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From Pioneer Square to AI’s Instantly Connecting Us to the Insight of Legal Professionals Everywhere

By Kevin O'Keefe on September 17, 2026
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Almost 20 years ago, I envisioned the day that the niche-focused insight of lawyers then being shared in blogs would instantly assist lawyers working on transactions, documents, pleadings and the like.

I imagined a lawyer working on something and the relevant published insight of legal counsel surfacing to assist via a technology interface, without you doing research or heading to a form book. Maybe you ask for advice from this counsel by reaching out via email or phone. Maybe a co-counsel relationship evolves.

Higher quality legal service by getting connected to the best minds in an niche and done with great efficiency.

That was back when LexBlog was in the Merrill Place Building in Pioneer Square in Seattle. The building called the birthplace of desktop publishing with Aldus, of PageMaker fame, the anchor tenant, and Adobe inheriting its space.

I looked out the window one night back then and thought, with technology, this has to happen. All this passion and expertise of legal professionals reduced to digital form. When it’s all connected in a “working format” we bring true access to the law to the public and to the legal profession.

I looked out the window one night back then and thought, with technology, this has to happen. All this passion and expertise of legal professionals reduced to digital form. When it’s all connected in a “working format,” we bring true access to the law to the public and the legal profession.

I thought we’d be there on the publishing side with some other technology we’d connect to. Technology developed by companies much larger than us. Had no idea who they’d be, when it would happen, or how. I just figured some day it had to happen.

Well, the day is here and the insight is coming from legal publishing in formats other than just blogs and in other than text.

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:
    Business of Law, Technology and AI
  • Blog:
    Real Lawyers Have Blogs
  • Organization:
    LexBlog
  • Article: View Original Source

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