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The (Really) Simple Contract Management Blog

The (Really) Simple Contract Management Blog

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    • AI Contract Management: What I Let It Do and What I Still Check Myself

      AI Contract Management: What I Let It Do and What I Still Check Myself

      June 30, 2026
      Contract Management

      A vendor sent me a 47 page MSA last spring. The kind with three exhibits, an SLA, a data processing addendum, and a pricing schedule that referenced a… (Read more →)

    • Contract Repository Software: What I’d Buy After Cleaning the Folder First

      Contract Repository Software: What I’d Buy After Cleaning the Folder First

      June 25, 2026
      Contract Management

      A few years back, I inherited a contract folder from someone who’d left the company three months earlier. It was on a shared drive called “Legal OLD” and… (Read more →)

    • Redlining a Contract: My Rules Before Anyone Touches Track Changes

      Redlining a Contract: My Rules Before Anyone Touches Track Changes

      June 23, 2026
      Contract Management

      A few years ago, a sales director sent me a vendor MSA at 4:47 on a Friday. Subject line: “quick redline?” The contract was 38 pages. He had already… (Read more →)

    • When Your Spreadsheet Becomes a Contract Management System

      When Your Spreadsheet Becomes a Contract Management System

      June 18, 2026
      Contract Management

      A few years ago, I inherited a spreadsheet from someone who had left the company three months earlier. It had 412 rows. It had four tabs. One tab was… (Read more →)

    • Contract Obligation Tracking: The Promises Nobody Owns

      Contract Obligation Tracking: The Promises Nobody Owns

      June 16, 2026
      Contract Management

      Buried on page 14 of a vendor agreement I inherited last year, there was this line: “Supplier shall provide quarterly business reviews including service… (Read more →)

    • Vendor Contract Management Starts With One List

      Vendor Contract Management Starts With One List

      June 11, 2026
      Contract Management

      A few years ago I inherited a vendor portfolio from someone who had left the company three weeks before I started. There was no handoff. There was a… (Read more →)

    • Contract Compliance Audits Are Mostly a Filing Problem

      Contract Compliance Audits Are Mostly a Filing Problem

      June 9, 2026
      Contract Management

      The first time I got pulled into a contract compliance audit, I thought I was going to be asked smart legal questions. I wasn’t. I was asked, in order… (Read more →)

    • The Contract Intake Form That Stopped the 4:47 PM Slack Message

      The Contract Intake Form That Stopped the 4:47 PM Slack Message

      June 4, 2026
      Contract Management

      It was a Thursday. I remember because I was about to close my laptop and walk the dog. My phone buzzed: “Hey Dave, super quick one — can you look at this… (Read more →)

    • MSA vs SOW: The Order I Teach Every New Hire

      MSA vs SOW: The Order I Teach Every New Hire

      June 2, 2026
      Contract Management

      The first week I onboard anyone into contracts, I hand them two PDFs from the same vendor. One is 22 pages and reads like a legal textbook. The other is 4… (Read more →)

    • Contract Automation Should Start With Reminders, Not AI

      Contract Automation Should Start With Reminders, Not AI

      May 28, 2026
      Contract Management

      A few years ago, I inherited a contract folder from someone who had left the company three months earlier. There were 312 agreements in it. The newest one… (Read more →)

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    The (Really) Simple Contract Management Blog