Daily Digest - 2026-05-20

1. Supercompanies are coming — Greg & Taylor Why read: How the best companies are building AI into their operations to move faster than competitors...

Lessons from Eben Upton

Eben Upton is a computer scientist and the co-founder of Raspberry Pi. He is known for designing an affordable, highly capable microcomputer that revitalized computer science education and unexpectedly became an industrial standard. This profile explores his approach to hardware architecture, cost-engineering, and the philosophy of giving users a "

GTM Engineering — Series Index

GTM Engineering is a 10 part series. Use this index as the table of contents and read the posts in order. Read the series in order GTM Engineering Is Not...

GTM Engineering Series #10: The GTM Engineering Audit

A GTM engineering audit should not start with the tool stack. Tools matter, but the first question is whether the revenue system has explicit behavior. Can the company name its core GTM objects? Are lifecycle states defined? Do signals have contracts? Does routing have tests? Does CRM help operators work?

GTM Engineering Series #9: GTM Observability

Software teams learned that logs, metrics, traces, alerts, and dashboards are not optional once systems become complex. GTM systems have reached the same point, but most teams still rely on lagging reports and anecdotal inspection. GTM observability means the company can see how revenue workflows behave. It should show outcomes

GTM Engineering Series #8: AI and Agents Need GTM Runtime Controls

AI in GTM is moving from content assistance to runtime behavior. Agents research accounts, summarize calls, enrich records, draft outreach, recommend plays, inspect pipeline, create tasks, update CRM, monitor renewals, and suggest expansion paths. That work needs runtime controls. The mistake is to treat GTM agents as productivity tools only.

GTM Engineering Series #7: Experimentation Belongs in GTM Infrastructure

Most GTM experimentation is too informal. Someone changes a sequence, tries a campaign, tests a message, adjusts scoring, adds a channel, shifts routing, or changes a play. A few weeks later, the team looks at a dashboard and argues about what happened. That is not an experimentation system. It is

GTM Engineering Series #6: Enrichment Pipelines Need Reliability

Enrichment is often treated as a convenience. Fill missing fields. Add firmographics. Find titles. Append technologies. Refresh headcount. Pull funding. Add intent. Give the field more context. At scale, enrichment is infrastructure. Bad enrichment can break routing, territory, segmentation, personalization, scoring, forecasting, customer health, and account strategy. When a company
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