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
33 episodes
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
The Truth About the Wedding Industry: Luxury, Branding & Micro Weddings
In this episode, Jese interviews Jennifer Allen, a leader in the wedding planning space known for her modern approach to micro weddings. They talk about how the pandemic shifted the event industry, especially for wedding planners, and why under...
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Season 1
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Episode 11
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32:18
The Trends, Tools & Truths Small Biz Owners Need Right Now | Hustle Free Headlines
In this episode of Hustle Free Headlines, we break down the most important trends and updates small business owners need to know this week—without the overwhelm.From the rise of experiential marketing to tools that he...
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15:25
Create A Luxury Client Experience For Your Event Business
In this episode, Jese Lewing Gary chats with Troy, co-owner of MIPBCo, about building a thriving luxury photo booth business rooted in exceptional service and real relationships. From attracting high-ticket clients to managing expectations and ...
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Season 1
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Episode 10
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53:02
Avoid Tax Mistakes! How Financial Organization Boosts Your Business
In this episode of Greeneyedambition, Jese sits down with Kelle Thorpe to discuss small business tax tips and avoid tax mistakes. If you're an event business owner looking to understand business profitability, this episode is packed with insigh...
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Season 1
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Episode 9
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50:19
Debt, Dollars & Decisions: What Small Biz Owners Need to Know Right Now | Hustle Free Headlines
Consumer spending is holding strong—but it’s being fueled by record-high credit card debt. In this episode of Hustle Free Headlines, we break down what’s really going on behind the headlines and how small business owners can stay prepa...
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Season 1
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14:32
Handling Event Day Challenges Like a Wedding Planner Pro
In this empowering episode of The Hustle-Free Entrepreneur, your host Jese Lewing Gary sits down with Keri Lugo, founder of Timeless Rose Events, to unpack the real-life challenges of crisis management in event planning. From un...
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Season 1
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Episode 8
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43:33
Why Integrity Is the Backbone of Ethical Leadership
In this powerful episode of The Hustle Free Entrepreneur, Jese Lewing Gary and Lisa Boone-Reddick join us to talk about something every entrepreneur needs to hear: integrity in business. We explore how authenticity, trust, and e...
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Season 1
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Episode 7
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33:31
Tariffs, TikToks & Tough Times: How Event Businesses Can Thrive, Not Just Survive
This week on Hustle Free Headlines, we’re tackling one of the biggest conversations shaking up the event industry—tariffs and recession talk. If your inbox has been filled with pricing updates and supplier delays, you’re not alo...
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Season 1
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13:13
The Power of Partnerships: Networking That Elevates Your Business
The Power of Partnerships: Networking That Elevates Your Business | Hustle Free Entrepreneur PodcastWondering how do partnerships work in business? In this episode, we uncover the secrets to forming successfu...
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Season 1
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Episode 6
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44:39