The Wellness Docket

Tim Culbert

The Wellness Docket is a podcast for lawyers and legal professionals ready to prioritize their mental health. Through honest conversations with guests from inside and outside the legal world, we explore burnout, balance, and the pressures of practice—creating space for reflection, recovery, and resilience in the profession. This is a space where your wellness is always on the docket.

Episodes

  1. 3D AGO

    Finding Flexibility: Erin Cowling on Burnout, Boundaries, and the Rise of Freelance Lawyering

    Tim is joined by Erin Cowling, founder of Flex Legal Network, for an honest conversation about burnout, boundaries, and rethinking what success in the legal profession really looks like. Erin shares her journey from Bay Street litigation to a personal breaking point that forced her to confront anxiety and depression, and ultimately step away from traditional practice. What followed wasn’t a planned career pivot, but a search for a healthier way to practice law. Erin explains how that search led her to freelance legal work and eventually to building Flex Legal, a platform that supports both lawyers seeking flexibility and firms navigating demanding workloads. Together, Tim and Erin explore how emotional strain, constant conflict, and a lack of boundaries contribute to burnout in law, and why flexibility, self-awareness, and redefining success are essential to creating a more sustainable legal career. About Erin Cowling Erin Cowling is the founder of Flex Legal Network, a Canadian platform providing freelance legal support to law firms and in-house legal departments. After practicing law in large firms and boutique litigation settings, Erin left traditional practice following burnout and mental health challenges. She went on to pioneer freelance lawyering in Canada, helping redefine how legal work can be done. Erin is also the author of The Modern Freelance Lawyer: A Guide to the Ethics, Evolution, and Future of Freelance Legal Work. Today, she focuses on running Flex Legal full-time and advocating for flexible, sustainable careers in law. Resources discussed in this episode: The Modern Freelance Lawyer: A Guide to the Business, Ethics, and Evolution of Freelance Legal Work - Erin Cowling — Contact Tim Culbert:  LinkedInPurvis Culbert Law LinkedInInstagramFacebookContact Erin Cowling:  Website - Flex Legal Network InstagramTwitterFacebookLinkedin - Flex Legal NetworkLinkedin - Erin Cowling

    31 min
  2. 12/15/2025

    Community as the Foundation for Lawyer Wellbeing with Dylan Gibbs

    In this episode, Tim sits down with Dylan Gibbs to explore the mental health challenges that shaped his path and led him to leave practice entirely and create Inn Laws, a national community for lawyers who want to practice with more intention and humanity. Dylan speaks candidly about anxiety, burnout and the pressure to perform in environments that reward perfectionism and silence struggle, including his own experiences with these issues. Their conversation digs into how community can disrupt the isolation that so many lawyersfeel on a daily basis. Dylan explains why confidential, values-aligned groups allow lawyers to speak honestly about burnout, business challenges. and the realities of daily practice.  Tim and Dylan reflect on what needs to change in the profession, including opening up new ways for lawyers to talk candidly about mental health and rethinking expectations that keep them trapped in unsustainable models. They deep dive into exactly how meaningful community support can lead to happier and more successful legal careers. About Dylan Gibbs Dylan Gibbs began his legal career on some of the profession’s most prestigious paths, clerking at the Supreme Court of Canada, litigating at top national law firms, and prosecuting criminal matters. But behind the achievements, Dylan battled long-standing anxiety and the mounting pressures of a system that often rewards overwork and perfectionism. After experiencing burnout and watching colleagues struggle silently, he made the difficult decision to step away from traditional practice. In the process of building a successful "real-talk" newsletter for lawyers, he realized many of his readers were looking for the same things he felt were missing in a law career, so he turned his mission into making space for those conversations. Today, Dylan is the founder of Inn Laws, a community for lawyers who want to rethink how they work, connect, and support one another. The community is built on values of authenticity, zero ego, and human-centred practice.  Resources discussed in this episode: My First Million - Sam ParrThe Courage to Be Disliked by Ichiro Kishimi and Fumitake Koga— Contact Tim Culbert:  LinkedInPurvis Culbert Law LinkedInInstagramFacebookContact Dylan Gibbs:  Website: Inn LawsLinkedIn: Inn LawsLinkedin: Dylan Gibbs

    49 min
  3. 11/15/2025

    Matt Hiltz on Healing, Empathy & Changing Legal Culture

    Tim Culbert has a candid and deep conversation with Matt Hiltz, a New Brunswick labour lawyer and advocate for mental health in the legal profession. Matt opens up about his personal journey of confronting childhood trauma and how that experience reshaped his outlook on life, leadership, and law. What began as a difficult reckoning turned into a path toward self-awareness, therapy, and a commitment to showing up authentically for his colleagues, his family and friends, and himself. Tim and Matt explore how trauma can shape behaviour in the workplace, why empathy and psychological safety matter in leadership, and how the legal culture is slowly evolving as more lawyers begin to prioritize wellness over performance. Matt reflects on lessons learned from The Four Agreements and The Fifth Agreement, the importance of responding instead of reacting, and how the next generation of lawyers is redefining what it means to be successful in law, with balance, compassion, and authenticity at the forefront. About Matt Hiltz As a labour lawyer based in New Brunswick, Matt Hiltz advises and negotiates on behalf of the New Brunswick Nurses Union, serves as Vice Chair of the CBA Pension Plan, and is a 2017 alum of the Governor General’s Canadian Leadership Conference. Matt speaks candidly about trauma, healing, and mental health, and how empathy-driven leadership can transform legal workplaces and outcomes. Resources discussed in this episode: The Four Agreements – Don Miguel RuizThe Fifth Agreement – Don Miguel RuizCSA Standard Z1003: Psychological Health and Safety in the WorkplaceGovernor General’s Canadian Leadership Conference— Contact Tim Culbert:  LinkedInPurvis Culbert Law LinkedInInstagramFacebookContact Matt Hiltz:  Website: New Brunswick Nurses UnionLinkedin: Matt Hiltz

    44 min
  4. 10/15/2025

    The Power Zone for Lawyers: Delegation, AI & Designing a Practice You Love

    In this episode, Tim talks with Karen Dunn-Skinner and David Skinner, co-founders of Gimbal LLP, about how lawyers can build more balanced, profitable, and fulfilling practices. After two decades in law, they saw firsthand how burnout and inefficiency drain the profession — and created The Power Zone Playbook: The Lawyer’s Path to Peak Performance to help lawyers reclaim time and joy in their work. Karen and David explain the “Power Zone” framework — focusing your energy on work you’re uniquely qualified to do, love to do, and that adds the most value. The key, they say, is delegation: empowering your team, leveraging outsourced and freelance support, and even delegating to technology through AI tools like Spellbook. When the right people do the right work, lawyers can spend more time thinking deeply, leading strategically, and living fully. They also highlight the mental health crisis revealed by the national Sherbrooke study and the need for creativity and identity beyond law. Their message: lawyers thrive when they design their practices to support their lives, not the other way around. About David Skinner & Karen Dunn-Skinner Karen Dunn-Skinner and David Skinner are the team behind Gimbal Consulting, a Canadian consulting and coaching firm helping lawyers run healthier, more rewarding practices. After more than 20 years each in law, they traded billable hours for a mission: to show lawyers that success doesn’t have to come at the expense of well-being. Through their coaching programs (Practice Accelerator and Reset) and their book The Power Zone Playbook: The Lawyer’s Path to Peak Performance, they guide legal professionals to build firms that are more profitable, less stressful, and deeply aligned with the lives they want to lead. Karen and David are recognized voices in the lawyer-wellness movement, known for their practical tools, candid insights, and unwavering belief that thriving lawyers make stronger communities. Resources discussed in this episode: The Power Zone Playbook for Lawyers (book)Spellbook (AI for contract drafting/review)Flex Legal Network (Canada) – freelance lawyers, clerks & paralegals. Stafi (remote executive assistants & legal VAs for law firms). National Study on Wellness in the Canadian Legal Profession (Sherbrooke/CBA/FLSC)— Contact Tim Culbert:  LinkedInPurvis Culbert Law LinkedInInstagramFacebookContact David Skinner & Karen Dunn-Skinner:  WebsiteInstagramTwitterFacebookLinkedinLinkedIn: KarenLinkedIn: David

    45 min
  5. 09/15/2025

    When Stress Turns To Addiction and Why Mental Health is Key to Prevention with Jason Ward

    Host Tim Culbert welcomes guest Jason Ward, owner of Wards Lawyers PC and mental health advocate on his website Mentally Speaking, to the show for a candid conversation about stress, mental health, and addiction. Jason shares his journey through the legal profession until burnout and a descent into addiction at age forty-seven to cope with the stresses of the job. He is now a speaker devoted to destigmatizing mental health wellness for everyone, but especially for legal professionals. Jason’s story is powerful and redemptive and highlights the importance of mental health care and support. Through the start of his law career at one of the largest litigation group firms in Canada, through to the successful firm he co-founded, Jason handled the stress of the job right up until he didn’t. At age forty-seven, never having been much of a drinker before, Jason turned to alcohol and drugs to cope with mental health issues related to burnout. He found himself non-functional and completely dependent on substances to continue his daily life. At the peak of his addiction, he made the decision to retire from litigation and sought rehab assistance. Now sober, Jason is candid about the stresses and demands of a legal career. In a competitive and driven industry, success can come at the cost of mental health, and that’s something Jason is passionate about changing.    About Jason Ward: Certified by the Law Society as a Specialist in Civil Litigation, Jason Ward is co-owner of Wards Lawyers PC along with his wife, Karissa. Recently retired from litigation at age fifty, the full-service firm in Central East is one of the largest regionally.  Jason is very enthusiastic about mental health wellness in the legal community, as well as for anyone who needs to hear his message of recovery. After his story was spotlighted by national media organizations like MacLean’s and the American Bar Association in both Canada and the U.S., Jason spends much of his time publicly speaking to others about his journey. He is dedicated to raising awareness, de-stigmatizing, and making paramount mental health wellness for everyone, particularly for legal professionals. Jason can be reached through his website at mentallyspeaking.ca. — Contact Tim Culbert:  LinkedInPurvis Culbert Law LinkedInInstagramFacebookContact Jason Ward:  Website: WardLegal.caWebsite: MentallySpeaking.caFacebook

    41 min
  6. 09/15/2025

    It Burned Me All Down: Erin Durant on Mental Health and Burnout

    Host Tim Culbert welcomes guest Erin Durant, founder of Durant Barristers, to the show to talk about her book “It Burned Me All Down” and the mental health crisis it describes. Erin completely burned out in January 2021 and faced a long road back through anxiety and depression. She wrote the book partly to work through her own feelings about her mental health and partly to be public about an experience not a lot of people in her profession feel they can be open about. Tim and Erin explore the realities of burnout and what recovering from it looks like. Founding Durant Barristers gave Erin control over how she worked and who she worked with, factors that were important in maintaining her mental health after her burnout. Her book highlights parts of her experience that contain valuable advice for anyone facing a similar situation. Erin and her team work to set good examples for each other in terms of mental health, watching out for each other, noting when breaks are needed, and staying aware. As she tells Tim, if someone feels as though they can’t get a level of comfort or support in their work, it may not be helpful for their mental health to stay going forward. There is an unspoken crisis of burnout, stress, anxiety, and mental unwellness that Erin hopes to shed light on with her book and openness. About Erin Durant: Erin (she/her) founded Durant Barristers after practicing law as a partner at one of the largest law firms in Canada and at a litigation-focused boutique.  Erin's dispute resolution experience includes a wide variety of personal injury/insurance matters, defending professionals in negligence claims and disciplinary complaints, sports disputes, real estate and title insurance disputes, commercial litigation and investigations/reviews of all sorts. She also regularly conducts confidential independent investigations and reviews in times of crisis for various organizations.  Erin has experience conducting trials, particularly jury trials, and appeals. She accepts retainers from other lawyers to assist with trials as co-counsel. She has represented clients in court and before tribunals including the Ontario Superior Court of Justice, Ontario Court of Appeal, Federal Court of Canada, applications for leave to the Supreme Court of Canada, the Sport Dispute Resolution Tribunal of Canada, and the Ontario Human Rights Tribunal. Erin regularly provides barrister services to other lawyers to assist with trials, appeals and other complex situations.  Erin is the recipient of various awards from legal associations including the Ontario Bar Association’s David W. Scott Pro Bono Award, the County of Carleton Law Association’s Regional Senior Justice Award, the Advocate’s Society’s Writer’s Award and Canadian Defence Lawyer’s Outstanding Young Litigator Award. Erin has also been recognized in various industry publications including Best Lawyers in Canada, Lexpert and Canadian Lawyers’ “Top 25 Most Influential Lawyers”. She can be reached at Edurant@DurantBarristers.com. — Contact Tim Culbert:  LinkedInPurvis Culbert Law LinkedInInstagramFacebookContact Erin Durant:  Website: DurantBarristers.comBook: “It Burned Me All Down” by Erin Durant

    39 min
  7. 09/15/2025

    Lawyer Turned Advocate: Lindsey Mazza’s Inclusivity Quest

    Host Tim Culbert welcomes guest Lindsey Mazza to the podcast to talk about leadership, advocacy, and the need for community. Lindsey, an Ontario-based lawyer who is now a disability and inclusive leadership expert, was born with Holt-Oram Syndrome and, after losing her father, has dedicated herself to self-advocacy, public speaking, and raising awareness about the need for workplace inclusion. She speaks from a place of understanding and experience, having lived through trying to hide her disability and now embracing it openly, and seeing how people respond to both sides of that choice. Calling the legal profession formulaic and curated, Lindsey left her career as a lawyer when she realized it didn’t lend itself to a human experience and was crushing her emotional and mental health. It was as recently as 2024 when she made the choice to take care of herself before anything, and was able to pivot into advocacy to honor her father’s legacy. Lindsey is very open about the steps needed to find purpose in life, her desire to have truly honest conversations, the need for disability inclusivity, and why providing equitable opportunities for all people is the key to a healthy life and society. Tim and Lindsey discuss her views on the shortcomings of the legal profession and what’s needed to move things into a more supportive place.  About Lindsey Mazza: Lindsey Mazza is a lawyer turned inclusive leadership expert and TEDx speaker who helps leaders shift from surface-level inclusion to real impact. As a founding partner of a multi-city law firm with over a decade of experience, she defied expectations in an industry where accessibility is often overlooked. Born with Holt-Oram Syndrome, she spent years pushing past limitations, both real and imposed, before embracing her disability as a strength. After the loss of her father, a Superior Court Judge and advocate for equality, Lindsey shifted her focus to empowering others through resilient leadership, self-advocacy, and workplace inclusion. In 2025, she was named one of Niagara’s 40 Under 40 and launched her own segment, Hiding in Plain Sight, on YourTV Niagara’s The Source. She’s been featured on The Social, SiriusXM, CTV Your Morning, Global Toronto, CBC Radio Metro Morning, The Los Angeles Tribune,  The Hamilton Network, YourTV Niagara, Canadian Small Business Magazine, Authority Magazine, and Canadian Lawyer Magazine — Contact Tim Culbert:  LinkedInPurvis Culbert Law LinkedInInstagramFacebook Contact Lindsey Mazza:  Website: LindseyMazza.comLinkedIn: TheLindseyMazzaYouTube: @thelindseymazza

    40 min
  8. 09/15/2025

    Maneesha Gupta: Legal Minds & Mental Health

    Host Tim Culbert welcomes viewers to the inaugural episode of The Wellness Docket podcast. His guest is Maneesha Gupta, the Founder of Council Pro and Mindful Lawyer Canada, and the recipient of Osgoode Hall Law School’s Dean’s Gold Key Award as “one to watch” for exceptional leadership and dedication to promoting mental health and equity. Maneesha shares how her career journey into law unfolded and what led her to founding Mindful Lawyer Canada. It is Maneesha’s vision to be open about the realities of anxiety, depression, and the need for wellness among lawyers, and that vision drives her work in mental health and connecting legal peers through Mindful Lawyer. In addressing the sometimes archaic parts of the legal system, Maneesha says that COVID-19 brought inequality, injustices, and mental health crises in the profession to light, and though it was difficult, it was also a blessing in terms of opening up discussions on evolving needs. She has experienced a very positive response to Mindful Lawyer and the fourteen different workshops it offers. Maneesha and Tim discuss meditation sessions she runs, opening seminars with a workshop, how organizations are realizing the need to step up in supporting their employees, and how the mindfulness practices she teaches are intended for long-term daily use to counteract symptoms of burnout. Conversations around mental health in the legal sphere are necessary and more prominent than ever, and Maneesha expresses her hope that anyone who needs emotional support will now have an avenue through which to find it. About Maneesha Gupta: Esha practices in all aspects of corporate/commercial, intellectual property, advertising and technology law. Her practice focuses on brand protection and enforcement. She has worked at two global law firms on Bay Street and a top four Canadian bank. Esha is detail-oriented and keenly seasoned in advising on all aspects of patents, trademarks and copyrights when protecting the brands and reputations of Canadian businesses and global tech companies. In addition to branding, she counsels clients on IP licensing, cyber-security, privacy, data protection and risk management for AI adoption. She is the recipient of Osgoode Hall Law School’s Dean’s Gold Key Award as the “One-to-Watch” for exceptional leadership, professionalism and compassion not only in her career, but in her dedication to promoting mental health and equity and opportunity for racialized lawyers and law students, women, youth and people with disabilities. Aside from practicing law, she is also a speaker and has given lectures at universities and colleges across Ontario, and presented in panel events at the Law Society of Ontario and Toronto Region Board of Trade. Esha judges various national advocacy competitions and lectures at her alma mater, Osgoode Hall Law School, and the Ted Rogers School of Management. She regularly writes and presents on cases involving privacy and cyber risks associated with AI adoption. Esha is the owner of Mindful Lawyer Canada. The group was founded to tackle psychological distress, anxiety and depression across all areas of the legal fraternity. Resources discussed in this episode: Lawyers With Depression“The Right Not to Remain Silent: The Truth About Mental Health in The Legal Profession” by Beth Beattie, Carole Dagher, Thomas TelferCenter for Addiction and Mental Health— Contact Tim Culbert:  LinkedInPurvis Culbert Law LinkedInInstagramFacebook Contact Maneesha Gupta:  Website: ManeeshaGupta.comMindful Lawyer: ManeeshaGupta.com/ResourcesForMindfulnessLinkedIn: Maneesha-GuptajdLinkedIn: Company/Mindful-Lawyer-Canada

    41 min
  9. 08/15/2025

    Trailer: The Wellness Docket

    Welcome to The Wellness Docket. Purvis Culbert Law lawyer and mental health advocate Tim Culbert hosts this podcast where lawyers can step away from their desks and daily stress to focus on well-being. The Wellness Docket explores why legal professionals do the work they do and what keeps them grounded and connected in their profession. Through interviews and conversations with lawyers, judges, therapists, and change-makers, Tim explores the challenges, choices, and possibilities for building healthier and more human ways to practice law. People matter. And thriving in law shouldn’t require the sacrificing of self. Join Tim and The Wellness Docket on Spotify, Apple, or your favorite podcast platform today. About Tim Culbert: Tim Culbert is a lawyer, musician, and mental health advocate based in Woodstock, NB. At Purvis Culbert Law, he serves clients in the areas of family, real estate, estate planning, corporate & commercial law. Tim’s practice is client centred. Tim especially enjoys helping people from all walks of life solve their legal problems and achieve their goals. Tim has written various articles about the intersection of the law and mental health since law school, including “Mental Health Law Reform for a New Government in New Brunswick” (2011) 62 University of New Brunswick Law Journal and “Lawyers’ Mental Health: It’s Time to ‘Walk the Walk’, (Winter-2024) Vol.-38-, Solicitor’s Journal, 1. On a personal note, Tim lives in Woodstock, NB, with his wife, two children and two dogs. He spends his spare time with his family and friends, working hard to be a good dad and husband, playing music (guitar) and travelling. — Contact Tim Culbert:  LinkedIn

    1 min

Trailer

About

The Wellness Docket is a podcast for lawyers and legal professionals ready to prioritize their mental health. Through honest conversations with guests from inside and outside the legal world, we explore burnout, balance, and the pressures of practice—creating space for reflection, recovery, and resilience in the profession. This is a space where your wellness is always on the docket.