Red Team Thinking Intensive

A 90-minute session using Red Team Thinking tools and techniques to challenge assumptions, stress-test strategy, and identify blind spots before you commit to high-stakes decisions.

You're about to make a significant decision. Launch a new initiative. Restructure your organization. Enter a new market. Make a key hire or partnership.

Everyone around you is nodding along. The plan seems solid. The logic is sound. But what if you're all missing something critical? What if the assumptions underlying your strategy are wrong? What if the plan only looks good because no one with real power has challenged it?

The pace of change keeps accelerating. Leaders need agility to navigate constant disruption—but agility without direction just creates chaos. You need to be able to challenge your thinking, stress-test your strategy, and pivot when necessary while staying grounded in clear purpose and sound judgment.

This 90-minute intensive brings Red Team Thinking—a methodology designed to break through groupthink and surface dangerous blind spots—to your business challenge. We'll actively work to dismantle your plan, challenge your core assumptions, identify what could go wrong that you haven't considered, and strengthen your approach before you commit.

You will leave with:
●  Clear visibility into the assumptions underlying your strategy (and which ones are most dangerous if they are wrong)
●  Identified weak points in your plan that need strengthening before you move forward
●  Alternative scenarios and contingencies you had not considered
●  A more robust strategy that accounts for challenges you are not currently seeing
●  Specific questions to ask and data to gather before making the final call

This intensive is for you if:
● You are about to make a high-stakes decision and want to stress-test it before committing
● You keep getting surprised by problems you should have seen coming
● You operate in an organization where existing power structures, culture, or groupthink discourage real challenge
● You need to present a strategy to a board or executive team and want to anticipate their pushback
● You are facing a strategic inflection point and are not confident you are seeing the full picture
● You want to build a culture where constructive challenge strengthens ideas instead of threatening them
● You are one of the few people in the room with your perspective and you need strategic tools to ensure that perspective gets heard and influences decisions

Investment: $1,700 for 90-minute intensive session