Crushing Chaos: From Event Planning to Empowered Homeschool Families with Holly Wittwer

In this episode of The Best Dam Podcast, Jill sits down with the multi-talented Holly Wittwer, the mastermind behind Events with Holly and the newly launched Home Educated Foundation. Together, they pull back the curtain on the invisible art of event planning and explore how a local need sprouted a rapidly growing national initiative to support homeschool families.
The discussion dives deep into the high-stakes world of wedding and festival logistics—from managing over-the-top family emotions to handling wild day-of emergencies like car pile-ups, casino drama, and unexpected event crashers. Holly also breaks down the rapid growth of her non-profit foundation, sharing how she balances her strict Type-A personality, her thriving businesses, and homeschooling her three energetic young boys right here in Boulder City.
DISCUSSION
The Invisible Talent of Event Planning: A great event coordinator works completely behind the scenes so the client never notices a single problem. Holly reveals that she often acts as a day-of counselor or therapist to ground stressed-out brides and families so they can actually enjoy their big day.
- A Sudden Homeschool Pivot: After traveling to a massive multi-day homeschool convention in Arizona, Holly immediately realized she had the exact skill set needed to bring a similar, high-quality educational resource hub to Nevada families.
- Launching the Home Educated Foundation: Now in its third year, the convention has morphed into a full-scale non-profit foundation. The initiative features a digital and physical magazine with youth-authored articles, a nationwide podcast, and financial scholarships to help underprivileged families purchase curriculum.
- Local Micro-Schools and Collaboration: Holly emphasizes that homeschooling isn't for everyone, but options are exploding locally. She collaborates with local spaces like Grace Christian Church and Burning Bush to offer thriving drop-off classes, including chess and photography clubs.
- The Entrepreneurial Balancing Act: Transitioning to working for herself has unlocked immense creative freedom, allowing Holly to wake up with dozens of new ideas every night. She maintains healthy personal boundaries by strictly homeschooling her kids in the morning and tackling work in the afternoon.
- Handling Extreme Day-of Emergencies: From a 10-car freeway pile-up delaying every vendor by two hours to wild off-site casino drama during her first convention, Holly keeps a cool head by reminding her team: "Unless the building is on fire, it's not an emergency."
- Harnessing Teen Energy: Holly loves hiring local middle and high school students to assist with event day logistics. Giving local youth a chance to rise to the occasion provides them with high wages, great experience, and solid recommendation letters.
- The"Dating Convention" Crasher: Holly shares a hilarious, memorable story from her first homeschool convention where a solo male attendee crashed the event, recorded families without permission, and tried giving Holly's husband dating advice before being escorted out by security.
- Leaning into Type-A Strengths: While Holly used to criticize herself for being a "control freak," she has fully embraced it. She points out that a hyper-organized, Type-A personality is exactly who you want managing the complex moving parts of a wedding or festival.
- An Event Planner's Secret Confession: In a surprising twist, Holly admits that she actually dislikes attending events that she isn't running. On a Friday night, she would much rather be snuggled on the couch with her kids and a good book.
- A Hyper-Active Nightstand: Holly is a self-proclaimed voracious reader who cycles through up to 10 books at once. Her current rotation ranges from business classics like Dave Ramsey's EntreLeadership to deep fictional fantasies like Brandon Sanderson's The Stormlight Archive, and even reading The Iliad and The Odyssey with her kids.
- The Unbeatable Value of the Chamber: Holly Credits the Boulder City Chamber of Commerce as an instrumental force in building her business. She fiercely defends the value of a Chamber membership online, viewing it as essential marketing, networking, and a vital community resource.
LEARN MORE
- Events with Holly: Keep up with Holly’s local Boulder City wedding and festival coordination by connecting with local businesses like Village Floral House and Twist and Shout DJ. https://eventswithholly.com.
- The Home Educated Foundation: Look up the foundation’s official launch materials online to find step-by-step guides on homeschool paperwork, daily family rhythms, and upcoming curriculum scholarship applications.
- Business Leadership Resources: Pick up a copy of EntreLeadership by Dave Ramsey to explore the delegation and team-training philosophies Holly utilizes to scale her operations.
- Boulder City Chamber of Commerce: Head over to Chamber website or stop in to chat with Jill and her team to find out how local business owners can utilize Chamber resources to market their next big community initiative. https://www.bouldercitychamber.com.
KEYWORDS
Holly Wittwer, Events with Holly, Event Planning, Youth Entrepreneurship, Home Educated Foundation, The Best Dam Podcast, Boulder City Chamber of Commerce
#HollyWittwer #EventswithHolly #EventPlanning #YouthEntrepreneurship #HomeEducatedFoundation #TheBestDamPodcast #BoulderCity











