The (Really) Simple Contract Management Blog

The (Really) Simple Contract Management Blog

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    • 8.6% of Your Contract Value Is Disappearing. I Can Show You Where It Goes.

      8.6% of Your Contract Value Is Disappearing. I Can Show You Where It Goes.

      January 22, 2026
      Contract Management

      There’s a stat that gets cited at every contract management conference, dropped into every vendor whitepaper, and referenced in every pitch deck for CLM software. It comes from World Commerce & Contracting (WorldCC, formerly IACCM), and it goes like this: organizations lose an average of 8.6% of their contract value to poor management. That number (Read more →)

    • I’ve Never Had a 6 Figure CLM Budget. I’ve Never Needed One.

      I’ve Never Had a 6 Figure CLM Budget. I’ve Never Needed One.

      January 20, 2026
      CLM Software

      I’ve spent my entire career at companies with fewer than 500 employees. The kinds of places where “legal department” means one attorney and someone like me. Where “procurement” is a person, not a floor. Where the idea of spending $200,000 a year on contract management software would get you laughed out of a budget meeting (Read more →)

    • 4 CLM Platforms in 15 Years…  Here’s What I Actually Learned.

      4 CLM Platforms in 15 Years… Here’s What I Actually Learned.

      January 20, 2026
      CLM Software

      I’ve been through four CLM platforms in my career. Two I inherited. One I picked. One I picked after learning from all the mistakes I made with the other three. I’m not going to name the first three, because this isn’t a product review. The problems I ran into weren’t really about the software being (Read more →)

    • I Found AI Clauses in 23 Vendor Contracts!!! I Wasn’t Looking for Most of Them.

      I Found AI Clauses in 23 Vendor Contracts!!! I Wasn’t Looking for Most of Them.

      January 15, 2026
      CLM Software

      Six months ago, I renewed a marketing analytics platform and noticed something new in the vendor’s terms: a three-paragraph section on artificial intelligence that hadn’t been there before. It covered how the vendor uses AI in their product, what happens to data that gets processed through their AI features, and whether they retain the right (Read more →)

    • AI in Contract Management: Is It All Just B.S.???

      AI in Contract Management: Is It All Just B.S.???

      January 13, 2026
      CLM Software

      Every CLM vendor on the planet has added “AI-powered” to their marketing page in the last two years. Some of them mean it. Some of them added a chatbot and called it artificial intelligence. And almost all of them are making promises that sound a lot bigger than what the technology actually does when you (Read more →)

    • Why Most CLM Platforms Fail (Guess What! It’s Not the Software!)

      Why Most CLM Platforms Fail (Guess What! It’s Not the Software!)

      January 8, 2026
      CLM Software

      Why Most CLM Platforms Fail (Hint: It’s Not the Software) I’ve watched three CLM implementations fail. Not “fail to deliver ROI” in some abstract consulting-report sense. Fail as in: the company bought the platform, spent months setting it up, and twelve months later almost nobody was using it. The contracts were still in email. The (Read more →)

    • How I Set Up a Contract Management Process from Scratch (Twice!)

      How I Set Up a Contract Management Process from Scratch (Twice!)

      January 6, 2026
      Contract Management

      I’ve built a contract management process from nothing at two different companies. The first time, I had no budget, no tools, and a boss who thought “contract management” meant “make sure we don’t get sued.” The second time, I had a small budget and the benefit of knowing all the mistakes I’d made the first (Read more →)

    • The Most Expensive Mistake in Contract Management Costs $0 to Prevent

      The Most Expensive Mistake in Contract Management Costs $0 to Prevent

      January 2, 2026
      Contract Management

      I keep a list. It’s not an official document or anything. It’s a note on my phone called “Things That Didn’t Have to Happen.” Every time I see or hear about a contract management failure that was entirely preventable, I add it to the list. The list is long. Here are some highlights. A company (Read more →)

    • The REAL Stages of Contract Lifecycle Management (from a Guy Who Lives Them)

      The REAL Stages of Contract Lifecycle Management (from a Guy Who Lives Them)

      December 23, 2025
      Contract Management

      If you Google “stages of contract lifecycle management,” you’ll find a vendor blog for every number between five and twelve. Five stages. Seven stages. Nine stages. One site listed twelve, which I assume includes stages like “Despair” and “Acceptance.” They’re all describing the same thing. The number of stages depends on how granular the author (Read more →)

    • How I Stopped Losing Money on Auto-Renewed Contracts I Forgot About

      How I Stopped Losing Money on Auto-Renewed Contracts I Forgot About

      December 18, 2025
      Contract Management

      I almost missed it by eleven days. It was a Tuesday afternoon. I was doing my weekly contract check (which I’ll get to in a minute) and I noticed a vendor agreement for a data enrichment service we’d signed two years earlier. The contract had a 12-month auto-renewal clause with a 60-day notice requirement. The (Read more →)

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