stops Working (And What to Do)
The event industry is shifting — and if your business looks exactly the same as it did two years ago, that might not be stability. It might be a warning sign.In this solo episode, Jese breaks down what she's seeing across the event indus...
I Almost Quit My Business… Here’s What I’m Doing Instead
Struggling with burnout or thinking about pivoting your business?Most entrepreneurs are secretly stuck in a business cycle they no longer love — and don’t even realize it. I open up about my raw, honest journey through burnout, to...
I’m 40 With Nothing Saved — Where Do I Start? (Financial Reset for Beginners)
Struggling with saving for retirement at 40 with no savings? You’re not alone—and it’s not too late to start over.In this episode, we break down exactly where to start if you feel financially behind and want a fresh start after 40.
Event Planners: Are You Actually Profitable? The Numbers Most People Ignore
Struggling to figure out how profitable an event business really is? In this episode, we break down the real numbers behind running an event planning business—so you can stop being busy and start being profitable.Running an event ...
How to Host a Profitable Retreat or Conference (Without Burning Out)
Struggling to host events that actually make money? In this episode, we break down how to host retreats, conferences, and business events that turn a real profit—without burnout. If you’ve ever wondered how to host an e...
What Corporate Event Producers Do Differently (And Why Small Event Businesses Burn Out)
Want to learn why being corporate event producer is different?This conversation will shift how you think about event management, production, and scaling your role. If you’ve ever wondered how corporate events run so s...
The Guide To Leadership To Reclaim Energy and Build Sustainable Habits
Feeling burned out as a business owner or event professional?In this episode, we break down how leadership, boundaries, and sustainable habits help entrepreneurs reclaim energy without walking away from their businesses....
How a Mobile Charcuterie Cart Owner Built a Premium Event Brand Outside the U.S.
Want to start a mobile charcuterie cart business? Did you know opportunities exist outside of the U.S. event industry?This episode will challenge how you think about mobile food businesses, branding, and standing out in an oversat...
How Acrylic Signage Is a Luxury Profit Stream in the Event Industry
Struggling to turn your creative talent into real profit in the event industry?In this episode, we break down how custom signage evolved into a high-value luxury service—and how event pros can use it to grow smarter, not harder.
Want More Income? How Event Planners Turn Skills Into High-Pay Coaching
Struggling to turn your event planning expertise into real, scalable income? We break down how event planners turn their skills into high-paying coaching and consulting without starting from scratch.In this episode of Hustle Free Entrep...
The 5 Automations Every Event Planner Needs in 2026
Struggling to keep up with inquiries, onboarding, payments, and follow-ups in your event business?In this episode, I break down the 5 automations I use to save 10+ hours every single week—without losing the personal t...
How to Get Corporate Clients in 2025: Event Pros Need This Strategy
Struggling to break into corporate event planning? In this episode, we break down how event pros can land corporate clients in 2025—without feeling overwhelmed, underqualified, or stuck in the wedding-only lane. ...
Profitable Event Pricing vs. The Trap Most Planners Fall Into
Many event planners enter the industry fueled by passion and creativity—but without formal business training, pricing often becomes the biggest obstacle to profitability. In this conversation, host Jese Lewing Gary sits down with Care Allen, CE...
Stop Hustling: The Framework for a 6-Figure Event Business Without Burnout
Struggling to scale your event business without burning out?In this episode, you’ll learn the framework 6-figure event pros use to grow with systems, not stress.In this powerful conversation, Jese Gary breaks down one of t...
The Hospitality Industry Is Broken—Here’s the Mindset Shift That Will Fix It
Is the hospitality industry overdue for a mindset overhaul?In this episode, we break down why resilience, adaptability, and personal growth are becoming non-negotiable for true leadership in hospitality.In this power...
Event Industry Trends You Can’t Ignore in 2026 (and Beyond)
Struggling to keep up with the rapid changes in the event industry?In this episode, we’re breaking down the key event industry trends for 2026 and beyond—and what you need to do now to stay relevant, profitable, and ahead of your ...
How to Scale Your Event Planning Business Without Burning Out
Want to know how to scale your event planning business without burning out? In this episode of the Hustle Free Entrepreneur Podcast, I share the exact systems and strategies you need to stop hustling and start scaling.Running an event b...
How to Build a Successful Event Management Business
Thinking about starting or growing your event management business? In this episode, we dive deep into the skills, strategies, and niches that can help you succeed in the dynamic world of event management.The event industry is ...
Why Women in Business Excel: Leadership Lessons from Dallas Lombardi
Being a leader is more than managing tasks — it’s about empowering people, creating culture, and leading with compassion. In this episode of the Hustle Free Entrepreneur Podcast, Jessie sits down with Dallas Lombardi, a powerhouse ...
Stop Chasing Revenue: 5 KPIs Every Entrepreneur Must Track for Real Business Growth
Revenue doesn’t tell the full story of your business. In this episode of the Hustle Free Entrepreneur Podcast, Jese reveals the 5 essential KPIs for business growth that every entrepreneur should track. These key performance ind...
Why Event Pros Must Embrace AI Now (or Get Left Behind)
The event industry is changing fast — and AI is leading the charge.In this episode of Hustle Free Entrepreneur, Jessie dives into how event professionals can harness the power of AI to streamline operations, wow clients, and boost...
Surviving Price Hikes: Coffee, Restaurants & Small Biz Solutions
In this week’s Hustle Free Headlines, host Jessie Gary breaks down the headlines every event and service industry business owner should be watching. From the skyrocketing price of coffee caused by climate change and global unrest, to t...
Fearless Leadership: The Breakthrough Every Event Business Owner Needs
Struggling to lead your team without feeling like you have to control every move? In this episode of the Hustle Free Entrepreneur Podcast, Jese Gary shares practical strategies for becoming a more effective leader in your busine...
Brutally Honest Tips to Simplify Your Event Business Workflow
In this episode, Jese Gary reveals the savage truths that event solopreneurs need to hear: being “busy” isn’t building your business—smart automation is. From lead capture to client onboarding, Jessie breaks down exactly how to automate ...