December 18, 2025
For nearly 20 years, Kevin LaCroix has published The D&O Diary, a blog focused on directors and officers insurance that has become required reading for lawyers, insurers and professionals around the world. What began as an experiment driven by curiosity evolved into one of the most respected niche legal publications on the internet.
In this episode of the Real Lawyers podcast, Kevin O’Keefe sits down with LaCroix to talk about what sustained publishing looks like over decades, how authority compounds through writing and why owning your body of work matters more than ever.
LaCroix shares how daily writing sharpened his expertise, opened doors internationally and shaped a professional identity that no marketing campaign could have replicated.
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Episode outline
- 00:00 – Why publishing kept Kevin LaCroix professionally engaged well past retirement age
- 02:00 – Starting the D&O Diary with no plan and no playbook
- 05:10 – Writing four to five times a week and raising the bar for competitors
- 07:30 – How a niche blog built an international client base
- 08:20 – Unexpected moments and recognition from around the world
- 09:20 – Authority, responsibility and writing with influence
- 14:30 – Blogging versus social media driven content marketing
- 16:00 – Why LaCroix never went all in on LinkedIn
- 19:30 – Publishing as a permanent body of work
- 23:50 – Would he start a blog today
- 26:30 – Preserving a blog beyond the original author
- 28:45 – The future of legal publishing and long form writing
Key takeaways
- Consistent publishing over time builds trust that cannot be shortcut
- Writing daily deepens expertise as much as it demonstrates it
- Niche focus creates global reach when the subject matter is underserved
- Blogs create a durable professional record in a way social platforms do not
- Ownership and preservation of content will matter more in an AI driven world