The CTO Advisor

The CTO Advisor

A conversation geared toward the CTO or Infrastructure Architect. Shows topics focus on future technologies and keeping today's infrastructure in-line with business requirements.

Episode 704: When You Can’t Trust Your Software Updates
The CTO Advisor
Episode 704: When You Can’t Trust Your Software Updates

Recent Episodes

704
Nov. 2, 2026

Episode 704: When You Can’t Trust Your Software Updates

Calvin Hendryx-Parker, co-founder and CTO of Six Feet Up, takes the host chair for a week some are calling Black October: remote shell exploits across the PHP world, a certificate authority with crackable keys, a Brotli RCE in Python, and a second CI pipeline compromise at LiteLLM after a leaked key wasn't fully revoked. Keith Townsend asks whether these are developer problems or operator problems, and how you practice zero trust when the security updates themselves can't be trusted. Calvin make
703
Oct. 26, 2026

Episode 703: Your AI Capacity Plan Depends on More Than GPUs

Calvin Hendryx-Parker, co-founder and CTO of Six Feet Up, is back with Keith Townsend to ask whether the AI bubble is bursting and who is left holding the bag. They start with Oracle's Stargate commitments and Keith's objection to funding that build-out with resources from its database and ERP customers, then get to the constraint underneath it all: power. Keith explains how colocation contracts went from floor space to power, why a rack now holds only a few AI servers, and what that means for o
702
Oct. 19, 2026

Episode 702: Who Gave Your AI Agent That Authority?

Calvin Hendryx-Parker, co-founder and CTO of Six Feet Up, joins Keith Townsend to ask a question CTOs should be asking now: who gave your AI agent that authority? They start with two recent stories, the reported AWS AgentCore case where an agent fetched IAM session credentials from the metadata server on a user's behalf, and a Codex CLI update that leaves a self-updating daemon running after you quit, restarting itself mid-turn when a new version lands. From there, enterprise persistent memory a
701
Oct. 13, 2026

Episode 701: Everpure’s Rob Lee on GPUs, Data Gravity, and KV Cache

Rob Lee, Chief Technology and Growth Officer at Everpure (formerly Pure Storage), is back on the show. Keith Townsend asks how a CTO tells a real compute shortage from a data problem dressed up as one. Rob's answer: stop chasing GPU utilization. Measure how long a task takes and how accurate the result is, and utilization follows. From there, data gravity and why agents working inside transactional flows pull compute toward the data, why AI pushes enterprises to reason across every silo at once
700
Oct. 1, 2026

Episode 700: A New Co-Host, TypeSafe’s Jev, and Qwen3.8 at Home

Episode 700, and a reboot. Keith Townsend welcomes new co-host Calvin Hendryx-Parker, CTO and co-founder of Six Feet Up, pairing an infrastructure view and a development view on the same CTO problems. First up: Jev, TypeSafe AI's System One classifier that returns typed answers in milliseconds for a fraction of a language model's cost, and what it means to hand a closed-weight third party 200,000 rows of your data. Then Qwen3.8 running locally, and the open-weight classifiers chasing Jev. Next w
Aug. 24, 2026

Layer2C Labs 001: Borrow the Vendor’s Plumbing, Not Its Judgment

A replay of Layer2C Labs episode 001 on The CTO Advisor feed. The managed data plane is cheap and fast; the cost it hides is the chunking judgment it takes from you. Keith Townsend built a retrieval pipeline over thirteen years of Tech Field Day transcripts, about 237,000 segments, split between Amazon S3 Vectors and an NVIDIA DGX Spark on his desk, and traced where the decisions actually landed. Written by Keith Townsend and narrated by AI — the voice isn’t his and isn’t pretending to be. The f