Strategic Thinking Coaching for Leaders
Strategic Thinking Applied
Individual coaching to strengthen strategic leadership and increase business impact
Three months • Virtual • Individual start dates
You have a capable leader who delivers. You want them to think more broadly, bring stronger recommendations, and take greater ownership of direction. But “be more strategic” can be hard to turn into a useful development plan.
Strategic Thinking Applied is a three-month individual coaching program for directors, VPs, and high-potential leaders.
Through coaching, leaders work through real decisions, recommendations, and stakeholder challenges while building judgment and habits they can use across their role. The work advances a business priority and gives the leader a practical way to develop and demonstrate stronger strategic thinking.
Schedule a short conversation about the leader, their development needs, and whether the program fits.
Who comes to mind on your team? This program is designed for directors, VPs, and other leaders whose work calls for broader judgment and influence. It may be a good fit for someone who:
Delivers reliably and is ready to help shape direction.
Brings deep functional expertise and needs to consider the wider business.
Leads an important initiative that needs support across teams.
Needs to bring clearer recommendations and anticipate executive questions.
Is preparing for greater responsibility or a future leadership role.
Title matters less than the work they lead and their willingness to examine how they approach it. The leader needs room to make meaningful choices and an interest in trying something different.
Who is Strategic Thinking Coaching For?
We agree on two development goals for each leader. Depending on their needs, the work may focus on:
Stronger recommendations
Bring a considered point of view, connect it to business priorities, explain the tradeoffs, and anticipate the questions senior leaders will ask.
Broader business judgment
Question the problem before jumping to a solution. Test assumptions and consider consequences beyond the immediate team.
Greater influence across teams
Understand what matters to other people and involve them early enough for their perspectives to improve the direction.
More ownership of direction
Bring options and a recommendation. Set a clearer direction and involve the team in thinking through decisions.
Increase Strategic Impact
Each participant brings an initiative that matters to the business. It might involve growth, customer experience, workforce planning, organizational change, operational improvement, or building a new capability.
In private coaching, we work through the choices that need attention. What problem are they solving? What have they assumed? Whose perspective could change their approach? What would make the outcome valuable to the business?
A leader might sharpen a business case before requesting resources, explore the concerns behind resistance, or test an assumption before the team commits more time and money. Tools and application activities are selected around the leader’s goals and the work in front of them.
The initiative gives them a place to practice. Their development goals keep us focused on how they lead across their role, including when priorities change.
Connect coaching to real work
Advance a business priority while developing the leader.
How Coaching Works:
The three-month program is virtual, with individual start dates. Private coaching anchors the experience, supported by assessments, tailored tools, application, and live peer discussions.
Start with shared expectations
Self and supervisor observation assessments inform a 60-minute opening review with the participant and sponsor. Together, we agree on two development goals and concrete signs of progress.
Coach and apply each month
One private 60-minute coaching session.
Approximately 30 minutes of focused self-paced learning.
Tools and application activities tailored to the leader’s goals and current work.
One 90-minute live peer discussion exploring a strategic leadership topic.
Check progress along the way
A 20–30-minute midpoint conversation with the participant and sponsor explores early application, competing demands, and support for the next steps.
Review what has changed
Repeat assessments and a 60-minute closing review help us look at changes in thinking and behavior, examples from the work, and priorities for continued development.
Your role as sponsor
You help make the development specific. What do you want the leader to strengthen? Where are you noticing a change? What might be getting in the way? Opening, midpoint, and closing conversations give us time to discuss those questions. Private coaching remains confidential within agreed boundaries for sharing progress.
Email support and brief calls are available between sessions, with a response within two business days and calls subject to availability. Participants keep downloadable tools and have six months of learning-resource access from their start date.
Frequently Asked Questions
About Strategic Thinking Coaching
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A workshop gives a group a shared experience and tools to use. Individual coaching gives one leader repeated opportunities to examine their own thinking, apply a different approach, and reflect on what happened. The focus is tailored to their responsibilities and development goals.
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Choose work that matters to the business and gives the leader room to influence direction. It should involve meaningful decisions, assumptions to test, or people whose perspectives and support matter. We can discuss options during the fit conversation.
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Each month includes a 60-minute coaching session, a 90-minute peer session, and approximately 30 minutes of self-paced learning. Assessments, opening and closing reviews, a midpoint check-in, and application activities add time. Activities connect to existing work wherever practical.
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Live peer sessions meet on the second Tuesday of each month, noon–1:30 p.m. Central. Each session stands on its own. Discussions are not recorded; missed-session summaries and reflection prompts support application. Some sessions may be rescheduled as needed.
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We establish two development goals and concrete signs of progress at the start. Self and supervisor observation assessments, sponsor observations, and examples from the leader’s work help us examine what has changed. We look at how the leader thinks and acts, as well as their contribution to the initiative.
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Participants have individual start dates and join the shared monthly peer discussions. Individual coaching and review milestones follow their own start date. We will discuss timing during the fit conversation.
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Yes. Leaders can enroll independently, with individual reviews in place of sponsor conversations.
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We’ll discuss the investment and purchasing arrangements during the fit conversation. Payment is due before the engagement begins, with corporate purchasing terms agreed separately. Credit cards accepted.
Have a Leader in Mind?
Let’s talk about what you want them to strengthen, the work they’re leading, and whether Strategic Thinking Applied is a good fit.