
Executive Coaching
Solve the Unsolvable
Solve problems that have no known solutions.
Tackle questions that have no right answers.
Develop tools to self-coach and create your own advice.
Executive Coaching
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Transitioning into or out of a role or organization
Navigating life in the wrong role or the wrong workplace
Losing touch with what you loved about your work
Losing sight of your core values
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Launch new teams well with a tactical formation process. Or lead a seasoned team back to basics to establish a stronger foundation.
Address butting-heads with board members and/or team members
Navigate life on highly-political teams and solve collaboration-breakdowns with key partners
Improve comfort with delegation and shift to big-picture thinking
Sell organizational change or out-of-the-box ideas to scared, apathetic, and intrenched stakeholders
Coach, mentor, and lead direct reports toward personal growth and business outcomes
(See Team Coaching)
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Set a new direction for your team, your org, or yourself.
Self:
Clarify personal interests and ambitions
Identify strong and weak points in your performance
Clarify areas where growth is truly exciting to you
Strategically develop growth plans
Execute on plans with accountability
Adapt as interests and needs evolve
Team & Org:
Take stock of existing vision, execution, and performance—across products, services, and/or company culture
Define vision for future growth
Set team and organizational objectives
Execute and adapt
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Coaching to boost individual creativity and/or grow creative-team leadership skills.
Develop solo skills and tools for creative problem-solving:
Finding enthusiasm on boring problems
Boosting personal creativity & getting unstuck
Selling innovative ideas to colleagues and stakeholders
Or else solve the problem now:
Tackle a creative problem
Test & iterate on your ideas
Decide among possible solutions
Recover from failure
Learn how to lead your team to innovation, even when your team doesn’t believe that they’re “creative.”
Foster a culture of innovation
Choose the right people for your innovation team
Overcome apathy: find the fun in any problem
Overcome negativity: respond to the chorus of “No” and the pain of failure
Lead productive brainstorms
Shake up “the way we’ve always done it”
See the Innovation Hub
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Tackle challenges in work/life balance
Find the root of workplace apathy and boost personal enthusiasm
Pivot to a new role or company that better suits your passions, values, skills, and needs
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Get off Zoom, get away from the desk, and get on your feet. It’s out in the world and out of our heads that the greatest discoveries are made.
Learn more about the Trespass Leadership Project.
Inquiry-based coaching.
An inquiry-based process designed to help executive leaders coach themselves and others—developed and tested over a decade, in partnership with more than 50 CEOs, founders, and senior executives, hailing from multi-billion dollar hedge funds, Nobel-winning teams, and brands like McKinsey, Google, NASDAQ, and Microsoft. Inspired by principles of human-centered design and learner-centered pedagogy.
CREED OF THE ANTI-COACH
You know the answer. You just haven’t said it out loud yet.
Traditional coaching is all about knowledge transfer. Someone else seems to know the answer, and they transfer that knowledge to you. But in crisis, in decision, and in creation, leaders and innovators need to find their own answers. In Leadership Coaching, your coach uses deep interrogation to empower you to lead yourself and others. It’s a process that generates better answers, lasting solutions, surprising innovations, and a capacity to coach others using the same methodology.