Lawyerist Podcast

Wrongful convictions and AI privacy may seem like separate issues, but both raise the same uncomfortable question: what happens when the legal system relies on old assumptions in a changing world? In episode 618 of the Lawyerist Podcast, Zack Glaser talks with Sunny Eaton about conviction review work, evolving science, and why lawyers should not be so quick to surrender privacy expectations in the age of AI. 

Sunny shares how her work in the Nashville District Attorney’s Office focuses on reviewing old convictions, identifying new evidence, and helping correct cases where the system may have gotten it wrong. She explains why changing science, including advances in DNA, trauma research, and bias studies, can matter deeply when reviewing criminal convictions. 

The conversation then turns to AI, attorney client privilege, client data, and the growing role of data brokers. Zack and Sunny explore whether information shared with AI tools should automatically lose privacy protection, and why lawyers may need to make stronger arguments before courts accept that assumption. 

If you are concerned about AI in law firms, client confidentiality, or the future of privacy rights, this episode challenges lawyers to think harder about what should remain private and why it is our job to make the government work for it.  

Listen to our previous episodes on AI, Privacy & Legal Ethics. 

#612: AI for Lawyers: What You Need to Know Before Your Clients Do, with Cat Casey Apple | Spotify | LTN 

#582: Deepfakes, Data, and Duty: Navigating AI Ethics in Law, with Merisa Bowers Apple | Spotify | LTN 

#543: What Lawyers Need to Know About the Ethics of Using AI, with Hilary Gerzhoy Apple | Spotify | LTN 

#486: How to Safely Include AI in Your Legal Tech Stack, with Will Anoh Apple | Spotify | LTN 

Have thoughts about today’s episode? Join the conversation on LinkedIn, Facebook, Instagram, and X!  

If today's podcast resonates with you and you haven't read The Small Firm Roadmap Revisited yet, get the first chapter right now for free! Looking for help beyond the book? See if our coaching community is right for you.  

Access more resources from Lawyerist at lawyerist.com.  

 

Chapters / Timestamps: 

00:00 Introduction 

01:25 Pruning Your Practice 

04:15 When Loyalty Gets in the Way 

06:25 Meet Sunny Eaton 

08:45 Conviction Review Units 

09:50 Reviewing Old Cases 

11:25 Building Trust 

12:40 What Cases Qualify 

14:35 Changing Science 

16:00 DNA, Trauma, and Bias 

18:05 Case by Case Review 

19:25 Bad Science and Old Convictions 

20:40 AI and Privacy 

22:00 Lawyers, Therapists, and Privacy 

23:20 Giving Up Too Quickly on AI Privacy 

25:30 Reasonable Expectations of Privacy 

26:15 Client Data and AI Risk 

29:15 What Email Teaches Us 

31:00 Attorney Client Privilege and AI 

33:20 Personal vs. Workplace AI Use 

34:00 Old Rules, New Technology 

35:45 Make the Government Work for It

AI is changing legal marketing faster than most law firms realize. In episode 617 of the Lawyerist Podcast, Stephanie Everett talks with Conrad Saam, founder of Mockingbird, about what law firms need to understand as AI begins reshaping marketing, reporting, decision making, and the business of running a firm. 

Conrad shares why AI may give smaller, more entrepreneurial law firms a new way to compete against larger firms with bigger budgets and more data. He explains how firms can use AI to build smarter internal systems, improve reporting, and rethink the tools they rely on every day. 

The conversation also explores leadership under pressure through Conrad’s volunteer work in ski patrol and search and rescue. From staying calm in high stress situations to debriefing after things go wrong, he shares practical lessons law firm owners can apply when managing clients, teams, campaigns, and business decisions. 

If you are trying to understand what AI really means for law firm growth, legal marketing, and the future of small firms, this episode offers a grounded look at what is changing, what is overhyped, and what law firm owners should pay attention to next. 

Listen to our previous episodes on Legal Marketing, AI & Smarter Law Firm Growth. 

#603: Turn Expertise into Clients: Building Authority That AI Recognizes, with Karin Conroy Apple | Spotify | LTN 

#584: How to Stay Human in the Age of AI Driven Law Firm Marketing, with Conroy Creative Apple | Spotify | LTN  

#580: Smarter Law Firm Marketing: AI Tools That Actually Work, with FirmPilot Apple | Spotify | LTN 

#577: Rethinking Law Firm Growth in the Age of AI, with Sam Harden Apple | Spotify | LTN  

#550: Beyond Content: How AI is Changing Law Firm Marketing, with Gyi Tsakalakis and Conrad Saam Apple | Spotify | LTN  Apple | Spotify | LTN 

Have thoughts about today’s episode? Join the conversation on LinkedIn, Facebook, Instagram, and X!  

If today's podcast resonates with you and you haven't read The Small Firm Roadmap Revisited yet, get the first chapter right now for free! Looking for help beyond the book? See if our coaching community is right for you.  

Access more resources from Lawyerist at lawyerist.com.  

 

Chapters / Timestamps: 

00:00 – Introduction 

00:25 – Lawyer Mental Health and Well Being02:45 – Meet Legal Marketing Expert Conrad Saam03:35 – The Early Days of SEO for Lawyers04:00 – What Search and Rescue Teaches About Business06:40 – Why Law Firm Owners Struggle to Disconnect08:45 – Calm Leadership in Stressful Moments09:55 – How Leaders Shape Law Firm Culture12:05 – Using Checklists to Make Better Business Decisions13:00 – Preparing for Problems Before They Happen14:20 – Why Outcomes Don’t Tell the Whole Story16:05 – The Value of Legal Marketing Content17:40 – AI and the Future of Legal Marketing18:25 – What ABA Tech Show Revealed About AI19:35 – Why Law Firms May Build Their Own AI Tools20:35 – Can AI Level the Playing Field for Small Firms?23:35 – Replacing Expensive Reporting Systems with AI26:25 – Why AI Rankings Can Be Misleading28:45 – Tactical Marketing for Law Firm Owners31:10 – Rethinking Leadership as a Law Firm CEO32:20 – Closing Thoughts

Many lawyers know they need to delegate. Far fewer actually do it in a way that leads to real growth. In episode 616 of the Lawyerist Podcast, Chad Fox sits down with Ellen Williamson to explore what it looks like to build a law firm that doesn’t rely on you for every decision. 

Ellen breaks down the mindset shift from being the person who does the work to the person who leads it. She shares how she moved from handling every task herself to creating systems, training her team, and trusting others to take ownership of client work. 

The conversation also explores why delegation can feel inefficient in the short term, how to think about the long-term payoff, and what it takes to build a team that can think, not just execute. 

If you want to scale your firm without burning out or becoming the constant bottleneck, this episode offers a clearer way to approach delegation, leadership, and sustainable growth. 

Listen to our previous episodes on Law Firm Growth, Delegation & Leadership. 

#600: Designing a Law Firm You Actually Want to Run, with Stephanie Everett Apple | Spotify | LTN 

#597: What Lawyers Get Wrong About Teaching Clients and Teams, with Danielle Hall Apple | Spotify | LTN 

#587: Future-Proofing Your Firm in the Age of AI, with Jack Newton Apple | Spotify | LTN  

#575: From Overwhelmed Lawyer to Strategic Law Firm Owner, with Chad Fox Apple | Spotify | LTN 

 

Have thoughts about today’s episode? Join the conversation on LinkedIn, Facebook, Instagram, and X! 

If today's podcast resonates with you and you haven't read The Small Firm Roadmap Revisited yet, get the first chapter right now for free! Looking for help beyond the book? See if our coaching community is right for you. 

Access more resources from Lawyerist at lawyerist.com. 

Chapters / Timestamps: 

00:00 – Introduction 

04:20 – Meet Ellen Williamson 

05:30 – You Might Be the Bottleneck 

07:00 – Why Doing Everything Feels Easier 

09:00 – The Hidden Cost of “I’ll Just Do It” 

11:10 – Why Delegation Feels Inefficient 

13:00 – Sticking With It Long Enough to Scale 

15:00 – How to Train People to Think Like You 

17:20 – Turning One Task Into a Repeatable System 

19:10 – The $500 vs. $50 Task Shift 

21:00 – Using Video to Transfer Knowledge 

23:00 – When Your Team Starts Thinking for You 

25:00 – Structuring Time to Avoid Constant Interruptions 

27:00 – Rethinking Billing and Incentives 

29:00 – Letting Go of Control (For Real) 

31:00 – Becoming the CEO of Your Firm 

33:00 – What Growth Actually Looks Like 

35:00 – Closing Thoughts

What happens when the best lawyer in the office becomes the boss? In episode 615 of the Lawyerist Podcast, Zack Glaser sits down with Debbie Foster and Stephanie Everett to talk about the leadership gap inside most law firms and why technical skill does not automatically translate into great leadership. 

They explore why so many firms rely on “figure it out as you go” leadership, how that creates burnout and frustration, and why so many leaders end up becoming the bottleneck in their own business. 

Debbie and Stephanie introduce their four leadership cornerstones and explain how law firm leaders can shift from solving every problem themselves to creating teams, systems, and workflows that work without constant intervention. 

If you are tired of putting out fires all day, this episode is your reminder that leadership should feel more strategic and a lot less exhausting. 

Listen to our previous episodes on Law Firm Leadership & Building Better Teams. 

#600: Designing a Law Firm You Actually Want to Run, with Stephanie Everett Apple | Spotify | LTN 

#597: What Lawyers Get Wrong About Teaching Clients and Teams, with Danielle Hall Apple | Spotify | LTN 

#575: From Overwhelmed Lawyer to Strategic Law Firm Owner, with Chad Fox Apple | Spotify | LTN 

#568: How to Build a Law Firm You Can Sell, with Victoria L. Collier Apple | Spotify | LTN 

Links from the episode: 

https://beanextlevelleader.com/ 

 

Chapters / Timestamps: 

00:00 – Introduction 

00:30 – Using AI as a Thought Partner 

02:00 – Better Prompts, Better Leadership Decisions 

05:30 – Meet Debbie Foster and Stephanie Everett 

06:40 – What Are Next Level Leaders? 

08:15 – Why Most Law Firms Don’t Train Leaders 

10:05 – Learning Leadership the Hard Way 

12:10 – The Four Cornerstones of Leadership 

17:20 – From Heroics to Architecture 

18:45 – Why Leaders Become the Bottleneck 

20:10 – From Problem Solver to Multiplier 

21:30 – Building Sustainable Leadership Systems 

23:00 – Who This Program Is For 

25:30 – The Book, Workbook, and Leadership Cohorts 

28:00 – Leadership Is a Skill, Not a Title 

29:00 – Closing Thoughts

Most law firm owners are highly strategic in their legal work, but far less intentional about their finances. And it shows up at tax time. 

In episode 614 of the Lawyerist Podcast, Bernadette Harris talks with Jayden Doye about the financial habits that quietly cost law firms thousands and why reactive tax preparation is not the same as real tax strategy. 

Jayden breaks down the key differences between bookkeeping, tax preparation, and tax planning, and explains why many lawyers overpay the IRS simply because they wait too long to act. They also explore common mistakes like misclassifying employees, relying on DIY accounting, and focusing on revenue instead of profit. 

Together, they share practical ways to take control of your numbers, build better financial systems, and make smarter decisions throughout the year, not just in April. 

If you want to stop guessing, reduce your tax burden, and run a more financially stable firm, this episode offers a more proactive approach to managing your practice. 

Listen to our previous episodes on Law Firm Profitability & Financial Clarity. 

#595 – KPIs for Lawyers: Measuring Your Law Firm’s Financial Health, with Bernadette L. Harris (Remastered) Apple | Spotify | LTN 

#583 – From Survival to Strategy: Scaling Your Law Firm Finances, with Bernadette Harris Apple | Spotify | LTN 

#575 – From Overwhelmed Lawyer to Strategic Law Firm Owner, with Chad Fox Apple | Spotify | LTN 

#558: The Wealthy Lawyer: Practical Financial Strategies for Legal Professionals, with Darren Wurz Apple | Spotify | LTN 

Links from the episode: 

https://theelawfirmcpa.com/home 

 

Chapters / Timestamps: 

00:00 – Introduction02:15 – Why Perfectionism Holds Lawyers Back08:10 – Meet Jayden Doye09:00 – The #1 Tax Mistake Law Firms Make10:45 – Why Doing It Yourself Costs More12:20 – Understanding the Financial Basics15:00 – How to Actually Lower Your Tax Bill17:00 – The Hiring Mistake That Can Trigger Audits19:00 – Are You Paying Yourself the Right Way?21:45 – Revenue vs. Profit (What Actually Matters)23:30 – Why Tax Bills Catch Lawyers Off Guard25:30 – Fixing the Problem Moving Forward26:40 – Simple Habits for Better Financial Control28:10 – The One Rule Every CPA Agrees On