Most execs at most companies really are driven by very short-term planning and thinking, as it benefits their career to do so. They just need enough good quarters/years to justify their promotion from VP to SVP or SVP to CEO. Nobody gets blamed and punished three years after they move on to a new role for the shortsighted choices they made in their previous role.

Having said that, Cutler is not one of those execs, but was certainly subject to pressure from above to get systems out the door and keep the revenue stream coming in. As he mentions early in the interview, he’s really bothered by shipping bugs, really disappointed with the quality of software engineers in the industry, and really bothered by program/project managers treating every bug like a rare corner case. I concur with him on all three. Most of the bugs I file are “corner cases”, and yet I hit those issues every day and my bugs have multiple dups in the database and/or my bug gets duped back to an early report.

Having spent a few decades in this industry, all of it in Big Tech, I have yet to come across a company that doesn’t fold to the same sort of pressure, even if the engineers and first-level managers are pushing to get bugs fixed before shipping, and pushing for more frequent bug fix updates.