>gabes/the letter
goodmonday2026-09-28

the best ai decision most companies have not made is a one-page list of what they already pay for.

after two years of cutting, the average company's app count rose 11 percent this year, with 27 ai tools now in the stack. only 56 percent of what is in use was approved by anyone.

every team bought its own ai tool this year, on its own card, and nobody holds the whole list. mid-market companies went from 116 apps to 164 in a single year.

the cost is not only the subscriptions. it is annual renewals that bill themselves, seats still held by people who left, and client data sitting in tools nobody vetted: 18 percent of companies found leaks coming straight out of ai tools. the fix being sold is another platform to manage the platforms, which adds one to the count.

the move that works costs an afternoon. pull twelve months of card and invoice statements, put every recurring charge on one page with an owner's name next to it, and cancel anything without an owner. then cancel one more each week until every line has a reason someone can say out loud. the companies that did this are not smarter about ai. they just know what they are paying for.

do this: one page, every recurring charge, an owner's name on each line. no owner, no renewal. not this: a platform to manage the platforms.