Jese Gary

Hustle-Free Entrepreneur

Business EN ↓ 58 episodes

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 solopre...

Author

Jese Gary

Category

Business

Podcast website

stan.store

Latest episode

Jun 9, 2026

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Episodes

Fearless Leadership: The Breakthrough Every Event Business Owner Needs 12.08.2025

Send us Fan Mail 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 business, without falling into the trap of micromanagement. Whether you run an event business or any service-based company, you’ll learn how to: ✅ Build trust...

Brutally Honest Tips to Simplify Your Event Business Workflow 06.08.2025

Send us Fan Mail 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 the parts of your business that drain your time and energy.   If you’ve been juggling too much and seeing too little growth, it’s time to rethin...

Tariffs Are Rising: What Small Biz Owners Must Know 04.08.2025

Send us Fan Mail  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 sense of global trade headlines, this is the quick-and-digestible episode you didn’t know you needed.  We’re discussing tariffs, the significance of this c...

How AI, Tariffs & Supply Chain Woes Are Shaping Small Business Strategy 29.07.2025

Send us Fan Mail   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, Jese unpacks the White House’s AI Action Plan, designed to strengthen America’s leadership in artificial intelligence. What does this mean for small business owners? How can y...

Balancing a 9–5 and Building a Sustainable Event Business 29.07.2025

Send us Fan Mail 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 business. Aarika opens up about her transition from weddings to corporate events and the mindset shifts she made along the way. From utilizing tools like Google...

Transform Your Brand with Event Marketing: Insights from Stephanie D. McKenzie 22.07.2025

Send us Fan Mail 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 intentional planning, Stephanie shares how event management can be a game-changing growth strategy for entrepreneurs at any stage. Whether you&...

Tariffs, Trends & $414B Weddings: What Every Event Business Owner Should Know 22.07.2025

Send us Fan Mail 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 surprising calm before the tariff storm and the booming $414 billion global wedding market, Jese delivers clear, actionable insights to help entrepreneurs stay read...

The Truth About Tariffs, Jobs & Industry Growth: What Event Business Owners Need to Know Now 16.07.2025

Send us Fan Mail 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 event industry—we’re giving you facts, figures, and next steps. You’ll learn: How to prepare for upcoming supply chain price hikes What the jo...

The Real ROI of Brand Activations & Experiential Events 15.07.2025

Send us Fan Mail 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 makes an event truly successful and how solopreneurs can leverage intimate experiences and partnerships to grow their business without burn...

Event Marketing Strategies That Actually Work | Build Visibility & Brand Authority 08.07.2025

Send us Fan Mail 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 workshops, Michelle shares expert insights on creating marketing strategies that are authentic, consistent, and rooted in understanding your audience. You’...

Is the OBBBA a Win or a Warning for Event Business Owners? 07.07.2025

Send us Fan Mail 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 could have a major impact on how you plan, spend, and save. But it’s not all good news—there are real risks and hidden challenges, especially for solop...

What No One Tells You About Owning an Event Venue: Marketing, Pricing & Reality Check 01.07.2025

Send us Fan Mail 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 event venue. Bonnie shares how she got started in the event industry, the challenges she didn’t see coming, and the strategies she’s learned to stay focused, prof...

What U.S. Trade and Labor Trends Mean for Your Event or Service-Based Business 16.06.2025

Send us Fan Mail 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, without the overwhelm. You'll learn: ✅ What the shrinking U.S. trade deficit means for your vendor relationships ✅ How immigration policy is fueli...

Small Biz Support, Smarter Tools & Why Social Media ROI Feels So Hard | Hustle Free Headlines 04.06.2025

Send us Fan Mail 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 for smarter, simpler business growth.  What You’ll Learn in This Episode:  How $6.7 million in small business support is being used to fund...

How New Rules, Grants, and Good News Can Help Your Event Business Win This Year | Hustle Free Headlines 29.05.2025

Send us Fan Mail 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 updates — we’re turning headlines into helpful tips and solutions.  🎯 Whether you're a solopreneur, event planner, venue owner, caterer, or mob...

Navigating Retirement Planning for Entrepreneurs 20.05.2025

Send us Fan Mail 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 mistakes and how to shift their mindset to prioritize long-term retirement goals.   Leonard shares practical strategies for budgeting, choosi...

The Truth About the Wedding Industry: Luxury, Branding & Micro Weddings 13.05.2025

Send us Fan Mail 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 understanding your market and brand is more important than ever.   Topics Covered:   The rise of micro weddings and how they’ve changed the plan...

The Trends, Tools & Truths Small Biz Owners Need Right Now | Hustle Free Headlines 12.05.2025

Send us Fan Mail 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 help you run like a big brand on a small budget, this episode is packed with insights, stats, and bite-sized tips to take action on. We’ll cover: ✅ The growth of exp...

Create A Luxury Client Experience For Your Event Business 06.05.2025

Send us Fan Mail 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 elevating the client experience, this episode is packed with practical insights for event professionals and wedding vendors.   Whether you’...

Avoid Tax Mistakes! How Financial Organization Boosts Your Business 29.04.2025

Send us Fan Mail 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 insights to help you understand you business financial numbers.  🔥 What You’ll Learn: ✔️ The critical aspects of cash flow management  ✔️ T...

Debt, Dollars & Decisions: What Small Biz Owners Need to Know Right Now | Hustle Free Headlines 26.04.2025

Send us Fan Mail 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 prepared, not panicked. We’re talking:  The real reason so many people are carrying debt  Why recession fears are triggering fight, flight, or freeze mo...

Handling Event Day Challenges Like a Wedding Planner Pro 22.04.2025

Send us Fan Mail 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 unpredictable vendor hiccups to delicate family dynamics on wedding day, Keri shares her insights on how to remain calm, collected, and professional—no mat...

Why Integrity Is the Backbone of Ethical Leadership 15.04.2025

Send us Fan Mail 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 ethical leadership form the bedrock of successful entrepreneurship. From handling tough decisions to learning from mistakes, this conversation is packed w...

Tariffs, TikToks & Tough Times: How Event Businesses Can Thrive, Not Just Survive 11.04.2025

Send us Fan Mail 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 alone. From Amazon’s warnings of price hikes to restaurateurs shifting how they operate, small businesses are in pivot mode. But you don’t have to panic—yo...

The Power of Partnerships: Networking That Elevates Your Business 08.04.2025

Send us Fan Mail   The Power of Partnerships: Networking That Elevates Your Business | Hustle Free Entrepreneur Podcast Wondering how do partnerships work in business? In this episode, we uncover the secrets to forming successful collaborations that drive growth. Whether you're running an event planning business or another service-based brand, the right partnerships can be game-changers! What...

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