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When Lawyers Say AI Can’t Bring Real Innovation to the Law, Maybe That’s a Good Sign It Will

By Kevin O'Keefe on August 11, 2026
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As a practicing lawyer in the 90’s running AOL’s legal community on AOL, a community where lawyers helped people faced with legal challenges, and later started my own company to do the same, lawyers raised any number of reasons why this couldn’t be done.

Twenty years ago, lawyers told me blogs and digital publishing would never work in legal. You’d reach an audience outside your jurisdiction. Lawyers would never give information away for free. Lawyers would never publish insight without the use of a professional editor. And anything published by a lawyer online would never be viewed as credible.

Based on some of the comments to my LinkedIn post yesterday on Anthropic’s Claude and AI, in general, it’s feeling the same.

Rather than look at innovation and technology as an opportunity to improve the legal system and give businesses and consumers greater access, many lawyers look to the challenges and hurdles, almost appearing as if they want to hold onto the status quo.

Change is coming. In a comment from Asmita Singh, Chief Marketing Officer at Barbri Global,

”A profession known to be change resistant is now facing one seismic shift challenging the status quo. The numbers are already telling the story. Federal pro se civil filings jumped from 11% (steady for two decades) to nearly 17% in a single year, according to a recent MIT and USC study. That is roughly 41,000 filings, close to double the pre-AI average. Zoom in and it gets sharper. Pro se employment lawsuits up 49%. ADA up 40%. Fair Housing up 69%.”

I always thought the more people who told me it would never work, the more likely I would succeed. I am feeling the same way, today, working on the AI powered Library at LexBlog.

Marc Randolph, co-founder of Netflix, says when you are doing something genuinely new, people will tell you “that will never work,” but that is not necessarily evidence that you’re wrong.

Maybe legal professionals’ questioning how AI is being used and developing in the law is a good sign for AI’s advancement in the law.

As to AI in the law, maybe more legal professionals questioning how AI is being used is a sign we’re headed in the right direction.

As a profession, we need to recognize the problem we have with the law. 79% of people see themselves as having no access to a lawyer. 79%.

Rather than look at why AI may not be appropriate for the law or used in in the law in ways you may challenge, it makes sense to look at AI as a means of bringing access to the law and legal information.

Tags: AI
Photo of Kevin O'Keefe Kevin O'Keefe

I am a trial lawyer, turned legal tech entrepreneur, now leading the largest community of legal publishers in the world at LexBlog, Inc.

I am a lawyer of 39 years. Wanting to be a lawyer since I was a kid, I have loved…

I am a trial lawyer, turned legal tech entrepreneur, now leading the largest community of legal publishers in the world at LexBlog, Inc.

I am a lawyer of 39 years. Wanting to be a lawyer since I was a kid, I have loved almost every minute of it.

I practiced as a trial lawyer in rural Wisconsin for 17 years, representing plaintiffs, whether they were injury victims and their family members or small businesses.

In the mid-nineties, I discovered the Internet in the form of AOL. I began helping people by answering questions on AOL message boards and leading AOL’s legal community.

I later started my own listservs and message boards to help people on personal injury, medical malpractice, workers compensation and plaintiff’s employment law matters. Though we were green to technology and the Internet, USA Today said if my firm “didn’t stop what we were doing, we would give lawyers a good name.”

In 1999, I closed my law firm and we moved, as a family of seven, to Seattle to start my first company. Prairielaw.com was a virtual law community of people helping people, a sort of AOL on the law, featuring message boards, articles, chats, listervs and ask-a-lawyer.

Prairielaw.com was sold to LexisNexis, where it was incorporated into Martindale-Hubbell’s lawyers.com.

After a stint as VP of Business Development at LexisNexis, I founded LexBlog out of my garage in 2004 (no affiliation with LexisNexis).

Knowing lawyers get their best work from relationships and a strong word of mouth reputation, and not promoting themselves, I saw blogging as a perfect way for lawyers to build relationships and a reputation.

When I could not find someone to help me with my own blog, I started a company to provide what I needed. Strategy, professional design, platform, coaching, SEO, marketing and free ongoing support.

As a result of the outstanding work of my team of twenty and my blogging, the LexBlog community has grown to a community of over 30,000 legal professionals, world-wide.

Publishing my blog, Real Lawyers, now in its 18th year, I share information, news, and commentary to help legal professionals looking to network online, whether it be via blogging or other social media.

Blogging also enables me to think through my ideas – out loud and in an engaging fashion.

In addition to my blog, I liberally share others’ insight on Twitter. Feel free to engage me there as well on LinkedIn and Facebook.

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  • Posted in:
    Access to Justice and Legal Aid, Business of Law, Technology and AI
  • Blog:
    Real Lawyers Have Blogs
  • Organization:
    LexBlog
  • Article: View Original Source

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