It's the Friday before the Fourth of July, which means inboxes are quieter and productivity may be... negotiable. So, if you're squeezing in one last read before the holiday weekend, we've got you covered!
First up: a fresh perspective on how technology leaders should really be measuring AI success, from the desk of one of our long-time Contributing CIOs.
P.S. ICYMI - Through July 11th, you can upgrade to get unlimited access to TNCR at only $2.50/month. We’re celebrating 250 with $2.50! 🎆 (This won’t come around again for a while.)
FEATURED
AI spending has quickly become a permanent line item in most technology budgets. Like any material investment, it is now attracting serious scrutiny around whether it is truly delivering value.
Yet AI resists traditional evaluation in ways that most other technology categories do not, because the standard frameworks and metrics we use to assess IT spend don’t easily translate. The longer businesses tolerate this mismatch, the more they will continue to scale commitments they cannot yet justify.
Most of us can report how many tokens we used. Far fewer can say what those tokens produced.
That gap, between how AI is billed and how its value is measured, is one of the harder management problems in enterprise AI today. Closing it is a measurement problem rather than a technical one, and it responds to a straightforward framework you can use in a budget conversation. Keep reading…
EXTRA BYTES
RESOURCE HUB
What Jamf changed to stop drowning in IT tickets
500+ SaaS apps. Thousands of devices. A flood of help desk tickets. And a team of 30 people to manage all of it.
That's the reality for Jamf's IT team - but instead of drowning, they built their way out. On July 10th, learn exactly how they replaced manual, ticket-based IT work with intelligent workflows.
GPT-5.6 PREVIEW
The release introduces a three-tier model family consisting of Sol, Terra, and Luna.
Sol delivers OpenAI’s highest level of reasoning performance for demanding technical work.
Terra provides performance comparable to GPT-5.5 while cutting costs in half, making it suitable for everyday business applications.
Luna focuses on high-volume workloads where speed and affordability carry greater weight.
CISO APPOINTMENT AT UBER
The executive said Uber’s mission and real-world impact made the opportunity especially compelling, noting that security at the company helps protect not only data but also the safety of riders, drivers, couriers, and trips around the world.
CYBER REWIND
“Clarity is what transforms cybersecurity from a constant operational burden into a mature and manageable business capability.”
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