CZ and Friends

CZ & Friends is a podcast about what it takes to lead and evolve legal in an era of exponential change. Hosted by Cecilia Ziniti, former General Counsel turned founder and CEO of GC AI, each episode features candid conversations with legal and business leaders who are building for scale, taking bold bets on technology, and leading with humanity. Whether you're a GC, operator, or in-house counsel, this podcast is your front-row seat to the future of legal.

CZ and Friends is a business podcast hosted by Cecilia Ziniti, with 44 episodes on record and a Required Pod Score of 80. PitchCentric scores this show on Booking Probability, Listen Score, and live audience signals refreshed every 24 hours.

Cecilia Ziniti hosts CZ and Friends, a business show with 44 episodes published.

Our AI reads these to draft pitches. Use them as grounding for a pitch that cites a real guest and a specific topic.

• 

  Episode #44

  Building Legal Ops from Scratch with Kimberly Woodward, VP and Head of Legal at OVERJET

  Aug 13, 202658 minS1

  Kim Woodward wasn't looking for a new job when Okta's sales rep reached out. She was happy at her boutique law firm, working closely with clients, and had zero interest in going in-house. But after meeting the team, believing in the mission, and learning she'd have a train buddy for the commute, she took the leap as Okta's third attorney. What followed was an 11-year journey through an IPO, a heated showdown with the CTO over a code scan that nearly got her fired, and the creation of an entire legal operations function that her own GC initially dismissed as "not a thing." Today, Kim leads a legal ops team of 15, serves as Chief of Staff to Okta's CLO, and oversees a legal department approaching 100 people. In this conversation, Kim gets real about what it takes to build from the inside: the persuasion, the vulnerability, the willingness to raise your hand (and your voice), and why the best legal leaders never stop learning, even when it means admitting they don't know what an MCP is. Follow Kimberly: @Kimberly Woodward on LinkedIn In this episode, Kim shares: The elevator story: how a heated confrontation with Okta's CTO over a code scan ended with a quiet "thank you" months later. How she pitched legal ops to a skeptical GC and got the green light (plus the "embarrassing" deck that made it happen). Her "Three Hats" framework for in-house lawyers: the human hat, the business hat, and the lawyer hat. Why she hired a dedicated AI person on her legal ops team and ran a Shark Tank-style AI hackathon for her global legal team. The case for lawyers learning to "do numbers" (and why she wishes she could go back and slap her past self for saying "I went to law school, not math school"). Why staying at one company for over a decade felt like working at multiple companies. Chapters 00:00 Intro 01:02 Welcome and first impressions 02:22 How Kim landed at Okta (and the train buddy that sealed the deal) 05:54 Sensing the IPO before it happened 07:59 The open source code scan story begins 11:45 Confronting the CTO: "Your opinion doesn't matter. It's happening." 14:30 The elevator moment: did he ever say thank you? 18:42 Why Kim pitched legal ops in 2018 19:07 "Legal ops is not a thing" and the deck that changed everything 24:38 Memory lane: building the team from two hires to fifteen 30:36 Hiring a dedicated AI person for legal ops 33:02 Keeping a 100-person team engaged with AI 38:23 The "Three Hats" framework: human, business, lawyer 43:32 The business hat: why lawyers need to learn numbers 45:09 "I went to law school, not math school" (and why she regrets saying it) 49:20 How to think about ROI on tools, counsel, and headcount 51:32 What's kept Kim at Okta for 11 years 55:22 Lightning Round: mentors, persuasion, and the bullhorn story Follow us on all social platforms to get each new episode when it drops. ⁠@Cecilia Ziniti⁠ on LinkedIn ⁠@CeciliaZin⁠ on Twitter/X ⁠@GC AI⁠ on LinkedIn @gcai on X ⁠ gc.ai ⁠ website

  ListenShow Notes
• 

  Episode #43

  Greenfield to Gold Standard: Building Legal From Scratch with Alisha Cieslak, Gordon Food Service

  Jul 29, 20261h 4mS1

  Alisha Cieslak is the former Chief Legal and Risk Officer of Gordon Food Service, the North American food service distributor operating since 1897 across the U.S. and Canada. She joined in 2014 as employee number one in the legal department, when the company was already a $10 billion operation across a dozen states with no in-house lawyer, no active-matters list, no board legal reports, and no files. Over roughly a decade she scaled from that greenfield start to a 150-plus-person enterprise team spanning legal, risk, IT, and food safety and quality, at what grew into a $20 billion company. Follow Alisha: @Alisha Cieslak on LinkedIn In this conversation, Alisha covers: Her "Greenfield to Gold Standard" framework: assess the legal needs, pressure test culture and board risk tolerance, then design a strategy that fits the company. Why a good culture is the best risk mitigation strategy, tested through a "chief listening officer" tour riding delivery trucks and working in stores. How she built a tech-enabled team so legal never became a bottleneck at the pace of food service. How privately held family companies approach risk differently from public ones. Why the law firms that win the AI era will move to value-based billing, and how GFS got 48 months ahead on AI governance. She closes with a candid personal thread she has not discussed publicly: an early cancer diagnosis in 2021 during the COVID response, a recurrence, and later becoming full-time caregiver for her mother, and how that reshaped what she believes about subordinating health and identity to the job. (00:00) Introduction (01:30) Greenfield to Gold Standard: the framework (03:04) Walking into a $10B company with no legal function (05:00) Building a tech-enabled team at the pace of food service (07:03) The listening tour and clearing the backlog (09:16) Culture as the best risk mitigation strategy (11:32) The no-pre-approval deal with the family (14:43) What Gordon Food Service actually does, and riding the truck (19:04) The secret sauce: the Gordon family and Paul Gordon's innovations (24:57) Scaling from employee number one to enterprise leader (30:54) Proudest project: the 125th anniversary campaign (35:45) Risk in private, family-owned companies (41:05) How regulated the food industry really is (43:59) The Italian Culinary Institute and family food roots (47:46) The AI journey and the future of law firm billing (55:46) The health wake-up call and redefining success (1:00:48) What's next Follow us on all social platforms to get each new episode when it drops. ⁠@Cecilia Ziniti⁠ on LinkedIn ⁠@CeciliaZin⁠ on Twitter/X ⁠@GC AI⁠ on LinkedIn @gcai on X ⁠ gc.ai ⁠ website

  ListenShow Notes
• 

  Episode #43

  The Blackberry Era of Legal AI with Tina Hwang, ClassDojo Head of Legal

  Jul 17, 202652 minS1

  Tina Hwang has a spicy take: legal compliance is table stakes. If you're building technology that parents trust with their kids, meeting the legal bar is where the conversation starts. Tina is the Head of Legal at ClassDojo, the platform connecting teachers, parents, and kids in classrooms worldwide. Before ClassDojo, she spent over a decade at Google, Twitter, WhatsApp, and Meta, building product counsel teams of up to 35 lawyers. She started her career as a software developer, a background that still shapes how she thinks about product design and trust. In this conversation, Tina covers: Why she asks engineers to think like parents of teenagers, not cite COPPA. The location-sharing feature that drew urgent feedback from domestic violence survivors. Why she hires for curiosity over credentials. The 80% answer, and why delivering it confidently beats waiting for 100%. Her Friday afternoon ritual of experimenting with AI tools. Why we're in the "Blackberry era" of legal AI. Follow Tina: @Tina Hwang on LinkedIn Show notes: - Trust beyond compliance: Legal compliance is just one input when building products for kids. Designing for trust means recreating human relationship fundamentals: transparency, consistency, and control. - User empathy in product reviews: Instead of leading with COPPA, Tina asks engineers to think like parents of a 14-year-old. That reframing changes how teams approach design. - Location sharing and unintended harm: Default-on location features drew immediate pushback from domestic violence survivors, a case study in why fast feedback loops and the ability to pivot matter. - The product counsel model: Embedded product counsel, a concept Tina traces to Google, lets lawyers calibrate risk in real time rather than advising from the sidelines. - Hiring for curiosity: Tina now prioritizes innate curiosity and adaptability over pedigree, especially as AI reshapes how legal teams operate. - The 80% answer: Delivering the 80% answer with confidence is often better for the business than holding out for 100% certainty. - WhatsApp payments in India: A 24-hour political window, a notarized government document signed at home during COVID. Global launches are as much about politics as law. - The Blackberry era of AI: Within three years, every legal workflow will incorporate AI the same way mobile phones became invisible infrastructure. (01:07) Introduction (01:53) What is ClassDojo (03:24) Why compliance is just table stakes (08:01) Grounding legal advice in real user scenarios (11:40) User empathy as a product design discipline (14:29) Location sharing and domestic violence survivors (16:21) The origins of the product counsel role (19:59) What Tina is most proud of in her career (22:15) Building a team of 35: hiring for curiosity (25:18) Why perfectionism holds lawyers back (27:23) Delivering the 80% answer with confidence (30:13) Launching WhatsApp payments in India during COVID (34:48) Power and responsibility at Meta-scale (39:12) The Blackberry era of legal AI (42:38) Turning the tables: from GC to CEO (46:16) Focusing on opportunity over risk (49:19) Parting advice: stay curious, stay flexible Follow us on all social platforms to get each new episode when it drops. ⁠@Cecilia Ziniti⁠ on LinkedIn ⁠@CeciliaZin⁠ on Twitter/X ⁠@GC AI⁠ on LinkedIn @gcai on X ⁠ gc.ai ⁠ website

  ListenShow Notes
• 

  Episode #42

  Leading Legal Through Crisis and Global Growth with Barbara Barrilleaux, Brooks Running GC

  Jul 8, 202657 minS1

  Barbara Barrilleaux is the VP of Legal and General Counsel at Brooks Running, the performance running brand owned by Berkshire Hathaway. She leads a 15-person global legal team covering everything from IP and contracts to compliance and privacy across 50+ countries. A former competitive swimmer and former IP litigator, Barbara has guided Brooks through more than a decade of serious growth, including the company's best quarter ever. Barbara gets specific about what it takes to run lean legal at a high-growth consumer brand: how she triages contracts by spend, IP exposure, and data risk; how Berkshire Hathaway's long-term ownership model gives her team room to operate; and what she learned from the scariest moment of her career, when a frivolous lawsuit in a foreign country froze the company's bank accounts overnight. She also shares how active listening helped her catch a bribery attempt early in her career, and why giving business partners context for your questions builds more trust than firing off a checklist. Barbara plays drums in a band called the Cozy Slippers (they toured Europe pre-pandemic), and she makes a compelling case that the skills of a good bandmate and a good GC are the same: humility, listening, and keeping your ego in check. Follow Barbara: @ Barbara Barrilleaux on LinkedIn Show Notes: Berkshire Hathaway's ownership model: Brooks operates autonomously within the portfolio, giving legal the freedom to take a long-term view rather than chasing short-term results. Contract triage by risk: Barbara's team prioritizes contracts by dollar amount, IP involvement, data sensitivity, and security risk. Lower-risk deals get a light touch or no legal review at all. Frozen bank accounts abroad: A frivolous lawsuit in a foreign country led a judge to freeze all of Brooks' local bank accounts. The team leveraged Berkshire's banking relationships to route funds in and keep operations running. Catching a bribery attempt: Outside counsel proposed hiring a "professor" for a foreign lawsuit. After 30 minutes of questions, a multi-million-dollar price tag with no defined scope made it clear. Barbara escalated, fired the firm, and found new counsel. Active listening over 20 questions: Barbara gives business partners context for why she's asking rather than firing off a checklist, and reads body language to know when to pull back. Source of truth obsession: One accurate system for all corporate subsidiary information, globally. No regional one-pagers that drift out of sync. AI as a tool, not a replacement: AI helps the team get up to speed faster in unfamiliar jurisdictions, but judgment, relationships, and listening remain irreplaceable. Brand mission and fulfillment: Barbara connects to Brooks' mission of health and human connection even as a non-runner, and sees that alignment as core to what makes the work meaningful. Chapters: (00:00) Introduction (01:37) Selling a physical product vs. building tech (03:49) How customer obsession shows up in legal work (05:59) What's driving double-digit growth (07:18) The craving for real-life connection (09:16) Brooks' brand messaging and Berkshire Hathaway (13:15) Finding fulfillment in a consumer brand's mission (14:15) Inside the Berkshire Hathaway shareholders meeting (16:40) Authenticity in the age of AI (18:16) Supply chain disruption and oil-based materials (20:54) Scariest career moment: frozen bank accounts (24:23) Getting through a crisis with relationships (27:15) Preparing for the unpredictable in new markets (29:16) Advice to yourself in a crisis moment (32:56) Building the team and managing outside counsel (36:58) Contract triage: what to review and what to skip (39:00) Knowledge management and the source of truth problem (42:40) Catching a bribery attempt as a junior lawyer (44:42) Active listening as a leadership accelerant (46:44) Avoiding the "20 questions guy" (50:49) AI predictions: tool, not replacement (53:23) Lightning round: books, bands, and bandmate skills (54:17) Closing Follow us on all social platforms to get each new episode when it drops. ⁠@Cecilia Ziniti⁠ on LinkedIn ⁠@CeciliaZin⁠ on Twitter/X ⁠@GC AI⁠ on LinkedIn @gcai on X ⁠ gc.ai ⁠ website

  ListenShow Notes
• 

  Episode #40

  "Yes If" Thinking: Sharon Johnson of MODE Global on AI, Logistics and Legal Leadership

  Jun 17, 202640 minS1

  Sharon Johnson took a winding path to the GC seat. Before law school, she worked in marketing, sales, project management, and contract management at Verizon, and she credits that experience with shaping how she leads legal today. As Chief Legal Officer, Corporate Secretary, and Chief Compliance Officer at MODE Global, she runs a team of six lawyers across a $3 billion logistics business, with 100% AI adoption and KPIs to prove it. Her team was a finalist for Best Use of AI at the 2026 Legalweek Leaders in Tech Awards, alongside Meta, Uber, and DHL. In this episode, Sharon walks through her "Yes If" framework for keeping the business moving forward instead of defaulting to no, how she cold-called the GC of Verizon (who happened to be Bill Barr) while still in law school, and the full-circle story of returning as general counsel to the company that once turned her down for a contract manager role. She and Cecilia also get into what AI adoption looks like on a lean legal team, why judgment matters more than speed, and the career advice she wishes she'd heard earlier: having a lot of ideas can be as dangerous as having none. Follow Sharon: @Sharon Johnson on LinkedIn Show notes: AI adoption that works: Sharon tracks KPIs, saves the equivalent of two headcounts per week using AI, and has achieved 100% adoption across her legal team. Working in the business before law school: Sharon's time in contract management, sales, and project management at Verizon gave her a commercial fluency that law school alone cannot teach. Her advice for aspiring GCs: go work in the business first. Cold calling as a career strategy: Sharon cold-called the General Counsel of Verizon while in law school, got career-defining advice, and later became GC of the company that once turned her down for a contract management role. Judgment in the age of AI: Why Sharon believes judgment becomes more valuable as AI handles more of the work, and what she looks for when hiring now. Tariffs, logistics, and regulatory monitoring: How Sharon uses AI to track federal register notices, executive orders, and trade policy signals so her team can advise the business before issues require action. Building a lean legal team: What it takes to run a $3 billion business with six lawyers, and why Sharon says there is no place to hide when you are lean. (00:00) Introduction (01:19) Sharon's business-first background before law school (02:35) Contract management at Verizon and what AI changes about that role (05:48) Why working in the business before practicing law is a career advantage (08:11) The "Yes If" framework for decision-making (09:13) "Yes If" in action: structuring a deal in Mexico (11:34) Running a six-lawyer team across a $3B business (14:27) Strategic work AI unlocks: compliance, risk assessments, regulatory monitoring (17:00) 100% AI adoption and how the business has noticed (18:41) How AI changes who you hire (20:44) Why judgment becomes more valuable with AI, not less (22:37) Cold calling as a career hack (25:03) The CompuCom full-circle story (27:03) Getting comfortable being uncomfortable (31:36) Collaboration and the Women's General Counsel Network (34:08) Lightning round: myths, mentors, and books (35:31) The Bezos lesson on having too many ideas (37:04) Closing reflection: a closed door is not a permanent door Follow us on all social platforms to get each new episode when it drops. ⁠@Cecilia Ziniti⁠ on LinkedIn ⁠@CeciliaZin⁠ on Twitter/X ⁠@GC AI⁠ on LinkedIn @gcai on X ⁠ gc.ai ⁠ website

  ListenShow Notes

Recent guests on CZ and Friends. Study who booked and why before you pitch.

Based on semantic analysis of episode topics and host coverage, this show is a strong guest fit for executives in:

Industry fit is computed by PitchCentric using vector embeddings of the show's episode catalog.