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Here’s a question for you: How competent are you at making a strategic decision?
According to McKinsey, the gap between the world’s most profitable and least profitable companies is getting wider. The top quintile of companies by economic profit captures 90% of the total profit generated. Meanwhile, the bottom quintile of companies is driving increasing losses. The gap between the two groups has more than doubled in the last two decades. McKinsey argues that this trend suggests the return on a good strategy is growing, as is the cost of a bad strategy.
In 2025, we’ve seen companies make major strategic bets, many of which have centered on digital transformation.
The largest tech companies are all spending heavily on AI. Alphabet, Amazon, Meta, and Microsoft are expected to spend a combined $380 billion in capital expenditures this current fiscal year, the bulk of which is going towards chips, servers, and data center expenses. That’s a 1,300% increase from a decade ago.
These trends have been accompanied by announcements of organizational changes. Over a million people have been laid off in 2025, more than in any year since 2020.
The stakes for strategic decisions have never been higher, and only time can tell whether the risks taken are worth the payoff.
The stark reality, however, is that most strategic decisions fail.
According to a 2024-2025 McKinsey survey, only 21% of executives reported that their corporate strategies passed four or more of McKinsey’s ‘Ten Tests of Strategy.’ That’s a 40% decrease from 15 years ago, driven by increasing uncertainty in today’s economic climate.
So, how does one make a good strategic decision?

The bulk of what we convey here must be credited to the work of Professor Phil Rosenzweig and, in particular, to his 2013 Harvard Business Review article, What Makes Strategic Decisions Different.
Rosenzweig argues that most research about decision making focuses on the simpler kinds of decisions involving routine judgments and choices (e.g., which grocery store to go to or which brand of milk to buy), rather than the complex, strategic decisions that must be made by those who run significant businesses. The problem here is that applying insights from simple-decision research directly to such strategic decision-making can be counterproductive.
So, the first step is to recognize what type of decision you’re making here.
Rosenzweig proposes evaluating the decision by looking at two questions:
Based on these two metrics, there are four basic types of decision:
Type #4 decisions, of course, lie at the heart of strategic management decisions. According to Rosenzweig, this type of decision is rarely studied under controlled conditions.
Many of the biases we’ve been taught to be conscious of in decision-making, such as the sunk cost fallacy or the concept of being fooled by randomness, apply only to Type #1 decisions. Game theory, meanwhile, offers competitive guidance for making Type #3 decisions, albeit it doesn’t really factor in the role of management.
But these theories and concepts all fall short in advising us on how to make better strategic decisions, which fall into the hardest bucket.
Ultimately, an effective business leader can’t be held back by ‘analysis paralysis’ and must be willing to make a decision.
For the most consequential, strategic decisions, Rosenzweig argues that decision-makers need a hybrid mindset, combining:
The key is to recognize what kind of decision you’re making, then adopt the right approach for that kind of decision. Treating a strategic decision like a routine choice is a mistake. The lessons we’ve learnt about biases that impact simple choices don’t always apply to complex, high-stakes decisions.

Rosenzweig’s decision matrix provides the starting point for tackling this question.
To begin, we have recognized strategic decisions as a different beast from everyday choices. They aren’t situations where simple behavioral tweaks will help; they involve shaping outcomes under uncertainty, with success defined by beating competitors.
Now that we’ve understood this, if strategy is inherently about winning relative to rivals, then the central question becomes: how should a firm position itself to create a lasting competitive edge?
For that, dear reader, we invite you to read our next week’s newsletter article…
Amy Cai is an Associate Editor at Financial Poise with over seven years of experience in editing, marketing, and public relations. She is passionate about storytelling and specializes in making complex business and financial topics accessible and engaging for broader audiences.
Jonathan Friedland is a principal at Much Shelist. He is ranked AV® Preeminent™ by Martindale.com, has been repeatedly recognized as a “SuperLawyer”, by Leading Lawyers Magazine, is rated 10/10 by AVVO, and has received numerous other accolades. He has been profiled, interviewed, and/or quoted in publications such as Buyouts Magazine; Smart Business Magazine; The M&A…