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
42 episodes
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...
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Season 3
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Episode 3
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32:39
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...
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Season 3
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Episode 2
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1:05:46
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 ...
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Season 3
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Episode 1
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28:31
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...
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Season 2
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Episode 12
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27:52
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 ...
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Season 2
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Episode 11
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49:45
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 ...
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Season 2
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Episode 10
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51:18
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...
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Season 2
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Episode 9
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20:55
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...
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Season 2
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Episode 8
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19:58
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...
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6:15
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...
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Season 2
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Episode 7
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27:13
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 ...
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Season 2
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Episode 6
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22:51
Tariffs Are Rising: What Small Biz Owners Must Know
In this episode of Hustle Free Headlines, Jese breaks down the real impact of President Trump’s latest executive order on tariffs. Whether you're a small business owner, product-based entrepreneur, or just trying to make...
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8:21
How AI, Tariffs & Supply Chain Woes Are Shaping Small Business Strategy
In this episode of Hustle Free Headlines, host Jese Gary breaks down two of the most pressing issues shaping the small business landscape today: AI innovation and the mounting pressure of tariffs. First,...
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10:46
Balancing a 9–5 and Building a Sustainable Event Business
In this episode of Hustle Free Entrepreneur, host Jese Gary sits down with Aarika Rose Cofer, an inspiring event professional who shares her journey of managing a full-time job while building a sustainable event planning ...
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Season 2
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Episode 5
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1:01:43
Transform Your Brand with Event Marketing: Insights from Stephanie D. McKenzie
In this inspiring episode of the Hustle Free Entrepreneur podcast, host Jese Gary sits down with Stephanie D. McKenzie, a powerhouse in event marketing and brand strategy. From producing high-profile events to empowering businesses through inte...
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Season 2
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Episode 4
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56:50
Tariffs, Trends & $414B Weddings: What Every Event Business Owner Should Know
In this power-packed Hustle Free Headlines episode, host Jese breaks down the key economic stories that matter most to small business owners, without the fluff. From rising inflation and shifting state economies to the surprisin...
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16:41
The Truth About Tariffs, Jobs & Industry Growth: What Event Business Owners Need to Know Now
In this Hustle Free Headlines episode, we're breaking down four trending news stories every event professional needs to know. From new 25% tariffs that could raise your equipment costs, to a $2.5 trillion growth forecast for the global...
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16:01
The Real ROI of Brand Activations & Experiential Events
In this episode, Jese chats with Rebecca, a brand activation expert, about the true meaning of ROI in experiential events. It’s not just about money—it’s about meaningful connections, brand engagement, and community. Together, they unpack what ...
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Season 2
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Episode 3
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1:01:26
Event Marketing Strategies That Actually Work | Build Visibility & Brand Authority
In this episode of The Hustle Free Entrepreneur, host Jese Lewing Gary chats with marketing strategist and community builder Michelle Ngome to unpack what it really takes to market your business through events. From summits to w...
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Season 2
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Episode 2
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58:38
Is the OBBBA a Win or a Warning for Event Business Owners?
In this episode of Hustle Free Headlines, we're breaking down the One Big Beautiful Bill Act (OBBBA) and what it really means for event industry business owners. From expanded tax deductions to new expensing limits, this bill ...
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13:31
What No One Tells You About Owning an Event Venue: Marketing, Pricing & Reality Check
In this insightful episode of Hustle Free Entrepreneur, host Jese Lewing Gary sits down with Bonnie, the owner of B Social Event Space, to dive deep into the real, unfiltered journey of building and running a successful e...
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Season 2
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Episode 1
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1:11:07
What U.S. Trade and Labor Trends Mean for Your Event or Service-Based Business
Are the latest economic headlines actually impacting your event business or service-based company? In this week’s Hustle Free Headlines, we break down three key stories from June 9–15 that every business owner should understand, withou...
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Season 1
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10:04
Small Biz Support, Smarter Tools & Why Social Media ROI Feels So Hard | Hustle Free Headlines
In this episode of Hustle Free Entrepreneur, I'm breaking down the biggest small business news you need to know — without the overwhelm. If you're a solopreneur or small business owner trying to stay ahead, this is your go-to update fo...
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Season 1
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15:31
How New Rules, Grants, and Good News Can Help Your Event Business Win This Year | Hustle Free Headlines
In this week’s Hustle Free Headlines, we're breaking down four trending news topics that could seriously impact (and boost) your event business in 2025. From new labor laws to small business optimism, grant funding, and tariff...
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13:01
Navigating Retirement Planning for Entrepreneurs
In this episode of The Hustle Free Entrepreneur Podcast, host Jese Lewing Gary is joined by financial strategist Leonard Poteat Jr. to discuss retirement planning for entrepreneurs. They uncover small business owners' common retirement...
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Season 1
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Episode 12
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52:24