Chief Distiller, Board Advisor

Explore Recent Research

Results

The Board
June 15, 2026

Enterprise Technology Intelligence Monthly Update: June 2026

Board Strategy
AI has entered a post-promise phase, where the conversation has shifted from model excitement to the harder work of infrastructure, governance, data readiness, and operating model redesign. Spending continues to climb, with Gartner projecting $2.52 trillion in worldwide AI spending for 2026, yet more than half of CEOs…
Esteban Kolsky
The Board
May 27, 2026

Enterprise Technology Intelligence Book: Board Executive Summary, May 2026

Board Strategy
This month’s thread: AI has crossed from novelty into controlled execution. The market still talks about models, agents, and intelligence, but spending has shifted to the infrastructure required to make AI usable: data, security, governance, compute power, and the people able to redesign work around it.
Esteban Kolsky
The Board
May 26, 2026

Enterprise Technology Intelligence Monthly Update: May 2026

Board Strategy
The market is still talking about models, agents, and intelligence, but the spend pattern has shifted toward the infrastructure required to make any of it usable: data, security, governance, compute power, and the talent able to redesign work around them. The strategic question is whether the enterprise can afford,…
Esteban Kolsky
The Board
April 7, 2026

Enterprise Technology Intelligence Book: Board Executive Summary, April 2026

Board Strategy
A fast read on what’s changing—and what it means for leadership. This summary distills the key signals shaping enterprise AI, including uneven value realization, rising costs, and governance pressures. Built for boards and executives who need clarity on where to focus as AI becomes a core operating priority.
Esteban Kolsky
The Board
April 7, 2026

Enterprise Intelligence Monthly Update: April 2026

Board Strategy
This month’s thread: the breakdown of the “AI promise curve” as it meets execution reality exposes cost structures, governance gaps, and architectural misalignment, forcing enterprises to shift from model-centric thinking to system-level design.
Esteban Kolsky