We were lucky to catch up with Leah Weinberg recently and have shared our conversation below.

Leah, looking forward to hearing all of your stories today. Risking taking is a huge part of most people’s story but too often society overlooks those risks and only focuses on where you are today. Can you talk to us about a risk you’ve taken – it could be a big risk or a small one – but walk us through the backstory.

Oh, that has to be when I closed down my successful New York City wedding planning business to start a new business in a field I swore I would never go back to…law.

I started my adult life with a career in law, as a commercial real estate attorney, but the work bored me to tears. I started planning weddings on the side in 2013 after planning my own wedding the year before, and by 2016, I went full-time in it. Originally, I loved wedding planning…until I didn’t.

2020 (and half of 2021) was not kind to the events industry in New York City, and after more than a year of dealing with some challenging clients in even more challenging circumstances, I had completely burnt out.

And then, in the spring of 2022, I had an epiphany. I was driving in my car, heading to a venue site visit, when I had the idea to combine my legal background with my industry experience to help other business owners.

“What if I could be the kind of lawyer I always wish I had in my corner?”

It was the first time in a long time that I felt excited about work again. So, even though it was a huge risk during an unpredictable time in the global landscape, I stopped accepting new wedding planning clients, made plans to shut down Color Pop Events, and teamed up with a friend to launch our own law firm in 2023.

And, frankly? It was amazing. My business partner and I decided to go our separate ways in late 2024, so we shut the firm down, but I loved the work and the mission so much that I opened my own law firm — Weinberg Legal — in early 2025. Same mission, same events industry and creative entrepreneurial clientele, but as a solo endeavor.

As always, we appreciate you sharing your insights and we’ve got a few more questions for you, but before we get to all of that can you take a minute to introduce yourself and give our readers some of your background and context?

I’m Leah Weinberg — lawyer, (former) wedding planner, speaker, author, devoted pet parent, Disney adult, New Yorker, color lover, and the founder of Weinberg Legal.

I take a hospitality-first approach to small business law, helping creative entrepreneurs and wedding pros protect the service-based businesses they’re working so hard to build. When you work with me to write a contract, respond to a difficult client, manage the legal side of having a team, or file a trademark, you’re working with:

– a three-time entrepreneur who understands the challenges of running a small business
– a former wedding vendor who values the artistry you put into your craft
– a lawyer who will speak to you in plain English (no legalese here!)
– someone who’s in it for the long haul — I like to start relationships with people before they’re clients so that I can jump in at the first sign of trouble

If your business is in Maryland, Virginia, New York, New Jersey, Connecticut, Georgia, Florida, Illinois, Texas, or California, I’d love to show you what it looks like to work with an ethical attorney who levels the playing field with plain language and who actually understands what you do. I offer free consultations — just head to my website (www.weinberglegal.com/contact) to schedule yours.

Have any books or other resources had a big impact on you?

One of my favorite business books is “Setting the Table” by Danny Meyer. I’m a lawyer, not a restauranteur, but Danny’s book taught me so much about hospitality and how you can infuse that into any business — even a law practice. It’s been a resource I’ve returned to time and again, especially because my field can be so intimidating, and especially in the age of AI when people are starved for human connection.

Alright – let’s talk about marketing or sales – do you have any fun stories about a risk you’ve taken or something else exciting on the sales and marketing side?

When I first started working with my marketing team, we were building our entire foundation from scratch. I learned a ton, including that I should have some “motifs” in my marketing that are relevant to my personal life but not necessarily related to my work.

That entire concept was foreign to me, but I couldn’t pass up the chance to share that I’m obsessed with Disney. I love the films, I wear the merch, I visit the parks multiple times per year, and you better believe I have a collection of mouse ears.

When we were launching my email list, my copywriter specifically included a reference to being a Disney adult into my welcome sequence, and it’s probably the detail that I have received the most replies about. In fact, one person replied to tell me that she had just come back from Disneyland, we struck up a conversation, she booked a consultation, and ended up hiring me!

There’s two lessons here: first, hire a marketer who encourages you to be yourself. And, second, don’t be afraid to have some fun!

Contact Info:

• Website: https://weinberglegal.com
• Instagram: @theleahweinberg and @weinberglegal
• Linkedin: https://www.linkedin.com/in/leah-weinberg-50655a19/

Image Credits

Justin McCallum Photography
Tracy Autem Photography