Meet Megan Wilkinson

We’re excited to introduce you to the always interesting and insightful Megan Wilkinson. We hope you’ll enjoy our conversation with Megan below.

Hi Megan , we’re so appreciative of you taking the time to share your nuggets of wisdom with our community. One of the topics we think is most important for folks looking to level up their lives is building up their self-confidence and self-esteem. Can you share how you developed your confidence?

Confidence and self-esteem weren’t things I was born with — they’re things I’ve had to build piece by piece over the years. Looking back, leadership found me early. I was the captain of my high school soccer team, later a math teacher and soccer coach. Guiding others always came naturally, but true confidence came from knowing my craft inside and out. As a teacher and coach, I earned that through education, practice, and experience.

When I stepped into the world of wedding planning, though, it felt like starting over. Suddenly, I was a beginner again and that was humbling. So I did what I’ve always done when I want to grow: I dove in. I took classes, shadowed experienced planners, and leaned on what I’d learned from past roles in business and customer service. Every event taught me something new, about logistics, communication, and grace under pressure.

One of my company’s core values is transparency, and that comes straight from my own journey. I’ve never wanted to pretend to be something I’m not. We’re open with our clients about where we shine and where we’re still learning. I believe honesty builds stronger relationships than pretending to be perfect ever could.

But I’ll be honest, even with experience, imposter syndrome still shows up. There are moments I question if I’m good enough, moments when that little voice creeps in. What pulls me out every time are the kind words from couples and vendors, the reminders that what matters most isn’t knowing everything, it’s caring deeply. When I see the joy on a couple’s face, when a mother hugs me after a wedding with tears in her eyes and says “thank you, there is no way we could have done this without you” I remember why I do this.

That’s where my confidence lives now. Not in having all the answers, but in doing my homework, showing up with heart, honesty, and genuine care. That’s what makes me proud of who I am and what I do.

Thanks, so before we move on maybe you can share a bit more about yourself?

My journey into wedding planning began almost by accident or maybe by divine design. A close friend asked me to help with her wedding, and I said yes without hesitation. Funny enough, wedding planning and teaching really aren’t that different. Both require organization, communication, and a whole lot of patience. Her wedding was seamless, her sister, a professional planner, had already done most of the work, and I simply showed up and executed the timeline. I thought, “Well, this is easy!”

Then came the second wedding. Another friend asked me to help, and I quickly realized how different things looked without a planner behind the scenes. My natural attention to detail kicked in right away. I found myself asking her questions she’d never even thought about. We spent hours crafting timelines, organizing vendors, and coordinating all the moving parts. On the wedding day, I ran around making sure every little thing went smoothly. By the end, the DJ, a well-known professional, told my husband (who was helping me that day) that he’d love to refer couples to me because I was excellent at what I did. I laughed and said, “No way!” The idea of planning weddings for strangers sounded terrifying. I’d heard all the “bridezilla” stories and wanted no part of it.

But God clearly had other plans. More friends began asking for help, and then friends of friends started asking. When I received my first inquiry from someone I didn’t know, I panicked. I remember sitting with my husband and old friend, Robin, worrying about whether I could really charge for something that still felt new. With their encouragement, I said yes. The wedding went beautifully and that “yes” changed everything.

After that, I decided to jump all in. I formed my LLC, shadowed other planners, and took classes to grow my knowledge and confidence. My goal for the first year was to book six weddings, I ended up with thirteen. I even hired a second planner and had to turn couples away because we were fully booked.

Three years later, my side hustle has grown into a team of six amazing planners serving couples in four cities: San Antonio, Houston, Corpus Christi, and Gainesville, Florida. In San Antonio, we’re nearing 100 five-star reviews on Google, with even more love on Zola and Facebook. What makes me proudest, though, isn’t the numbers.. it’s the heart behind our brand.

I’ve built a company that reflects who we are, grounded in transparency, kindness, and genuine care for every couple we serve. My team works tirelessly, treating each wedding as if it were our own family celebrating, and we truly become friends with every couple along the way. Seeing my planners grow, watching our couples beam with joy, and watching our reputation flourish has been incredibly rewarding.

Looking back, what do you think were the three qualities, skills, or areas of knowledge that were most impactful in your journey? What advice do you have for folks who are early in their journey in terms of how they can best develop or improve on these?

Looking back, I realize there are three qualities that have shaped my journey the most: attention to detail, getting to know the couple, and a commitment to continuous learning. I’ve always had a knack for noticing the little things, something I like to think comes from my degree in mathematics, where every detail matters. From my very first wedding, I found myself asking questions my friends hadn’t even thought about, noticing the small gaps that could make or break the day. Those details quickly became a hallmark of my work, and I learned that being thorough not only keeps a wedding running smoothly but also builds trust with the couples we serve.

Getting to know each couple deeply has been equally important. By understanding their personalities, priorities, and family dynamics, we can anticipate questions and challenges on the wedding day. That allows the couple and their loved ones to truly enjoy the celebration, knowing that every little detail is handled and every concern has been considered. It’s one of the most rewarding parts of the job, seeing the joy and relief on their faces as they fully immerse themselves in their day.
Getting know to know the couple allows for empathy. I’ve always tried to treat others the way I’d want to be treated, with patience, respect, and honesty. In wedding planning, that means being transparent about what we can deliver and guiding couples with care, even when the conversations are difficult. Understanding what a couple truly wants, what excites them, and what stresses them out has taught me that kindness and honesty go hand in hand, and that they form the foundation of meaningful relationships.

Finally, a commitment to continuous learning has been crucial, not just for me but for my whole team. My planners and I meet every month to share what we’ve been learning, discuss new ideas, and explore ways to continue growing in our craft. It’s exciting to watch each planner develop their own strengths while contributing to our collective growth, and it reminds me that confidence and skill are built over time, with intention and curiosity.

These qualities have shaped the company I’ve built and continue to guide me as we grow, one wedding at a time.

Is there a particular challenge you are currently facing?

As our company grows, the biggest challenge I face is making sure the level of professionalism and service we’re known for remains consistently high. It’s one thing to manage a single team in one city, but as we expand to new locations and bring on more planners, maintaining the same care and attention to every couple becomes increasingly complex.

To meet this challenge, I continually check in with my planners, review their timelines and documents, and gather feedback from the couples they serve. It’s a delicate balance, giving my planners autonomy and trusting their judgment, while also holding everyone to the high standard our brand represents. Communication, transparency, and ongoing mentorship are key to walking that fine line.

Expanding into new cities adds another layer of difficulty. I’ve built a strong reputation in San Antonio, and people in the industry know our work. Houston, in particular, has been challenging, it’s a city full of incredibly talented wedding planners, and creating a name for ourselves there means working even harder to earn trust, build relationships, and demonstrate our value in a very competitive space. Corpus Christi and Gainesville present similar opportunities, though each city comes with its own unique dynamics.

Despite the challenges, this growth is also incredibly exciting. Each city gives us a chance to share our approach, our values, and our care for couples with a new community. And as we expand, maintaining our standards and staying true to who we are remains my top priority.

Contact Info:

• Website: https://www.wedding-whisperer.com
• Instagram: https://www.instagram.com/weddingwhispererllc
• Facebook: https://www.facebook.com/weddingwhispererllc
• Other: https://www.tiktok.com/weddingwhispererllc