From Esq. to Owner (Powered by Atticus)

On this episode of The Lei’d Back Life, Jordan Ostroff sits down with entrepreneur and travel-lover Rory Safir to talk about building a business that doesn’t just pay the bills—it funds your freedom.

Rory dives into how to create systems that support your lifestyle, why true success means stepping out of the office, and what mindset shifts are needed to build a business that runs without you constantly running it.

Whether you’re craving more passport stamps or just more peace of mind, this conversation will challenge the hustle-for-the-sake-of-hustle mindset and help you design a business that works for your life—not the other way around.

🎙️ The Lei’d Back Life is where we talk business strategy with a beach mindset—because you deserve a business that supports your life, not one that consumes it.

What does it look like to build a business with your family—not just for them?

In this episode of The Lei’d Back Life Podcast, I sit down with Adam Williams to talk about how he’s involving his kids in entrepreneurship, what it takes to build a business legacy at home, and why turning your firm into a “family business” is about way more than just a name on the door.

We dive into:

• How to raise future business owners 👨‍👦

• What it really takes to mix parenting and entrepreneurship 💼

• Why building a life-first business starts at home 🏡

If you're a law firm owner or entrepreneur looking to bring your family into your mission—and maybe even the business—this one’s for you.

Want to make work optional? 👀 Darren Wurz breaks it all down on this episode of The Lei’d Back Life!"
We’re talking financial freedom, intentional living, and what it really takes to design a life where work isn’t the boss of you.Ready to work optionally? Visit us at ⁠jordanostroff.com⁠

On this episode of The Lei’d Back Life, I’m joined by Rachel McGary to break down how systems aren’t just for business, they’re the foundation for a better life. If you're tired of the chaos and ready to run things smoother at work and at home, this one’s for you.

👉 Ready to upgrade your systems and your life? Visit us at jordanostroff.com for more.

This week on The LEI'D Back Life, I’m hanging out with Billie Tarascio — founder of Modern Law and a true pioneer when it comes to innovating law firms. Billie’s background is packed with accolades: she’s not just an experienced family law attorney but also a tech-savvy entrepreneur who’s reshaping how law firms operate. You can find more about her at https://mymodernlaw.com.

In this episode, Billie and I dive deep into how she built and scaled her law firm without sacrificing her life outside of it. We cover everything from using automation to avoid burnout, to the power of delegation, to how she transformed her firm’s client intake and operations. Whether you're looking for ideas to streamline your business or just need to hear how someone else balanced growth with sanity, you’re going to want to tune in.

In this episode, I’m joined by Seth Price, CEO of BluShark Digital and founding partner of Price Benowitz LLP. Seth has helped hundreds of law firms grow their online presence and become lead-generating machines, and we dig deep into how he balances running multiple companies without burning out.

We talked about the mindset shifts that helped him go from lawyer to CEO, why delegation is essential (and how to do it well), and how to actually enjoy the freedom you’re building. If you’re the kind of person who wants to scale but still have a life and time to travel, this episode’s for you. Seth also shares a few tactical SEO and hiring tips you don’t want to miss. 

Learn more about Seth Price and BluShark Digital below:

https://blusharkdigital.com/

https://www.linkedin.com/in/sethprice

https://www.facebook.com/blusharkdigital/

https://x.com/i/flow/login?redirect_after_login=%2Fi%2Fflow%2Flogin

https://www.instagram.com/blusharkdigital/

Today, I’m joined by Brett Trembly, attorney, entrepreneur, and co-founder of Get Staffed Up, to talk about building your business with assistants. Brett’s mission is to help business owners delegate more, do more, and grow faster by offloading the stuff that’s not the best use of their time. With years of experience running both his own law firm and a staffing company, Brett knows firsthand how to scale sustainably without sacrificing your life.

We dive into why delegation is the ultimate superpower, how to shift your mindset around control, and what it really means to build freedom into your business. Brett shares some real-world tips and systems to make delegation actually work… no fluff, just practical tools and insight. If you’ve ever felt stuck doing tasks someone else should be doing, this episode is for you.

Next week, I’ll be sitting down with Seth Price, founding partner of Price Benowitz LLP and the CEO of BluShark Digital, to learn how to make travel part of a great life.

Connect with Brett Trembly and Get Staffed Up:

https://getstaffedup.com

https://www.linkedin.com/in/bretttrembly/

In this episode of The LEI'D Back Life, I sat down with Ana Juneja, an award-winning intellectual property attorney and the founder of Ana Law, the first and only law firm that offers flat-fee, 100% guaranteed patent, trademark, and copyright services. Her social media following is huge, but what really sets her apart is how she shows up authentically online… typos, flubs, and all.

We talked about why being yourself online, flaws and all, can build stronger connections with your audience. Ana shared why she purposely makes her content feel less polished and how even the biggest corporate clients are craving authenticity. If you’re looking to build a personal brand that drives real revenue without pretending to be someone you’re not, this episode’s for you.

Tune in next week, where I’ll be joined by Brett Trembly, co-founder of Get Staffed Up, to discuss the importance of assistance in building a great business and living an even better life.

To learn more about Ana Juneja and Ana Law:

www.analaw.com

https://www.facebook.com/anajunejax

instagram.com/analawgroup

instagram.com/anajuneja

https://www.linkedin.com/company/analawhq/

linkedin.com/in/anajuneja

https://x.com/analawgroup

https://x.com/anajuneja

Today, I’m chatting with Christopher Nicolaysen, founding partner and CEO at Springs Law Group and a total pro when it comes to helping business owners build a better life through smarter systems and better boundaries. We dive into the ups and downs of entrepreneurship, the emotional rollercoaster of running your own firm, and why creating real work-life balance isn’t just about taking vacations. It's about designing a business that actually fits your life.

Christopher and I even cover some behind-the-scenes stories about moments when we both realized we needed to seriously rethink how we were running our businesses. You’ll want to stick around for his take on how being “selfish” with your time is actually one of the best things you can do for your clients, your family, and yourself!

Tune in next week, where Ana Juneja and I discuss how social media can be a tool for building a great life.

Learn more about Christopher Nicolaysen and Springs Law Group below

https://springslawgroup.com/

www.linkedin.com/in/christopher-nicolaysen

https://www.linkedin.com/company/springs-law-group/

https://www.facebook.com/christopher.nicolaysen

https://www.facebook.com/springslawgroup

https://www.instagram.com/christophernicolaysen/

https://www.instagram.com/springslawgroup/

https://www.tiktok.com/@cnthelaw

In this episode of The LEI'D Back Life, I am joined by the CEO of GOLDLAW: Craig Goldenfarb. He’s made a serious shift toward prioritizing what really matters: life. We dive into his journey of going from ‘business first’ to intentionally redesigning his life around what fills his cup—family, travel, and meaning. 

One of the coolest things? His wife is now co-speaking with him on work-life balance. It’s a rare and refreshing convo about success that doesn’t sacrifice joy. Whether you’re stuck in hustle mode or trying to find time for what really matters, this one’s full of honest reflection and great advice on being a more intentional entrepreneur.

Tune in next week, where founding partner and CEO at Springs Law Group, Christopher Nicolaysen, and I continue the conversation of spending your time on the right things.

Learn more about GOLDLAW and Craig Goldenfarb below

www.GOLDLAW.com

https://www.linkedin.com/in/craiggoldenfarb/