Exploring the echoes reverberating through time left by the technology of yesterday as we embrace the technology of tomorrow.

The personal AI framing
Personal AI

The personal AI framing

Three years into writing about personal AI. The framing has held in the parts that mattered, bent in the parts I expected to bend, and surprised me in places I didn't see coming. Worth restating the thesis cleanly and saying where it stands.

Sid Smith Sid Smith 6 min read
The five questions every audit trail must answer
AI

The five questions every audit trail must answer

If your audit trail can't answer all five, what happened, why was it allowed, under what rules, who is accountable, who coordinated, you don't have an audit trail. You have logs. The five questions, what populating them takes, and the predictable failure mode for teams that miss each one.

Sid Smith Sid Smith 7 min read
Building an AI assistant that actually remembers
Personal AI

Building an AI assistant that actually remembers

Memory is the hard part of building a personal AI assistant. The model is mostly a solved problem at this point; what separates a daily-driver assistant from a glorified chat window is whether it remembers what matters and forgets what doesn't. Here's how I think about the architecture.

Sid Smith Sid Smith 8 min read
AI in the news: week of April 5, 2026
AI in the News

AI in the news: week of April 5, 2026

Q2 opens. Microsoft put an open-source agent governance toolkit on GitHub covering every OWASP agentic risk. Anthropic refused to ship Mythos 5 under ASL-4. Google split the bet with the Gemini Enterprise Agent Platform plus Gemma 4. Governance is finally shipping as code.

Sid Smith Sid Smith 8 min read
Default-deny as a compliance posture, not a security one
AI

Default-deny as a compliance posture, not a security one

Default-deny gets framed as a security control. The more useful framing is that it's a compliance posture: every 'yes' becomes a justified positive choice, and every action ties back to a specific allowed-rule the auditor can read.

Sid Smith Sid Smith 7 min read
AI in the news: week of March 29, 2026
AI in the News

AI in the news: week of March 29, 2026

Q1 closed loud. The Sora public API got sunset, the White House dropped an AI framework, MCP crossed 97M installs, a Mythos leak surfaced Anthropic's next model, and Oracle led the largest layoff round in its history. Q2 starts with momentum, not from rest.

Sid Smith Sid Smith 6 min read
Apple governance and the long tail
AI

Apple governance and the long tail

Most people will never read an AI governance framework. They'll get their AI through the device in their pocket. Apple's posture sets the floor for billions of users, and that floor matters more than the governance discourse acknowledges.

Sid Smith Sid Smith 7 min read
Confidence as a routing signal, not just a number
AI

Confidence as a routing signal, not just a number

Most teams attach a confidence score to model output and stop there. The mature pattern uses it as a routing signal, high to fast-path, mid to human-in-loop, low to rejected-with-reason. The thresholds are product-specific, the audit story is per-path, and calibration is a discipline.

Sid Smith Sid Smith 7 min read
AI procurement for nonprofits and small teams
AI

AI procurement for nonprofits and small teams

Sub-100-person organizations have different AI procurement constraints than enterprises, tighter budgets, less vendor leverage, less in-house governance, often more sensitive data. Here's the procurement frame that actually fits the shape of those orgs.

Sid Smith Sid Smith 7 min read