PODCAST · business
The LEI'D Back Life: Loving Entrepreneurship and Improving Daily
by Lawyer with a Life - Jordan Ostroff
My name is Jordan Ostroff, the lawyer with a life (one that features Hawaiian shirts and flip flops). Are you looking for insights on thriving in business without burning out? Welcome to the LEI'D Back Life podcast! Join me weekly as I dive into candid conversations with entrepreneurs about developing a business, and a life, you'll love, LEI'D Back style.
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Birthday Special Episode: How to Find Fun and Happiness in Life feat. Jordan Ostroff
In this special birthday episode of The Lei’d Back Life, Jordan Ostroff dives into the science and strategy of joy. Most people aren't miserable because life is impossible—they're miserable because they're lonely and living on autopilot. Jordan explains how to incorporate connection into your existing schedule, showing that true professional success is built on a foundation of personal fulfillment.Highlights include:✅ The Loneliness Warning: Why the Surgeon General views isolation as a major health risk✅ Flow States: How to identify what feels "light" versus "heavy" in your workday✅ Intentional Calendaring: Why Jordan blocks out Topgolf and networking lunches weeks in advance✅ Contagious Fun: Why you are the average of the five people you spend the most time withTimestamps:(0:00) Introduction: A Birthday Gift for the Community(1:35) The Science of Happiness: Harvard Research & Social Connection(3:32) Identifying your Flow State: What makes you lose track of time?(4:12) The 75% Rule for Productivity and mid-day resets(6:02) Strategy: Joining someone else's rhythm (The Canoeing Example)(10:35) If it isn't on the calendar, it doesn't exist(13:21) Scheduling "Day Dates" and family dinner boundaries(16:35) Shared Experience: Why solo joy is often rated lower than social joy(19:13) The Outreach Challenge: Reach out to these 3 people today(19:50) The 30-Minute Rule: Cutting out what you don't enjoyResources for Your Firm:🔗 Next Move: https://linktr.ee/LawyerWithALife📂 Free Resources: https://jordanostroff.com/resources/📅 Consultation: https://jordanostroff.com/book-an-appointment/📰 Newsletter: https://app.lawmatics.com/forms/share/0680eb74-2022-45fe-946f-000adf894a08📚 The Book: Love Your Law Firm - https://amzn.to/4a3ziB4🌺 The Luau Community: https://www.facebook.com/groups/theluau🌐 Website: https://www.jordanostroff.comLove life. Love entrepreneurship. Improve daily.
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We is Stronger Than Me: Collaboration for a Great Life feat. Robert Hana
Can collaboration lead to market domination? Robert Hanna thinks so. In this episode, "We is Stronger Than Me: Collaboration for a Great Life," the CEO of KC Partners and host of the Legally Speaking podcast breaks down how he built a top 1% global podcast and a world-class legal recruiting firm through the power of partnership.We discuss the mindset shift required to see competitors as collaborators and why "playing it safe" in the old legal model is a recipe for irrelevance in the AI era. Robert shares his journey from London to global stages, explaining how to build "relationship capital" that pays dividends for decades.Timestamps:(0:00) Introduction to Robert Hanna(2:01) Defining Collaboration: Why "We" is Greater Than "Me"(5:26) The Secret to Authentic, Long-Term Partnerships(9:04) Out-of-the-Box Collabs: PR Agencies, Paddle, and AI Robots(13:35) Attracting Top Talent through Modern Branding(18:16) How to Research and Pitch Your Dream Partners(23:54) COI: The Massive Cost of Staying in Your Own Lane(30:51) Overcoming the Procrastination Trap in Law(36:00) Turning Digital Handshakes into Real Friendships(47:44) Closing Thoughts & Contact Info🎧 Listen to The Lei’d Back Life Podcast on Spotify:https://open.spotify.com/show/7L8yJ0rRL66Nrjfe5uX418▶️ Watch the podcast on YouTube:https://youtube.com/playlist?list=PLrh5y6Kzkyb3qfxys1KV_cl8u7BGooZKe🍎 Listen on Apple Podcasts:https://podcasts.apple.com/us/podcast/the-leid-back-life-loving-entrepreneurship-and/id1782958064📰 Subscribe to the Lawyer With A Life newsletter:https://app.lawmatics.com/forms/share/0680eb74-2022-45fe-946f-000adf894a08🌐 Visit my website:https://www.jordanostroff.com
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Achieving a Mind Like Water: Mastering David Allen’s GTD feat. Adam Kavulic
"It is better to make full progress on five things than it is to make sort of progress on 50."In this episode of The Lei’d Back Life, Jordan Ostroff is joined by Adam Kavulic, a teacher-turned-REALTOR who has mastered the art of digital organization. They dive into the Getting Things Done (GTD) system and how to stop storing tasks in your brain. Learn why 100% faith in your calendar is the key to enjoying your time off and how to apply the Eisenhower Matrix to your daily decisions.Highlights include:✅ The 2-Minute Rule: Stop delegating tasks that take less time to do yourself✅ The Weekly Review: Jordan shares the 4 questions that ensure he spends enough time with himself, his son, his wife, and his friends✅ Red vs. Blue Calendaring: How to separate the "immovable" client meetings from the flexible "creative" blocks✅ The Eisenhower Matrix: A quick guide to deciding what to Do, Defer, Delegate, or DropTimestamps:(0:00) Introduction to "Mind Like Water"(1:32) The 2-Minute Rule for quick wins(6:32) Breaking big projects into actionable tasks(9:31) Why 100% faith in your calendar is the key to vacation sanity(12:55) Identifying where you leak mental energy (Home, Health, Work, Relationships)(17:31) The "Red vs. Blue" calendar system for firm owners(22:06) The 4-Question Weekly Review for life balance(27:42) The "Wave Referral Plan" for better networking(37:17) Scientific focus: Why morning work is different from afternoon work(52:16) The Eisenhower Matrix: Do, Defer, Delegate, DropResources for Your Firm:🔗 Next Move: https://linktr.ee/LawyerWithALife📂 Free Resources: https://jordanostroff.com/resources/📅 Consultation: https://jordanostroff.com/book-an-appointment/📰 Newsletter: https://app.lawmatics.com/forms/share/0680eb74-2022-45fe-946f-000adf894a08📚 The Book: Love Your Law Firm - https://amzn.to/4a3ziB4🌺 The Luau Community: https://www.facebook.com/groups/forlawyersbylawyers🌐 Website: https://www.jordanostroff.comLove life. Love entrepreneurship. Improve daily.
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Focus 90 and the Future of Your Firm feat. Corine Rogers
Are you tired of waking up at 1:00 AM worrying about dropped balls and silent bottlenecks in your law firm? In this episode of The Lei’d Back Life Podcast, Jordan sits down with Corine Rogers, founder of Simple Smart Solo, to discuss the ultimate operational cure: The Focus 90 meeting.Corine breaks down exactly how to move your firm from chaos to control in just 90 minutes a week. Learn who needs to be in the room, the essential prep work required, and the three simple questions that will uncover hidden issues before they become disasters. If you want a firm that runs like a well-oiled machine so you can actually step back and enjoy a laid-back life, you cannot miss this episode!In this episode, we cover:(0:13) - Introduction to Corine Rogers and Simple Smart Solo(1:22) - The goal: Moving your firm from chaos to control(3:08) - Who is the Focus 90 meeting designed for?(4:18) - Who needs to attend (why leadership must buy-in)(6:02) - The best day and time to schedule this meeting(7:40) - The "Focus 90" name and the 90-minute time limit(8:20) - Mandatory pre-meeting prep (13:00) - How to create your master list of active matters(15:08) - The golden rule: No skipping files or hiding clients(17:40) - Why you should sort your matters from new to old(19:22) - The only 3 questions you need to ask per matter(23:33) - Why Focus 90 must become a weekly habit(27:30) - Dealing with overwhelmed staff and bottlenecks(32:13) - Triage: What the firm owner must do after the meeting(37:02) - The most common pitfalls (and why you can't have sidebar gossip)🔗 Find the next smart move for your firm:https://linktr.ee/LawyerWithALife📂 Grab my free resources to run your firm better:https://jordanostroff.com/resources/📅 Ready for direct help? Book a consult:https://jordanostroff.com/book-an-appointment/📰 Subscribe to the Lawyer With A Life newsletter:https://app.lawmatics.com/forms/share/0680eb74-2022-45fe-946f-000adf894a08📚 Read the roadmap to a better firm:Love Your Law Firm: A Roadmap to the Law Firm You Always Wanted (2nd Edition)https://amzn.to/4a3ziB4🌺 Join The Luau community:https://www.facebook.com/groups/forlawyersbylawyers▶️ Watch the podcast on YouTube:https://youtube.com/playlist?list=PLrh5y6Kzkyb3qfxys1KV_cl8u7BGooZKe🍎 Listen on Apple Podcasts:https://podcasts.apple.com/us/podcast/the-leid-back-life-loving-entrepreneurship-and/id1782958064🌐 Visit my website:https://www.jordanostroff.com
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The Ideal Month Blueprint: How to Gain 4 Extra Weeks of Vacation a Year
In this special episode of The Lei’d Back Life Podcast, Jordan reveals the "Ideal Month Blueprint." If your calendar looks like a game of Tetris gone wrong, it’s time to move away from the to-do list and into a structured 28-day cycle. Jordan shares how to protect your "Anchor Events"—the things that matter most, like family, health, and sleep—while still running a high-performing firm. Learn why "blank space" is your best friend and how to build a schedule that lets you work 48 weeks a year while gaining an extra month of vacation.Timestamps:(01:03) The 28-Day Cycle: How to get 4 extra weeks of vacation(02:26) Identifying your first "Anchor Event"(04:14) Non-negotiable recurring meetings(06:38) The 1-hour exercise rule (and why it matters)(08:32) Why I plan for 9 hours of sleep (and you should too)(14:30) Monday morning syncs: All-team and EA meetings(18:37) Finding your "Zone of Genius" for content creation(22:48) The personal weekly meeting: Tracking life KPIs(29:48) The Big Rocks Theory: Always leave room for a beer(51:17) The AI Battle: Claude vs. ChatGPT vs. Gemini🔗 Find the next smart move for your firm:https://linktr.ee/LawyerWithALife📂 Grab my free resources to run your firm better:https://jordanostroff.com/resources/📅 Ready for direct help? Book a consult:https://jordanostroff.com/book-an-appointment/📰 Subscribe to the Lawyer With A Life newsletter:https://app.lawmatics.com/forms/share/0680eb74-2022-45fe-946f-000adf894a08📚 Read the roadmap to a better firm:Love Your Law Firm: A Roadmap to the Law Firm You Always Wanted (2nd Edition)https://amzn.to/4a3ziB4🌺 Join The Luau community:https://www.facebook.com/groups/forlawyersbylawyers▶️ Watch the podcast on YouTube:https://youtube.com/playlist?list=PLrh5y6Kzkyb3qfxys1KV_cl8u7BGooZKe🍎 Listen on Apple Podcasts:https://podcasts.apple.com/us/podcast/the-leid-back-life-loving-entrepreneurship-and/id1782958064🌐 Visit my website:https://www.jordanostroff.com
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Finding Your Ideal Client: How to Build a Law Firm You Love
Are you tired of the grind? In this episode of The Lei’d Back Life, Jordan Ostroff discusses the critical shift from being a generalist to finding your ideal client. This webinar special is designed for lawyers who want to regain control of their time and build a more profitable, less stressful practice.(00:00) - Introduction to the Finding Your Ideal Client Webinar(02:45) - The link between client selection and professional burnout(05:30) - Characteristics of a high-value client(08:15) - Analyzing the cost of "problem" clients(12:40) - Red flags to watch for in your first consultation(17:10) - The art of the polite rejection(21:55) - Tailoring your messaging to your target audience(26:30) - Jordan Ostroff’s "Lawyer with a Life" philosophy(31:05) - How to train your referral sources(35:50) - Using technology to streamline client vetting(40:15) - Real-world examples of niche success(45:30) - Breaking free from the fear of turning down work(50:10) - Q&A: Navigating difficult practice areas(55:45) - Your 30-day client selection plan(59:20) - Final wrap-up and community invitesCheck out my links:🔗 Find the next smart move for your firm:https://linktr.ee/LawyerWithALife📂 Grab my free resources to run your firm better:https://jordanostroff.com/resources/📅 Ready for direct help? Book a consult:https://jordanostroff.com/book-an-appointment/📰 Subscribe to the Lawyer With A Life newsletter:https://app.lawmatics.com/forms/share/0680eb74-2022-45fe-946f-000adf894a08📚 Read the roadmap to a better firm:Love Your Law Firm: A Roadmap to the Law Firm You Always Wanted (2nd Edition) https://amzn.to/4a3ziB4🌺 Join The Luau community:https://www.facebook.com/groups/forlawyersbylawyers🎧 Listen to The Lei’d Back Life Podcast on Spotify:https://open.spotify.com/show/7L8yJ0rRL66Nrjfe5uX418▶️ Watch the podcast on YouTube:https://youtube.com/playlist?list=PLrh5y6Kzkyb3qfxys1KV_cl8u7BGooZKe🍎 Listen on Apple Podcasts:https://podcasts.apple.com/us/podcast/the-leid-back-life-loving-entrepreneurship-and/id1782958064🌐 Visit my website:https://www.jordanostroff.com
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The Deathbed Regret: Stop Faking Your Life feat. Gordon Firemark
Stop acting like a robot in a suit. Most lawyers are so busy projecting what they think a lawyer should look like that they forget to be the person clients actually want to hire: themselves.Joining me today is Gordon Firemark, also known as "The Podcast Lawyer." Gordon has spent three decades at the intersection of entertainment and law. We’re diving deep into how to build a personal brand that isn't just a mask, why "authenticity" is your best defense against AI slop, and how to stop building a business that feels like a prison.If you’re ready to trade the "standard lawyer" persona for a life and a brand that actually lights you up, this one is for you.(0:00) INTRO(2:03) From theater sound guy to entertainment lawyer.(6:14) The trap of projecting vs. the power of being authentic.(10:42) Tactics to find what actually "lights you up."(14:11) Why you should choose the people you help, not just the work.(24:38) The "Be-Do-Have" mindset for success.(29:58) The 5-minute exercise to dial in your elevator pitch.(33:37) Distinctive vs. Descriptive: How to stand out in a crowded market.(36:56) The Marketing Venn Diagram: Finding your sweet spot.(46:32) Gordon’s ultimate wisdom: Why having fun is a business strategy.Check out our links and start living the life you deserve. 🔗 Find the next smart move for your firm:https://linktr.ee/LawyerWithALife📂 Grab my free resources to run your firm better:https://jordanostroff.com/resources/📅 Ready for direct help? Book a consult:https://jordanostroff.com/book-an-appointment/📰 Subscribe to the Lawyer With A Life newsletter:https://app.lawmatics.com/forms/share/0680eb74-2022-45fe-946f-000adf894a08📚 Read the roadmap to a better firm:Love Your Law Firm: A Roadmap to the Law Firm You Always Wanted (2nd Edition)https://amzn.to/4a3ziB4🌺 Join The Luau community:https://www.facebook.com/groups/forlawyersbylawyers▶️ Watch the podcast on YouTube:https://youtube.com/playlist?list=PLrh5y6Kzkyb3qfxys1KV_cl8u7BGooZKe🍎 Listen on Apple Podcasts:https://podcasts.apple.com/us/podcast/the-leid-back-life-loving-entrepreneurship-and/id1782958064🌐 Visit my website:https://www.jordanostroff.com
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Challenging the "Rules" of Law with Jen Lee
"Lawyers think creativity is for actors and theater majors—they're wrong."In this episode of The Lei’d Back Life, host Jordan Ostroff sits down with Jen Lee, the bankruptcy nerd turned "Rebel Esquire," to discuss the power of professional disruption. If you’re tired of the 1980s-style firm management and want a better way to run your practice, Jen is here to show you how to turn off your "lawyer brain" and start thinking like an entrepreneur.Timestamps:(0:00) - Introduction to Jen Lee, the "Rebel Esquire."(1:32) - How Jordan used ChatGPT to find the perfect guest.(2:46) - Why creativity is actually about being memorable.(4:26) - The myth of "Customer Service" as a differentiator.(5:40) - Meet Bernadette: The literal elephant in the bankruptcy room.(6:31) - Evolving from suits to Hawaiian shirts: The power of authenticity.(8:36) - Standing out on a budget (The $80 pizza taste test).(10:19) - Identifying your "Superpower" and what makes you light up.(13:51) - How to make a CLE actually interesting (with Jeopardy music).(16:26) - Why "working harder" is a backwards way to look at value.(18:43) - Why Private Equity is ignoring billable-hour firms.(23:21) - The future of AI: Getting referrals from Large Language Models.Resources for Your Firm:🔗 Next Move: https://linktr.ee/LawyerWithALife📂 Free Resources: https://jordanostroff.com/resources/📅 Consultation: https://jordanostroff.com/book-an-appointment/📰 Newsletter: https://app.lawmatics.com/forms/share/0680eb74-2022-45fe-946f-000adf894a08📚 The Book: Love Your Law Firm - https://amzn.to/4a3ziB4🌺 The Luau Community: https://www.facebook.com/groups/forlawyersbylawyers🧭 Hiring Playbook: https://app.lawmatics.com/forms/share/574169e4-3db9-478e-86e0-a6ab67df6e27▶️ Watch on YouTube: https://youtube.com/playlist?list=PLrh5y6Kzkyb3qfxys1KV_cl8u7BGooZKe🌐 Website: https://www.jordanostroff.comLove life. Love entrepreneurship. Improve daily.
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The Hidden Ego That’s Destroying Your Business (Allison Williams)
Still trying to do everything yourself because no one can do it “right”?That mindset might be the exact thing keeping your business and your life stuck.In this episode, Jordan and Allison break down why delegating tasks is not enough, how mental load keeps law firm owners trapped, what real ownership looks like inside a team, and how to build systems that create more money, more free time, and less stress. They also dig into guilt, leadership, autonomy, hiring people better than you, and what it really takes to stop being the bottleneck in your own business.(0:00) Intro(1:02) Meet Allison Williams on her book launch day(1:41) Why task delegation alone does not reduce stress(3:14) The difference between handing off tasks and delegating a full lane(4:17) Mental load, ownership, and why firm leaders tap out(5:09) The must have legal tech for real delegation(6:16) Intake systems, automation, and repeatable communication(7:28) Marketing workflows, Kanban boards, and spotting bottlenecks(8:45) Digital marketing tools, lead tracking, and chatbots(10:42) Why the law firm can be 24/7 but you should not be(11:29) Firing yourself from tasks every 90 days(12:52) If you are the best person for the job, you hired wrong(14:43) The feeling check every law firm owner needs to make(17:00) Designing a role around what actually lights you up(18:56) Using time savings to build systems and reclaim your life(21:14) Cost vs opportunity cost when hiring help(24:27) Why lawyers feel guilty when they finally get free time(29:38) How to reframe guilt and make free time feel earned(34:50) The first step to delegating the whole lane(39:14) Building autonomy, trust, and a team that solves problemsCheck the links below to start building a law firm that supports a great life.🔗 Start here with all of our links and free resources:https://linktr.ee/LawyerWithALife📰 Subscribe in our weekly newsletter:https://app.lawmatics.com/forms/share/0680eb74-2022-45fe-946f-000adf894a08📚 Read the roadmap to a better firm:Love Your Law Firm: A Roadmap to the Law Firm You Always Wanted (2nd Edition)https://amzn.to/4a3ziB4🌺 Join The Luau Group:https://www.facebook.com/groups/forlawyersbylawyers🧭 Grab The CARPE Hiring Playbook:https://app.lawmatics.com/forms/share/574169e4-3db9-478e-86e0-a6ab67df6e27🎧 Listen to our podcast on Spotify:https://open.spotify.com/show/7L8yJ0rRL66Nrjfe5uX418🍎 Listen to our podcast on Apple Podcasts:https://podcasts.apple.com/us/podcast/the-leid-back-life-loving-entrepreneurship-and/id1782958064🌐 Visit my website:https://www.jordanostroff.com
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The Secret to Loving Work Again feat. John Strohmeyer
Tired of building a successful business that quietly drains your life?What if the real win isn’t more revenue but designing work that actually supports how you want to live?This conversation is for entrepreneurs, law firm owners, and growth minded professionals who are chasing business growth but feel the tension of work life balance slipping away. We dive into what it really means to work smart instead of just working more, how intentional business design creates sustainable success, and why building a business and life together is the only strategy that scales long term. If you want higher performance without burnout and a business model that supports your values instead of competing with them, this episode gives you the framework to rethink success from the ground up.🔗 Start here with free tools and resources:https://linktr.ee/LawyerWithALife📰 Subscribe in our weekly newsletter:https://app.lawmatics.com/forms/share/0680eb74-2022-45fe-946f-000adf894a08📅 Book an appointment:https://www.jordanostroff.com🌺 Join The Luau Community:https://www.facebook.com/groups/forlawyersbylawyers
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The Real Reason Lawyers Burn Out
You built the firm. You hit the revenue. So why does it still feel empty? Law firm burnout isn’t about working too hard. It’s about missing the three drivers of real motivation: autonomy, mastery, and purpose. In this conversation, Daniel Pink breaks down the science behind motivation and why so many successful law firm owners feel stuck, unfulfilled, or quietly exhausted. If you’re a lawyer trying to grow your firm without losing your life, this episode connects psychology, leadership, and law firm ownership in a way that actually makes sense. We talk about:• Why day to day progress drives motivation• The hidden reason lawyers lose purpose• How autonomy impacts law firm culture• What mastery really looks like in a growing firm• How to build a life first law firm If you want to build a firm that creates freedom instead of pressure, this is required watching.🔗 Start here for free tools and resources:https://linktr.ee/LawyerWithALife🧰 Grab free law firm growth resources:https://www.jordanostroff.com📅 Book a strategy call:https://www.jordanostroff.com📰 Subscribe in our weekly newsletter:https://app.lawmatics.com/forms/share/0680eb74-2022-45fe-946f-000adf894a08📚 Read the roadmap to a better firm: Love Your Law Firm: A Roadmap to the Law Firm You Always Wanted (2nd Edition)https://amzn.to/4a3ziB4🌺 Join The Luau Group:https://www.facebook.com/groups/forlawyersbylawyers🧭 Grab The CARPE Hiring Playbook:https://app.lawmatics.com/forms/share/574169e4-3db9-478e-86e0-a6ab67df6e27
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Build a Profitable Brand That Prints Clients (Without More Work) feat. Victoria Emmot
Does your “brand” feel like a second full time job you never asked for?Here’s how to build a profitable name people trust without sacrificing your life to do it.If you’re a law firm owner or service professional trying to grow without living online, this conversation breaks down how to build a personal brand that actually converts. Victoria Emmot shares what makes law firm marketing feel effortless instead of exhausting, how to create a clear message clients remember, and how to design content that supports work life balance while still driving revenue. It’s a practical look at building a profitable law firm brand with consistency, positioning, and trust that compounds over time.📰 Subscribe in our weekly newsletter:https://app.lawmatics.com/forms/share/0680eb74-2022-45fe-946f-000adf894a08📚 Read the roadmap to a better firm:Love Your Law Firm: A Roadmap to the Law Firm You Always Wanted (2nd Edition)https://amzn.to/4a3ziB4🌺 Join The Luau Group:https://app.lawmatics.com/forms/share/782ca378-c8ab-42d9-8b05-19c62f932f15🧭 Grab The CARPE Hiring Playbook:https://app.lawmatics.com/forms/share/574169e4-3db9-478e-86e0-a6ab67df6e27🌐 Visit my website:https://www.jordanostroff.com.🔗 Find the next smart move for your firm:https://linktr.ee/LawyerWithALife📂 Grab my free resources to run your firm better:https://jordanostroff.com/resources/📅 Ready for direct help? Book a consult:https://jordanostroff.com/book-an-appointment/👥 Facebook group:https://www.facebook.com/groups/forlawyersbylawyers
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Motivation Is Overrated. This Is How You Actually Execute. feat. Charley Mann
Why do smart law firm owners keep “knowing” what to do but never doing it?Charley Mann breaks down how to become the kind of person who implements, so your systems actually get used and your goals stop living in a notebook.Most law firm owners are not lacking information, they are stuck in the gap between planning and executing. In this episode, Charley Mann walks through how to become a person who implements, by building simple execution rules, tightening accountability, and creating follow through systems that hold up when you are busy. If you want better productivity, stronger law firm systems, and real accountability without burning yourself out, this conversation is for you.🧭 Link in bio for everything:https://linktr.ee/LawyerWithALife🧰 Free resources and weekly newsletter:https://app.lawmatics.com/forms/share/0680eb74-2022-45fe-946f-000adf894a08📚 Read the roadmap to a better firm:Love Your Law Firm: A Roadmap to the Law Firm You Always Wanted (2nd Edition)https://amzn.to/4a3ziB4🌺 Join The Luau Group:https://www.facebook.com/groups/forlawyersbylawyers🎧 Listen to the podcast on Spotify:https://open.spotify.com/show/7L8yJ0rRL66Nrjfe5uX418🍎 Listen to the podcast on Apple Podcasts:https://podcasts.apple.com/us/podcast/the-leid-back-life-loving-entrepreneurship-and/id1782958064▶️ Watch the podcast on YouTube:https://youtube.com/playlist?list=PLrh5y6Kzkyb3qfxys1KV_cl8u7BGooZKe🌐 Visit the website:https://www.jordanostroff.com📅 Ready for direct help? Book a consult:https://jordanostroff.com/book-an-appointment/
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Define Your Great Life Before You Grow Your Firm feat. Kevin Daisey
Still chasing “success” but somehow feeling more trapped every year?What if the problem is you never defined what freedom actually looks like.This conversation is for law firm owners who want real freedom, not just a bigger calendar. Jordan Ostroff and Kevin unpack how defining a great life first changes everything, from core values and culture to hiring A players and building a remote team that actually performs. They break down how values become practical decision tools under pressure, how transparency and anonymous feedback keep teams bought in as you scale, and why strong culture turns into law firm marketing without the cringe because clients leave reviews and referrals when the experience is consistently great.📅 Ready to book a consult? Click here:https://jordanostroff.com/book-an-appointment/🔗 Linktree:https://linktr.ee/LawyerWithALife📰 Subscribe in our weekly newsletter:https://app.lawmatics.com/forms/share/0680eb74-2022-45fe-946f-000adf894a08📚 Read the roadmap to a better firm:Love Your Law Firm: A Roadmap to the Law Firm You Always Wanted (2nd Edition)https://amzn.to/4a3ziB4🌺 Join our Facebook group:https://www.facebook.com/groups/forlawyersbylawyers🌐 Visit my website:https://www.jordanostroff.com
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How Great Partners Make Everything Lighter
Trying to build a firm and keep your relationship strong at the same time? If your success is creating tension at home, this conversation is for you. This episode is for law firm owners and ambitious lawyers who want real work life balance without sacrificing their marriage or partnership. Jordan and Heather Trick Ostroff talk about what support looks like behind the scenes, how to communicate when stress is high, and why a strong relationship is a competitive advantage for entrepreneurs. If you have been wondering how to grow a business while staying connected at home, you will walk away with practical ideas you can use this week.🔗 Link in bio for everything:https://linktr.ee/LawyerWithALife🧭 Free resources to build a life first law firm:https://linktr.ee/LawyerWithALife📅 Book coaching with Jordan:https://www.jordanostroff.com📰 Subscribe in our weekly newsletter:https://app.lawmatics.com/forms/share/0680eb74-2022-45fe-946f-000adf894a08📚 Read the roadmap to a better firm:Love Your Law Firm: A Roadmap to the Law Firm You Always Wanted (2nd Edition)https://amzn.to/4a3ziB4🌺 Join The Luau Group:https://www.facebook.com/groups/forlawyersbylawyers🧭 Grab The CARPE Hiring Playbook:https://app.lawmatics.com/forms/share/574169e4-3db9-478e-86e0-a6ab67df6e27🎧 Listen to our podcast on Spotify:https://open.spotify.com/show/7L8yJ0rRL66Nrjfe5uX418🍎 Listen on Apple Podcasts:https://podcasts.apple.com/us/podcast/the-leid-back-life-loving-entrepreneurship-and/id1782958064▶️ Watch the podcast on YouTube:https://youtube.com/playlist?list=PLrh5y6Kzkyb3qfxys1KV_cl8u7BGooZKe🌐 Visit my website:https://www.jordanostroff.com
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How to Turn Learning Into Real Change
Ever feel like you are learning nonstop but nothing is changing? Jonathan Paul breaks down how to turn information into a great life you actually live.This conversation is for high performing lawyers and business owners who are drowning in podcasts, books, and advice but still feel stuck in the same patterns. We talk about personal growth that turns into action, learning habits that actually reshape your week, and behavior change you can sustain without burning out. You will learn✅ Why learning can feel productive while keeping you stuck✅ How to turn one insight into a weekly habit✅ A simple filter for what to ignore and what to implement✅ How to build a great life without waiting for the perfect planIf you want your next book or podcast to actually move the needle, start here.🔗 Find the next smart move for your firm:https://linktr.ee/LawyerWithALife📂 Grab my free resources to run your firm better:https://jordanostroff.com/resources/📅 Ready for direct help? Book a consult:https://jordanostroff.com/book-an-appointment/📰 Subscribe in our weekly newsletter:https://app.lawmatics.com/forms/share/0680eb74-2022-45fe-946f-000adf894a08📚 Read the roadmap to a better firm:Love Your Law Firm: A Roadmap to the Law Firm You Always Wanted (2nd Edition)https://amzn.to/4a3ziB4🧭 Grab The CARPE Hiring Playbook:https://app.lawmatics.com/forms/share/574169e4-3db9-478e-86e0-a6ab67df6e27🎧 Listen to our podcast on Spotify:https://open.spotify.com/show/7L8yJ0rRL66Nrjfe5uX418🍎 Listen on Apple Podcasts:https://podcasts.apple.com/us/podcast/the-leid-back-life-loving-entrepreneurship-and/id1782958064🌐 Visit my website:https://www.jordanostroff.com.
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How I Work 3 Days a Week Without Losing Revenue
Still running your firm like your calendar is the business plan? I cut down to a three day workweek and the firm got better, not worse.This episode is for lawyers who want real law firm work life balance without torching revenue, ghosting clients, or dumping stress on the team. Jordan walks through what changed when he committed to a three day workweek, including the delegation decisions that actually moved the needle, the systems and processes that stopped the firm from depending on his constant availability, and the time management for lawyers mindset shift that makes the whole thing sustainable. If you are tired of feeling like you have to earn rest, this is your playbook for building a life first firm that still performs.📅 Ready for direct help? Book a consult:https://jordanostroff.com/book-an-appointment/🔗 Find the next smart move for your firm:https://linktr.ee/LawyerWithALife📂 Grab my free resources to run your firm better:https://jordanostroff.com/resources/📰 Subscribe in our weekly newsletter: https://app.lawmatics.com/forms/share/0680eb74-2022-45fe-946f-000adf894a08📚 Read the roadmap to a better firm:Love Your Law Firm: A Roadmap to the Law Firm You Always Wanted (2nd Edition) https://amzn.to/4a3ziB4🧭 Grab The CARPE Hiring Playbook: https://app.lawmatics.com/forms/share/574169e4-3db9-478e-86e0-a6ab67df6e27
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How to Finally Keep Your New Year’s Resolutions feat. Jordan Ostroff
Why do your New Year’s resolutions die by February even when you “really mean it”?It is not motivation. It is the missing system that makes follow through automatic.This episode is for busy lawyers and law firm owners who want New Year’s resolutions that actually stick without relying on willpower. Jordan walks through goal setting using SMART goals, then shows how to turn those goals into habit tracking and simple calendar scheduling triggers so your plan survives real life. If you have ever started strong and fallen off, this process gives you a repeatable way to build consistency and keep momentum all year.🔗 Find the next smart move for your firm:https://linktr.ee/LawyerWithALife📂 Grab my free resources to run your firm better:https://jordanostroff.com/resources/📅 Ready for direct help? Book a consult:https://jordanostroff.com/book-an-appointment/📰 Subscribe in our weekly newsletter:https://app.lawmatics.com/forms/share/0680eb74-2022-45fe-946f-000adf894a08📚 Read the roadmap to a better firm:Love Your Law Firm: A Roadmap to the Law Firm You Always Wanted (2nd Edition)https://amzn.to/4a3ziB4🧭 Grab The CARPE Hiring Playbook:https://app.lawmatics.com/forms/share/574169e4-3db9-478e-86e0-a6ab67df6e27🌐 Visit my website:https://www.jordanostroff.com
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Best of 2025: The Most Rewatched Law Firm Advice (The Lei’d Back Life)
Feel like you consumed a ton of content in 2025 but you’re still stuck in the same problems?Best of 2025 highlights for law firm growth, delegation, marketing, and work life balance.Ready to turn the best ideas from this episode into a real plan for your firm? Book a consult here: https://jordanostroff.com/book-an-appointment/This Best of 2025 highlights episode is for lawyers and law firm owners who want practical advice without the fluff. We pulled the strongest guest takeaways on law firm growth, delegation, marketing, and work life balance so you can stop carrying everything yourself and start building a life first business that still performs. Save this compilation for the days you need a fast reset, a better system, or one simple next step.📰 Subscribe in our weekly newsletter:https://app.lawmatics.com/forms/share/0680eb74-2022-45fe-946f-000adf894a08📚 Read the roadmap to a better firm:Love Your Law Firm: A Roadmap to the Law Firm You Always Wanted (2nd Edition)https://amzn.to/4a3ziB4🌺 Join The Luau Group:https://app.lawmatics.com/forms/share/782ca378-c8ab-42d9-8b05-19c62f932f15🧭 Grab The CARPE Hiring Playbook:https://app.lawmatics.com/forms/share/574169e4-3db9-478e-86e0-a6ab67df6e27🎧 Listen to our podcast on Spotify:https://open.spotify.com/show/7L8yJ0rRL66Nrjfe5uX418▶️ Watch the podcast on YouTube:https://youtube.com/playlist?list=PLrh5y6Kzkyb3qfxys1KV_cl8u7BGooZKe🍎 Listen on Apple Podcasts:https://podcasts.apple.com/us/podcast/the-leid-back-life-loving-entrepreneurship-and/id1782958064🔗 Linktree for everything:https://linktr.ee/LawyerWithALife🌐 Visit my website:https://www.jordanostroff.com
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Burnout Isn’t a Personal Failure for Lawyers (Jess Birken)
Feel exhausted but still telling yourself you should be able to push through?Burnout isn’t weakness, and pretending it is keeps lawyers stuck longer than they need to be.Burnout shows up differently for lawyers, but the root cause is often the same: constant pressure, blurred boundaries, and the belief that rest has to be earned. In this episode of The Lei’d Back Life, Jordan sits down with Jess Birken to unpack what lawyer burnout actually is, why traditional work life balance advice fails, and how chronic stress quietly erodes both performance and personal life. This conversation is for attorneys who feel overwhelmed, tired of white knuckling their practice, and ready for practical ways to set boundaries and rebuild energy without burning everything down.▶️ Watch the podcast on YouTube:https://youtube.com/playlist?list=PLrh5y6Kzkyb3qfxys1KV_cl8u7BGooZKe🎧 Listen on Spotify:https://open.spotify.com/show/7L8yJ0rRL66Nrjfe5uX418🍎 Listen on Apple Podcasts:https://podcasts.apple.com/us/podcast/the-leid-back-life-loving-entrepreneurship-and/id1782958064📘 Read the book:Love Your Law Firm: A Roadmap to the Law Firm You Always Wanted (2nd Edition)https://amzn.to/4a3ziB4📰 Subscribe to the weekly newsletter:https://app.lawmatics.com/forms/share/0680eb74-2022-45fe-946f-000adf894a08🌺 Join The Luau Group (life-first lawyers only):https://app.lawmatics.com/forms/share/782ca378-c8ab-42d9-8b05-19c62f932f15🧭 Grab The CARPE Hiring Playbook:https://app.lawmatics.com/forms/share/574169e4-3db9-478e-86e0-a6ab67df6e27🌐 Visit Jordan’s site:https://www.jordanostroff.com
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EP59: Creating an AI Nutritionist feat. Jeremy Danilson
What if AI could actually make healthy decisions easier instead of adding more noise to your life?In this episode of The Lei’d Back Life, I sit down with Jeremy Danilson to explore what it looks like to create an AI-powered nutritionist that supports real people with real schedules. We talk about reducing decision fatigue, building healthier habits without perfectionism, and using technology as a tool rather than another source of overwhelm.This is not a hype-driven AI conversation. It’s a practical look at how smart systems can improve daily life, especially for busy professionals who want better outcomes without sacrificing their time or sanity. If you’re curious about blending health, technology, and lifestyle design in a realistic way, this episode is for you.🎧 Listen and watch the episode:🎧 Listen on Spotifyhttps://open.spotify.com/show/7L8yJ0rRL66Nrjfe5uX418▶️ Watch on YouTubehttps://youtube.com/playlist?list=PLrh5y6Kzkyb3qfxys1KV_cl8u7BGooZKe🍎 Listen on Apple Podcastshttps://podcasts.apple.com/us/podcast/the-leid-back-life-loving-entrepreneurship-and/id1782958064📰 Subscribe to the weekly newsletterhttps://app.lawmatics.com/forms/share/0680eb74-2022-45fe-946f-000adf894a08📚 Read Love Your Law Firm: A Roadmap to the Law Firm You Always Wanted (2nd Edition)https://amzn.to/4a3ziB4🧭 Grab the CARPE Hiring Playbookhttps://app.lawmatics.com/forms/share/574169e4-3db9-478e-86e0-a6ab67df6e27🌐 Explore more resourceshttps://linktr.ee/LawyerWithALife
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EP59: Spending More Time In Your Genius feat. Tracey Goodwin
In this episode of The Leid Back Life Podcast I sit down with Tracey Goodwin to talk about something every lawyer and business owner struggles with spending more time in your genius instead of drowning in everything else. Tracey breaks down how your voice your message and your connection to your own work shape the results you get not just on stage but in every conversation you have. If you have ever felt like you are capable of more but constantly pulled away from the work that really lights you up this conversation will give you the clarity and tools to start shifting back toward your zone of genius.Tracey is the CEO of Captivate The Room and an internationally known expert on voice and communication. She has helped hundreds of thousands of people around the world unlock the real power of their message and this episode will show you why her approach changes the way you think about speaking leading and showing up.Watch the full episode to learn how to reconnect with the work that fuels you build a business that supports your life and communicate with more confidence and impact.Links and Resources🎧 Listen to our podcast on Spotify:https://open.spotify.com/show/7L8yJ0rRL66Nrjfe5uX418▶️ Watch the full podcast playlist on YouTube:https://youtube.com/playlist?list=PLrh5y6Kzkyb3qfxys1KV_cl8u7BGooZKe📰 Subscribe in our weekly newsletter:https://app.lawmatics.com/forms/share/0680eb74-2022-45fe-946f-000adf894a08📚 Read the roadmap to a better firm:Love Your Law Firm: A Roadmap to the Law Firm You Always Wanted (2nd Edition)https://amzn.to/4a3ziB4🌺 Join The Luau Group:https://app.lawmatics.com/forms/share/782ca378-c8ab-42d9-8b05-19c62f932f15🧭 Grab The CARPE Hiring Playbook:https://app.lawmatics.com/forms/share/574169e4-3db9-478e-86e0-a6ab67df6e27🌐 Visit my website:https://www.jordanostroff.com
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EP58: Becoming a Better Leader to Lead a Better Business feat. Valerie Fenchel
In this episode of The Lei’d Back Life, I sit down with Valerie Fenchel to talk about what it actually takes to become a better leader so you can build a better business. We dig into the mindset shifts, the systems, and the real world examples that help you lead your team without burning yourself out in the process. If you want a business that supports your life instead of consuming it, this conversation is a must listen.📰 Subscribe in our weekly newsletter:https://app.lawmatics.com/forms/share/0680eb74-2022-45fe-946f-000adf894a08📚 Read the roadmap to a better firm:Love Your Law Firm: A Roadmap to the Law Firm You Always Wanted (2nd Edition)🌺 Join The Luau Group:https://app.lawmatics.com/forms/share/782ca378-c8ab-42d9-8b05-19c62f932f15🧭 Grab The CARPE Hiring Playbook:https://app.lawmatics.com/forms/share/574169e4-3db9-478e-86e0-a6ab67df6e27🎧 Listen to our podcast on Spotify:https://open.spotify.com/show/7L8yJ0rRL66Nrjfe5uX418▶️ Watch the podcast on YouTube:https://youtube.com/playlist?list=PLrh5y6Kzkyb3qfxys1KV_cl8u7BGooZKe🌐 Visit my website:https://www.jordanostroff.com
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EP57: A Great Life is a Great Brand featuring Kendra Niiro
In this episode of The Lei’d Back Life Podcast I sit down with Kendra Niiro to explore why a great life becomes the foundation of a great brand. Kendra breaks down how your daily choices, energy, and alignment shape the way your business shows up in the world. This conversation is all about building a life first business that naturally strengthens your brand without forcing anything. If you want your marketing to feel more like you this episode will show you how to get there. Settle in for a powerful reminder that your best branding strategy starts with your best life.📰 Subscribe in our weekly newsletter:https://app.lawmatics.com/forms/share/0680eb74-2022-45fe-946f-000adf894a08📚 Read the roadmap to a better firm:Love Your Law Firm: A Roadmap to the Law Firm You Always Wanted (2nd Edition)https://www.amazon.com/dp/B0FTSM619L🌺 Join The Luau Group:https://app.lawmatics.com/forms/share/782ca378-c8ab-42d9-8b05-19c62f932f15🧭 Grab The CARPE Hiring Playbook:https://app.lawmatics.com/forms/share/574169e4-3db9-478e-86e0-a6ab67df6e27🎧 Listen to our podcast on Spotify:https://open.spotify.com/show/7L8yJ0rRL66Nrjfe5uX418▶️ Watch the podcast on YouTube:https://youtube.com/playlist?list=PLrh5y6Kzkyb3qfxys1KV_cl8u7BGooZKe🌐 Visit my website:https://www.jordanostroff.com
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EP56: How Being a Great Parent Makes You a Better Business Owner feat. Morris Lilienthal
This week on The Leid Back Life Podcast I sat down with Morris Lilienthal to talk about how being an intentional parent directly shapes the way you lead, hire, and grow your business. Morris shares what he learned from balancing a thriving legal career with raising a family, and how those lessons translate into better decision making, healthier leadership, and a more grounded approach to entrepreneurship. What we cover in this episode✅ Building a business that reflects your family values✅ The habits great parents and great leaders share✅ Why patience and presence matter more than tactics✅ How parenting teaches long term thinking in business✅ Practical ways to apply these lessons inside your firm📰 Subscribe in our weekly newsletter:https://app.lawmatics.com/forms/share/0680eb74-2022-45fe-946f-000adf894a08📚 Read the roadmap to a better firm:Love Your Law Firm: A Roadmap to the Law Firm You Always Wanted (2nd Edition)https://www.amazon.com/dp/B0FTSM619L🌺 Join The Luau Group:https://app.lawmatics.com/forms/share/782ca378-c8ab-42d9-8b05-19c62f932f15🧭 Grab The CARPE Hiring Playbook:https://app.lawmatics.com/forms/share/574169e4-3db9-478e-86e0-a6ab67df6e27🌐 Visit my website:https://www.jordanostroff.com
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EP55: Living to Your Highest Potential feat. Jenn Gore
In this episode of The Lei’d Back Life Podcast, Jordan Ostroff sits down with leadership and mindset coach Jenn Gore to talk about what it really means to live to your highest potential. They dive into purpose, fulfillment, and how to align your work with what energizes you instead of what drains you. Jenn shares her insight on how to know when you’re on the right track, how to find flow in your purpose, and how to stop chasing validation so you can focus on what really matters.If you’ve ever felt stuck or unsure how to bridge the gap between ambition and alignment, this conversation is your sign to start living life fully and not just working through it.📰 Subscribe in our weekly newsletter:https://app.lawmatics.com/forms/share/0680eb74-2022-45fe-946f-000adf894a08📚 Read the roadmap to a better firm:Love Your Law Firm: A Roadmap to the Law Firm You Always Wanted (2nd Edition)https://www.amazon.com/dp/B0FTSM619L🌺 Join The Luau Group:https://app.lawmatics.com/forms/share/782ca378-c8ab-42d9-8b05-19c62f932f15🧭 Grab The CARPE Hiring Playbook:https://app.lawmatics.com/forms/share/574169e4-3db9-478e-86e0-a6ab67df6e27🎧 Listen to our podcast on Spotify:https://open.spotify.com/show/7L8yJ0rRL66Nrjfe5uX418▶️ Watch the podcast on YouTube:https://youtube.com/playlist?list=PLrh5y6Kzkyb3qfxys1KV_cl8u7BGooZKe🌐 Visit my website:https://www.jordanostroff.com
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EP54: KPI's for Focused Problem Solving in Business and Life feat. Matt Burke
In this episode of The Lei’d Back Life, I’m joined by Matt Burke to talk about using KPIs as a tool for better problem solving in both business and real life.Most people think KPIs are just numbers for spreadsheets. Matt shows how they can actually become clarity tools. When you track the right data, you stop guessing and start making decisions that move the needle in a meaningful way.We get into:✅ How to identify which metrics actually matter✅ Why tracking less data can create more clarity✅ How KPIs help reduce stress and emotional decision making✅ Using simple measurement to invest your time, money, and energy more intentionally✅ Applying the same approach to relationships, health, and personal life designIf you’ve ever felt overwhelmed by too many priorities or stuck solving the same problems again and again, this conversation will help you focus on what actually matters.📰 Subscribe in our weekly newsletter:https://app.lawmatics.com/forms/share/0680eb74-2022-45fe-946f-000adf894a08📚 Read the roadmap to a better firm:Love Your Law Firm: A Roadmap to the Law Firm You Always Wanted (2nd Edition)https://www.amazon.com/dp/B0FTSM619L🌺 Join The Luau Group:https://app.lawmatics.com/forms/share/782ca378-c8ab-42d9-8b05-19c62f932f15🧭 Grab The CARPE Hiring Playbook:https://app.lawmatics.com/forms/share/574169e4-3db9-478e-86e0-a6ab67df6e27🎧 Listen to our podcast on Spotify:https://open.spotify.com/show/7L8yJ0rRL66Nrjfe5uX418▶️ Watch the podcast on YouTube:https://youtube.com/playlist?list=PLrh5y6Kzkyb3qfxys1KV_cl8u7BGooZKe🌐 Visit my website:https://www.jordanostroff.com
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EP53: The Referable Client Experience Q & A featuring Stacey Brown Randall
In this episode of The Lei’d Back Life Podcast, I sit down with Stacey Brown Randall, author of Generating Business Referrals Without Asking and one of the best minds out there on building a business that grows through relationships—not cold leads.We talk about how to create a referable client experience that turns happy clients into active advocates for your firm. Stacey shares simple, repeatable strategies you can use to earn referrals naturally, without the awkward asks or scripts. Whether you’re building your first referral system or improving an existing one, this conversation gives you real tools to strengthen relationships and scale sustainably.Tune in, take notes, and let’s build a law firm that grows because your clients want to tell everyone about you.📰 Subscribe in our weekly newsletter:https://app.lawmatics.com/forms/share/0680eb74-2022-45fe-946f-000adf894a08📚 Read the roadmap to a better firm:Love Your Law Firm: A Roadmap to the Law Firm You Always Wanted (2nd Edition)https://www.amazon.com/dp/B0FTSM619L🌺 Join The Luau Group:https://app.lawmatics.com/forms/share/782ca378-c8ab-42d9-8b05-19c62f932f15🧭 Grab The CARPE Hiring Playbook:https://app.lawmatics.com/forms/share/574169e4-3db9-478e-86e0-a6ab67df6e27🎧 Listen to our podcast on Spotify:https://open.spotify.com/show/7L8yJ0rRL66Nrjfe5uX418▶️ Watch the podcast on YouTube:https://youtube.com/playlist?list=PLrh5y6Kzkyb3qfxys1KV_cl8u7BGooZKe🌐 Visit my website:https://www.jordanostroff.com
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EP52: Sharing Your Authentic Self featuring Hunter Garnett
In this episode of The Lei’d Back Life Podcast, I sat down with Hunter Garnett to talk about what it really means to share your authentic self as a lawyer and leader. We dove into how honesty, vulnerability, and self-awareness can completely shift your firm’s culture and your happiness. Hunter’s story is one every attorney should hear if they’re tired of pretending to fit someone else’s mold.If you’ve ever wondered what it looks like to lead with purpose and live with balance, this conversation will hit home. Tune in, take notes, and then take action.🔗 Links & Resources:👉 https://linktr.ee/LawyerWithALife📚 Love Your Law Firm Book: https://www.amazon.com/Love-Your-Law-Firm-Roadmap-ebook/dp/B0CWQSLCF7🌺 The Luau: https://app.lawmatics.com/forms/share/782ca378-c8ab-42d9-8b05-19c62f932f15📰 Newsletter: https://app.lawmatics.com/forms/share/0680eb74-2022-45fe-946f-000adf894a08🧭 CARPE Hiring Playbook: https://app.lawmatics.com/forms/share/574169e4-3db9-478e-86e0-a6ab67df6e27🎧 Podcast on Spotify: https://open.spotify.com/show/7L8yJ0rRL66Nrjfe5uX418?si=ueFfkQRyQYanAUmrBnHEqw▶️ Podcast on YouTube: https://youtube.com/playlist?list=PLrh5y6Kzkyb3qfxys1KV_cl8u7BGooZKe&si=aHk7wPFIeyasU4HU
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EP51: Daily Habits That Actually Move the Needle feat. Neal Goldstein
In this episode, we dive deep into what it really takes to build momentum in both your business and your personal life. Neal shares how the smallest actions, when done consistently, can lead to massive long-term growth. We break down how lawyers and entrepreneurs can build systems, not just willpower, to create real change.If you’ve ever felt stuck doing “busy work” instead of impact work, this episode is your wake-up call. Tune in, take notes, and start building habits that create real results — not just checkboxes.🔥 Watch & Listen here:🎧 Spotify: https://open.spotify.com/show/7L8yJ0rRL66Nrjfe5uX418?si=ueFfkQRyQYanAUmrBnHEqw📺 YouTube Playlist: https://youtube.com/playlist?list=PLrh5y6Kzkyb3qfxys1KV_cl8u7BGooZKe&si=aHk7wPFIeyasU4HU🚀 Build your own life-first business with Jordan:🌺 Join The Luau: https://app.lawmatics.com/forms/share/782ca378-c8ab-42d9-8b05-19c62f932f15🧠 Grab the Hiring SOP: https://linktr.ee/LawyerWithALife📩 Subscribe to the Lawyer With A Life Newsletter: https://app.lawmatics.com/forms/share/0680eb74-2022-45fe-946f-000adf894a08📘 Get Jordan’s book Love Your Law Firm: https://www.amazon.com/dp/B0CWQSLCF7✨ Because the goal isn’t just to have a successful firm — it’s to have a life you love too.
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EP50: Time Audit feat. Jordan Ostroff
Are you constantly feeling like there aren’t enough hours in the day? ⏰In this episode of The Lei’d Back Life, Jordan Ostroff breaks down The Time Audit — a simple but powerful process that helps you uncover where your time actually goes, identify energy drains, and rebuild your schedule around what truly matters.You’ll learn how to:✅ Track every minute without losing your mind✅ Eliminate the hidden time sucks killing your productivity✅ Reclaim control of your calendar so you can work less and live moreWhether you’re a lawyer, business owner, or entrepreneur, this episode will help you stop reacting and start intentionally designing your day. Jordan shares the same framework he uses with his coaching clients to build systems that support freedom, not burnout. 🌴If you’ve ever said, “I just need more time,” this episode is your wake-up call.🎧 Listen on Spotify:https://open.spotify.com/show/7L8yJ0rRL66Nrjfe5uX418?si=ueFfkQRyQYanAUmrBnHEqw▶️ Watch the full episode on YouTube:https://youtube.com/playlist?list=PLrh5y6Kzkyb3qfxys1KV_cl8u7BGooZKe&si=aHk7wPFIeyasU4HU📘 Get the CARPE Hiring SOP – Build your dream team faster:https://app.lawmatics.com/forms/share/574169e4-3db9-478e-86e0-a6ab67df6e27🌺 Join The Luau – Our life-first lawyer community:https://app.lawmatics.com/forms/share/782ca378-c8ab-42d9-8b05-19c62f932f15📬 Subscribe to the Newsletter – Weekly mindset, systems, and strategy tips:https://app.lawmatics.com/forms/share/0680eb74-2022-45fe-946f-000adf894a08🌐 Visit My Website:https://www.jordanostroff.com🌴 Explore More Resources:https://linktr.ee/LawyerWithALife
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EP49: Culture and Hiring for a Great Business and a Better Life feat. Erin Andersen
What makes a business thrive isn’t just strategy — it’s culture and the people you bring on board. In this episode of The Lei’d Back Life, host Jordan Ostroff sits down with Erin Andersen to dive deep into what it really takes to build a team that fuels both success and happiness.From hiring the right people to cultivating a workplace where everyone thrives, Erin shares practical insights every business owner needs to hear. Whether you’re leading a law firm, scaling a small business, or just trying to create more balance between work and life, this conversation will show you how the right culture and hiring practices can transform not only your business but also your everyday life.If you’ve ever wondered how to:✅ Attract the right talent for long-term success✅ Build a business culture that keeps your team motivated✅ Create systems that give you more time for the life you want…then this episode is for you.📌 Subscribe to my newsletter and get weekly strategies to build a business that gives you your life back:https://app.lawmatics.com/forms/share/0680eb74-2022-45fe-946f-000adf894a08🌺 Join The Luau, our community for lawyers who want accountability, real connections, and a life-first business:https://app.lawmatics.com/forms/share/782ca378-c8ab-42d9-8b05-19c62f932f15🛠️ Get the Carpe Hiring SOP, your playbook for hiring smarter:https://app.lawmatics.com/forms/share/574169e4-3db9-478e-86e0-a6ab67df6e27▶️ Watch episodes on YouTube:https://youtube.com/playlist?list=PLrh5y6Kzkyb3qfxys1KV_cl8u7BGooZKe&si=aHk7wPFIeyasU4HU🌐 Explore all my resources:https://linktr.ee/LawyerWithALife
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EP48: The Lifestyle Revolution feat. Lauran Cowan
What if building a thriving business didn’t mean sacrificing your lifestyle? In this episode of The Lei’d Back Life, I sit down with Laura Cowan to talk about what I call The Lifestyle Revolution. Laura shares how she redefined success on her own terms—prioritizing health, freedom, and purpose while still growing her business.We dive into practical strategies for lawyers and entrepreneurs who are tired of burnout and ready to build businesses that serve their lives, not the other way around. From daily routines to long-term vision, Laura lays out how to escape the overwork cycle and finally step into alignment with the life you want to live.If you’ve ever wondered how to balance ambition with actually enjoying the journey, this conversation is for you.📌 Subscribe to my newsletter for weekly insights: https://app.lawmatics.com/forms/share/0680eb74-2022-45fe-946f-000adf894a08🌺 Join The Luau community and start building a life-first business: https://app.lawmatics.com/forms/share/782ca378-c8ab-42d9-8b05-19c62f932f15🛠️ Get my Hiring SOP to scale smarter: https://app.lawmatics.com/forms/share/574169e4-3db9-478e-86e0-a6ab67df6e27🎙️ Listen on Spotify: https://open.spotify.com/show/7L8yJ0rRL66Nrjfe5uX418?si=ueFfkQRyQYanAUmrBnHEqw▶️ Watch the full playlist on YouTube: https://youtube.com/playlist?list=PLrh5y6Kzkyb3qfxys1KV_cl8u7BGooZKe&si=aHk7wPFIeyasU4HU📖 Grab my book Love Your Law Firm: https://www.amazon.com/Love-Your-Law-Firm-Roadmap-ebook/dp/B0CWQSLCF7🌐 Explore everything in one place: https://linktr.ee/LawyerWithALife
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EP47: The AMA Episode: Fatherhood, Risk & Running a Business feat. Jordan Ostroff
Welcome to a special AMA episode of the Lei’d Back Life Podcast 👨👦💼🎙️ — where I dive into your questions on fatherhood, risk, and running a business. I’ll share what it’s really like to balance being a dad, leading a law firm, and building multiple businesses while still making time for the life I want to live.If you’ve ever wondered how to juggle family, business, and risk-taking without burning out, this one’s for you. Grab a seat, kick back, and let’s get real about what it means to be a Lawyer With A Life.👥 Join The Luau community: https://app.lawmatics.com/forms/share/782ca378-c8ab-42d9-8b05-19c62f932f15📄 Get the Hiring SOP here: https://app.lawmatics.com/forms/share/34602ac9-af52-4529-a848-fef07760b074📬 Subscribe to my newsletter: https://app.lawmatics.com/forms/share/0680eb74-2022-45fe-946f-000adf894a08🌴 Explore everything in one place: https://linktr.ee/LawyerWithALife📖 Grab my book Love Your Law Firm: https://www.amazon.com/Love-Your-Law-Firm-Roadmap-ebook/dp/B0CWQSLCF7🌐 Visit my website: https://www.jordanostroff.com
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EP46 The Leid Back Life: Marketing for Happiness feat. Joshua Baron
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.🌴 All My Links & Resources: https://linktr.ee/LawyerWithALife🌺 Join The Luau (Life-First Lawyer Community): https://app.lawmatics.com/forms/share/782ca378-c8ab-42d9-8b05-19c62f932f15📋 The Carpe Hiring SOP (Your Blueprint to Hiring Right): https://app.lawmatics.com/forms/share/574169e4-3db9-478e-86e0-a6ab67df6e27🏝️ Visit My Website: https://www.jordanostroff.com📰 Subscribe to the Newsletter: https://app.lawmatics.com/forms/share/0680eb74-2022-45fe-946f-000adf894a08📖 Love Your Law Firm (Amazon Best Seller): https://www.amazon.com/Love-Your-Law-Firm-Roadmap-ebook/dp/B0CWQSLCF7
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The Leid Back Life: The Benefits of Being You feat. Bryan Haskins
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✉️ Subscribe to the weekly newsletter: https://app.lawmatics.com/forms/share/0680eb74-2022-45fe-946f-000adf894a08▶️ YouTube: https://youtube.com/playlist?list=PLrh5y6Kzkyb3qfxys1KV_cl8u7BGooZKe&si=aHk7wPFIeyasU4HU
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The Leid Back Life: The "Present" of AI for Business and Life feat. Carolyn Elefant
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.
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The Leid Back Life: Becoming a Resilient Business Owner
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.
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The Leid Back Life: Being a CEO
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.
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The Leid Back Life: Human Connection in the Age of AI
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 worldListen 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
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The Leid Back Life: Q&A with Jordan Ostroff feat. Victor Medina
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
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The Leid Back Life: How To Actually Plan Recording
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.
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The Leid Back Life Podcast: Mind Like Water. Flow, Focus, Freedom
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.
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The Leid Back Life: How to Build a Business That Allows for Vacations
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.
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The Leid Back Life: Build a Business That Lets You Travel More and Stress Less
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.
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The Lei’d Back Life: Creating a "Family" Business
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.
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The Lei’d Back Life feat. Darren Wurz
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
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The Lei’d Back Life feat. Rachel McGary
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.
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Find Your People, Live a Great Life feat. Billie Tarascio
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.
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Making Travel Part of a Great Life feat. Seth Price
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/sethpricehttps://www.facebook.com/blusharkdigital/https://x.com/i/flow/login?redirect_after_login=%2Fi%2Fflow%2Floginhttps://www.instagram.com/blusharkdigital/
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ABOUT THIS SHOW
My name is Jordan Ostroff, the lawyer with a life (one that features Hawaiian shirts and flip flops). Are you looking for insights on thriving in business without burning out? Welcome to the LEI'D Back Life podcast! Join me weekly as I dive into candid conversations with entrepreneurs about developing a business, and a life, you'll love, LEI'D Back style.
HOSTED BY
Lawyer with a Life - Jordan Ostroff
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