Q2 2026 Board Webinar: AI Strategy & What's Next For Q3
In this quarterly webinar, Chief Distiller and Board Advisor Esteban Kolsky and Constellation founder R "Ray" Wang examine what changed in Q2, why it matters for enterprise technology strategy, and the signals technology leaders should watch in the coming quarter.
Highlights from the session:
- Q2 clarified where enterprise AI stands: value now depends on controlled execution, not just access to better models.
- Agentic AI shifted from a capability question to an authority question — what agents can access, what they may do, when they must stop, and who owns the outcome.
- Infrastructure has become the practical ceiling on AI ambition, with power, latency, inference cost, and hybrid architecture now shaping what can scale.
- Cybersecurity is a near-term frontier: nonhuman identities and machine-speed activity inside business systems are becoming core controls, not just IT concerns.
- Talent remains the hardest constraint. Models can supply expertise; only people supply judgment and institutional memory.
Looking ahead, Esteban flagged four challenges for Q3: outcome-driven economics, governed agents, edge computing, and nonhuman security.
His bottom line: capability is abundant, controlled execution is scarce. Q3 will test whether AI initiatives are tied to real business processes, governed data, and measurable economics — or whether enterprises keep buying capability faster than they can turn it into value.
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Esteban Kolsky spent the first part of his professional career working on the customer service front line and in management roles, culminating in early implementations of first-generation CRM tools. In 2000, he became a research analyst at Gartner, focused on CRM, customer service, customer experience management, enterprise feedback management, and voice of the customer, among topics that later became the basis for the current field of CX. During his tenure at Gartner, Kolsky assisted vendors and Global 2000 organizations with their customer strategies. He left Gartner to focus his career on strategic advisory services and influenced all the major software vendors, as well as many smaller vendors, in the CX industry and advised executive leadership teams across industries and countries…...
Read moreR “Ray” Wang is the CEO of Silicon Valley-based Constellation Research Inc. He co-hosts DisrupTV, a weekly enterprise tech and leadership webcast that averages 50,000 views per episode and blogs at www.raywang.org. His ground-breaking best-selling book on digital transformation, Disrupting Digital Business, was published by Harvard Business Review Press in 2015. Ray's new book about Digital Giants and the future of business, titled, Everybody Wants to Rule The World was released in July 2021. Wang is well-quoted and frequently interviewed by media outlets such as the Wall Street Journal, Fox Business, CNBC, Yahoo Finance, Cheddar, and Bloomberg. Short Bio R “Ray” Wang (pronounced WAHNG) is the Founder, Chairman, and Principal Analyst of Silicon Valley-based Constellation Research Inc. He…...
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