
Three chief strategy officers at HBR's first Strategy Summit shared how they adapt long-term plans for an era where AI reshapes markets faster than forecasts can track. Key lesson: plan for optionality, not fixed outcomes.
Three chief strategy officers gathered at Harvard Business Review's first Strategy Summit this year to lay out how they are adapting long-range planning for an era where artificial intelligence reshapes markets faster than traditional forecasts can track. Sherry Sanger runs strategy at Penske Transportation Solutions. Jennifer Moll holds the same role at DTEX Systems. Maran Nalluswami, chief strategy officer at a technology company, also took part. The session was part of HBR's Executive Live event series.
Sanger said her team focuses on scenario planning that assumes AI will change logistics sooner than most competitors expect. She does not treat AI as a single tool. She sees it as a bundle of capabilities – automation, prediction, routing optimization – each with its own adoption curve.
Moll, whose company works in insider-risk detection, described a different tension. AI lets DTEX find patterns across massive datasets. It also introduces new attack surfaces. Her team mapped those surfaces before integrating AI into the product line. The result was a slower rollout that cut rework later.
Nalluswami talked about talent. Strategy officers cannot just buy AI tools, he said. They have to hire people who can ask the right questions of those tools. His firm rewrote job descriptions for data scientists and analysts to emphasize business judgment over technical fluency.
All three agreed on one point. The horizon for strategic bets has shortened. A five-year plan once felt safe. Now the assumptions behind any long-range forecast can shift in six months, they said. Sanger said Penske revisits its capital expenditure plans every quarter, not annually. Moll uses rolling 18-month roadmaps instead of hard annual budgets.
None of the executives called for a defensive posture. They described AI disruption as an accelerant, not a threat. The challenge is not whether to adopt AI. The challenge is how to stay flexible enough to change course when the technology evolves again.
The summit also surfaced a common frustration. The gap between board-level AI enthusiasm and operating-level readiness is wide. Sanger said her board wants AI milestones in every business unit. The units lack the data infrastructure to deliver. She spends as much time on data hygiene as on AI strategy.
Moll pushed back on the idea that AI strategy is separate from business strategy. Her planning process starts with the customer problem, not the algorithm. The AI decision comes last.
Nalluswami warned against outsourcing too much strategic thinking to vendors. When companies buy an AI platform, they also buy the vendor's assumptions about the market. That can lock in a worldview that is wrong for the company's specific position.
The session closed without a single framework for AI-era strategy. Each executive works from a different playbook. The common thread was skepticism of fixed plans and a preference for optionality – investments that leave room to pivot. HBR plans to continue the Strategy Summit as an annual event. No date has been set for the next one.
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