Law Firm Operations

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Practical systems, delegation, technology, and process ideas for law firm owners who want a business that runs better without consuming their lives.

When “The Plan” Stops Working

August 30, 2026

What do Ferris Bueller, Thomas Edison, and me staring at the scale like it just filed a motion to dismiss my happiness have in common? They all hit the same moment: the thing worked… until it didn’t. Ferris could charm his way through one more “sick day” until the principal basically went full Terminator. Edison

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5 CEO Moves To Get Out of the Weeds

August 30, 2026

What do Michael Jordan , Michael Scott , and Jordan MICHAEL Ostroff in 2016 have in common? It’s not the Michael thing…and it’s not that all three are allergic to delegating. (Although two of us definitely were. And it’s not the guy with six rings…) Instead, it’s about getting out of the day-to-day and into

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Org Charts

August 30, 2026

What do Nick Fury’s Avengers Initiative, a law firm where every decision has to run through the managing partner, and my old bullseye org chart have in common? They all look like leadership… but they quietly train everyone to wait for the hero (or want to be hero) to show up. The Avengers only thrive

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Virtual Assistants and the Future of Legal Operations

February 13, 2026

A few months ago, I got into an argument with someone who said that firms needed to bring everyone back to the office. They had secret numbers they could not share about efficiency and such. And yes, you certainly can do that, but you do not have to. How do I know that? Because I

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How My 75-Day Challenge Reinforced Business Growth Principles

February 13, 2026

It’s over, it’s over, it’s over! My 75Hard experience is over, and I want to go deep into it with you. To be honest, it confirmed everything I talk about when it comes to running a good firm. I took the same principles I share here, applied them to my health, and whoa, did it

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How AI Is Revolutionizing the Legal Landscape

February 13, 2026

Are you a law firm owner looking to improve your practice and better serve your clients? If so, you should consider how artificial intelligence, or AI, can support your business. AI has the potential to significantly improve the efficiency and effectiveness of legal work, and many law firms are already using it successfully. In this

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Beyond the Immediate: The Impact of Second-Order Thinking in Law Firms

February 13, 2026

In the 1980s, the US provided military and financial support to try and counter the Soviet influence in the Middle East. Some of these Afghan rebels that we trained and armed became figures like Osama bin Laden and others who later formed Al-Qaeda. Could we have foreseen those decisions in the 1980s leading to 9/11?

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Find Out How to Grow Your Business in the New Year

February 13, 2026

250 Practical Ways to Move Your Firm Forward As Rod Serling would sometimes say, this episode calls for a different kind of introduction. And so does this newsletter. Below are 250 things you can do to move your firm forward next year. You can do all of them, though that is probably not ideal. You

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Business Practices We Love to Hate

February 13, 2026

Today, I’m going to be the old man yelling at a cloud. Here are 9 things businesses do that I HATE, HATE, HATE: 1. Not Getting To The Point The quicker or more succinctly I can explain something, the more impactful it is. Someone once sent me to a 3-hour YouTube video to explain something

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How Do I Start a Law Firm?

February 13, 2026

The Beauty (and Brutality) of Doing It Right From Day One Starting a law firm is hard. Most firms fail early for one (or more) of the same reasons: Recently, I spoke with law students and new lawyers about starting their own firms. But even if you already run a well-established practice, there’s a lot

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I love being invited to events— especially when it involves the chance to help more people run a business they can be proud of while living a life that’s even better. Whether it’s your awesome podcast or the conference of the year, let’s chat about how I can help make it that much better.

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It’s Not Easy

Being Green.

And it’s not easy to build a successful business while maintaining a sense of control over your life, either. That’s why I’m here, to help you create the kind of life you will love to live. Yep, you can have your cake and eat it too. Who would want a cake they can’t eat? (even if I am more of a cookie/brownie type guy).

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