Handling Event Day Challenges Like a Wedding Planner Pro

Episode 8 of the Hustle-Free Entrepreneur podcast, hosted by Jese Gary, titled "Handling Event Day Challenges Like a Wedding Planner Pro" was published on April 22, 2025 and runs 43 minutes.

April 22, 2025 ·43m · Hustle-Free Entrepreneur

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Summary

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 matter what surprises come your way. Keri launched her business just before the pandemic hit and learned early on the v...

Episode Description

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 matter what surprises come your way.

Keri launched her business just before the pandemic hit and learned early on the value of supportive industry relationships, crystal-clear client communication, and having a solid plan B (and C). Whether you’re new to event planning or a seasoned pro, this episode is packed with practical advice to help you build a sustainable, stress-resistant business that puts peace first.

What You’ll Learn in This Episode:
✅ Why joining a planner association can be a game-changer for your career
✅ Mental preparedness and self-care tips for high-stress moments
✅ Red flags to watch for in clients and vendors
✅ Real wedding-day crisis examples and how to resolve them
✅ How to create a strong, reliable vendor list
✅ Strategies to stay calm and lead with confidence when things go wrong

Resources & Mentions:

Connect with Jese:

Timestamps:
03:34 – Keri Lugo’s journey into wedding planning
06:37 – How community and associations can elevate your brand
09:33 – Lessons learned from navigating real event-day crises
12:26 – Common event planning challenges you should prep for
15:31 – Tips for staying calm under pressure
18:31 – How to mentally and logistically prepare for the unexpected
25:14 – Behind-the-scenes: tough wedding day situations
33:48 – Building and managing vendor relationships
40:43 – Setting clear expectations with clients
43:38 – Keri’s favorite organizational tools and systems

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