From Esq. to Owner (Powered by Atticus)

What if marketing wasn’t just about growth, but also about creating joy—for you, your clients, and your business? In this episode of The Lei’d Back Life, Jordan Ostroff sits down with Joshua Baron to explore how law firm owners and entrepreneurs can build marketing strategies that fuel both happiness and success.

Joshua shares insights on aligning your business goals with personal fulfillment, building authentic connections, and why marketing rooted in happiness creates better outcomes for your team and your clients.

I’m joined by Bryan Haskins on The Lei’d Back Life to dig into The Benefits of Being You. 🌴 Bryan’s story is proof that authenticity isn’t just about feeling good—it’s about building stronger connections, attracting the right clients, and creating a life that actually fits. We’ll talk about why leaning into who you are is one of the best decisions you can make, both personally and professionally. Tune in at 6 PM!

📌 Learn more at: https://www.jordanostroff.com
👉 More here: https://linktr.ee/LawyerWithALife
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AI isn’t just the future anymore—it’s here, shaping how we work, lead, and live right now. In this episode, Jordan sits down with Carolyn Elefant—lawyer, author, and founder of MyShingle.com—to unpack the real, practical impact of AI in today’s business world.

From running a law firm to building a life-first business, Carolyn brings her sharp insights on how AI tools can transform efficiency, creativity, and client experience without losing the human touch. Whether you’re curious about leveraging AI in your own practice or just want to hear how it’s already changing the game, this conversation delivers clarity, strategy, and inspiration.

🎧 Tune in on Spotify, Apple Podcasts, and YouTube to catch the full episode.

In this episode of The Lei’d Back Life, I’m joined by David Lawson to talk about what it really takes to become a resilient business owner. We dig into the challenges, setbacks, and pivots that every entrepreneur faces, and how resilience is the skill that keeps you moving forward when things get tough. If you’ve ever wondered how to build a business that doesn’t just survive but thrives, this conversation is for you.

Running a business isn’t just about titles, revenue, or strategy — it’s about balance, leadership, and building a life you actually want to live. In this episode, I break down what it really means to be a CEO, the shifts you need to make to lead effectively, and how to run your firm without running yourself into the ground.

Whether you’re a lawyer, business owner, or just someone dreaming of stepping into the CEO role, you’ll leave with practical, no-fluff takeaways you can apply today.

In a world where AI is everywhere, how do we keep our human connections strong? Mike Whelan joins me to talk about the balance between tech and relationships, and why human connection still matters more than ever.

We’ll cover:
✅ How AI is changing communication
✅ Why human touchpoints are irreplaceable
✅ Practical tips to stay connected in a digital-first world

Listen in, share your thoughts, and let’s rethink how we connect in the age of AI.

🌴 Ready to build a business that lets you have a life?
Visit jordanostroff.com

In this special Q&A episode of The Lei’d Back Life, Jordan Ostroff sits down with estate planning attorney and financial expert Victor Medina to talk all things firm ownership, lifestyle design, and what it really takes to build a business that supports your life—not one that runs it.

We’re answering real questions from real lawyers—on hiring, marketing, money, and mindset. If you’re tired of the burnout cycle and ready to run a smarter, smoother firm, this is your sign to press play.

🎧 Subscribe, share, and check out more resources: https://linktr.ee/LawyerWithALife

On this episode of The Leid Back Life, we’re talking about how to actually plan your content so you’re not winging every recording. Whether it’s for your podcast, your firm’s social media, or your next big launch—this is how to prep with purpose.

If your content plan is “hit record and hope,” this one’s for you. I’ll walk you through how I plan my podcasts, reels, and everything else before I ever hit record.

This special episode of The Lei’d Back Life features Jordan Ostroff diving into the concept of Mind Like Water—and how it can completely transform the way you run your law firm and your life.

Jordan breaks down how to shift out of reaction mode, build systems that actually reduce stress, and create space for focus, flow, and freedom. Whether you’re feeling overwhelmed or just want more clarity in your day-to-day, this episode is packed with practical tools you can use right away.

Imagine a business that runs and grows while you're on vacation. Sounds like a dream, right?
In this episode, Jordan sits down with Jayden Doye CPA, entrepreneur, and the master of taking real, unplugged vacations without sacrificing revenue.

Whether you’re a lawyer chained to your calendar or a business owner who hasn’t taken a real break in years, this episode is your permission (and game plan) to reclaim your life.