Episode 369

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Published on:

16th Jun 2026

Women Who Can’t Afford a Divorce Lawyer Can Fight Back with the Help of AI with Ana Lissansky (DW369)

Are you a woman going through a divorce who can't afford a lawyer? Did you know you can use AI to help defend yourself?

Listen in as our host, Diane Rolston, sits down with Ana Lissansky, founder of Alice in Legal Wonderland, a platform specifically built for the people the legal system has completely forgotten about.

Diane met Ana at Web Summit when she boldly ran up and pitched herself, and the conversation that followed is one you need to hear.

Listen to learn these key takeaways:

  • The staggering reality of what a contested divorce actually costs and why most women in the disadvantaged position just give up and walk away from what they're entitled to
  • Why Ana represented herself through a three-year process, including an 11-day trial and what gave her the confidence to do it
  • The hallucination problem: why you can't just use ChatGPT for legal matters and what Ana built to solve it
  • The legal strategy Ana used that most lawyers deliberately avoid and how it dramatically changed the shape of her trial
  • The moment she corrected the judge three times in court and why having the right tools made that possible
  • Why there are over 700 AI tools built for lawyers but barely a dozen for the people who actually need help most
  • The "forgotten middle": who falls through the cracks of the legal system and why legal aid isn't the answer for most women
  • What to say from day one of your case if you're using AI and how transparency actually protects you
  • The simulation feature coming to Alice: how it will help you make informed decisions before spending years and thousands of dollars finding out the hard way
  • Ana's final message about lawyers, judges, and the accountability gap nobody talks about

Ana’s Bio:

Ana Lissansky has always been an early adopter of technology. Recently, as a single mother navigating a contested divorce, she began using AI tools to support her case because she could not afford a lawyer while facing her ex’s legal team. She self-represented during an 11-day trial and learned firsthand that AI can sometimes generate inaccurate information. That experience inspired her to launch Alice in Legal Wonderland, a not-for-profit organization dedicated to helping self-represented litigants use AI more effectively and responsibly. She is currently building partnerships with verifiable AI companies that prioritize accuracy and transparency by admitting when they “don’t know” instead of generating false information.

Ana’s Social Media links:

LinkedIn: https://www.linkedin.com/in/lissansky

Website: https://www.aliceinlegalwonderland.com

Sign up to Alice in Legal Wonderland’s waitlist and receive 2 months free access: https://www.aliceinlegalwonderland.com

This show’s host, Diane Rolston, is called THE Expert on Being Dynamic and living a Dynamic Life. After leading hundreds of events and programs in her two businesses, speaking on international stages, being a published author while raising two young children, Diane Rolston knows all about work/life balance and getting things done! As an Award-Winning Coach and the CEO and founder of Dynamic Women®, a global community of women, her purpose is to unlock the greatness in others. Diane works with professionals all over the world to provide clarity, confidence, and action.

Visit my website and Sign Up for my WEEKLY NEWSLETTER and you'll get FREE tips on how to live a dynamic life:

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The Dynamic Women® Podcast is an Award-Winning action-focused lifestyle and leadership podcast full of stories and strategies to help women design their success and unleash their “Dynamic Woman”. You can learn from the experts how to get clarity, build confidence, and get into action on your biggest goals and dreams.

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About the Podcast

Dynamic Women®
How do I have more balance in my life? How do I have more time for everything that matters? Am I ready to make a big change? How do I make more money? How can I have more energy? And the most common question is, Do I really have what it takes to reach my goals? Whether you are a business owner, a leader, a professional, the “boss” of the home and kids, or looking to jump into your next chapter, this is the show for you.

The Dynamic Women® Podcast is an Award-Winning action-focused lifestyle and leadership podcast full of stories and strategies to help women design their success and unleash their “Dynamic Woman”. You can learn from the experts how to get clarity, build confidence, and get into action on your biggest goals and dreams.

Host Diane Rolston, a Professional Certified Coach (PCC) with over 20 years of experience teaching and training, shares with you her business strategies, leadership tools, lifestyle hacks, expert lessons, and motivational stories that will inspire you and support you to create a life and business you love! Diane is pulling back the curtain on what has helped her become an award-winning coach, speaker, and confident leader all while raising her kids. She breaks down processes she uses when coaching female leaders, so you can be dynamic in every area of life with more ease and confidence.

Not only will you get her tried and tested secrets, but she also interviews trailblazing experts who share stories of what helped them achieve success, as well as industry-specific tips you can apply to your life so you can achieve your success faster, easier, and with less effort.

The mission of Dynamic Women is to inspire more women to unleash their dynamic selves and boost their lives in all areas, especially business and leadership.

About your host

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Diane Rolston

As an Award-Winning Coach, Speaker, and the CEO of Dynamic Women® Global Club, Diane Rolston has been called THE expert on being Dynamic. She is a behind-the-scenes advisor and coach for many professionals, business owners, and high achievers. She helps her clients to have “clarity” on what to focus on, the “confidence” to go for it, and an “action” plan so they have tangible steps to reach the best results.

Diane left the life of the 9-5 employee and simultaneously became an entrepreneur and mother. Now a mother of two, business owner and community leader she considers herself an expert in change, work/life balance, efficiency, and prioritizing!