AI & Cloud News - End of October 2026

Brian and Brandon follow the money through a big month in AI, starting with Cisco president Jeetu Patel handing a 27-year-old ex-founder from acquired startup EzDubs unlimited AI tokens to rewrite 98% of Cisco’s legacy code in 24 months. Brandon likes the audacity but argues the odds improve with more believers who know the systems being rebuilt, while Brian, a 14-year Cisco veteran, recalls an earlier Cisco team that won a blank check to work only on cool projects and warns the friction lands on people, not ideas. On cloud earnings, Brian notes Microsoft now breaks out Azure at about $29 billion a quarter, with Google Cloud near $25 billion and AWS at almost $46 billion, while both point to advertising misses at Amazon and Google as fuel for investor worry about who pays for the AI buildout. Brandon urges Microsoft employees offered buyouts to take them and become the AI experts other enterprises need. The episode closes on Anthropic’s S-1: Brandon argues demand is the only number that matters and that people underestimate exponential growth, while Brian counters that Anthropic is far from profitable, carries compute commitments it can’t exit, and is rushing to market as growth slows.     SHOW: 1076 SHOW VIDEO: https://youtu.be/Ryn5wwb5afY     SHOW SPONSORS: Nord Security - NordLayer AI Scout     SHOW LINKS The Enterprise AI Show Cisco hands a 27-year-old unlimited AI tokens to rewrite 98% of its legacy code (Fortune) Amazon Q3 earnings: AWS grows 39% as advertising misses (CNBC) Microsoft reveals Azure earnings for the first time (DCD) Microsoft offers buyouts to 60,000 staff, about 27% of its workforce (Dealroom) Anthropic files S-1 with the SEC for proposed IPO     GUEST BIO N/A this week     FEEDBACK? Email: show @ the enterprise ai show dot com Bluesky: @TheEntAIShow.bsky.social Twitter/X: @TheEntAIShow Instagram: @TheEntAIShow