Coaching FAQ

How do we get started? 

If we agree to work together after the initial meeting, we'll start with a 90 minute kick-off. During that session we'll go over the basics and logistics. I'll also get to know you better as a person and as a leader. In advance, I'll ask you for some background on you, your team, and your company. Then we'll work on identifying your development goals and make a plan to achieve those. 

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How long does a coaching engagement last? 

I don't have a fixed duration. I organize engagements into 4-6 month cycles with goals in each cycle and evaluations at the end of each cycle. That creates natural break points. Some people I work with for a single cycle, others for years. I prefer long-term relationships. Also, sometimes the intensity waxes and wanes from biweekly to monthly and back, as needs change.

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How do you measure results? 

We'll evaluate results together based on the goals you set. I encourage coachees to consider the impact on the business, their team's performance, and the coachee's visible behaviors and competencies, as well as how the coachee feels. At the beginning of a cycle, it's ideal to identify a group of people who will be in the know on the changes you're making. This group can be a quick source of feedback along the way and at the end of a cycle. They also become champions of your change. In addition, when it makes sense, we might do a lightweight survey of stakeholders. 

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Can you tell me more about 360 reviews? 

I highly recommend 360 reviews. They're a powerful way to get candid feedback, which most CEOs never receive in the normal course of business. I do two types of 360 reviews: 

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• Lightweight - This includes 3 - 4, 30 minute, 1:1 conversations with different stakeholders: ideally, a board member or your manager, 1-2 reports, and 1-2 other people with some insight into your leadership. I give you verbal feedback on what I learned. 

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• Complete - For a complete 360, we identify 10-15 raters. I’ll run a survey called a Leadership Variability Index (LVI) and do qualitative interviews with most of the raters. I’ll compile a detailed report and recommendations. We’ll do an in-depth debrief on the feedback and a second in-depth session to create or calibrate your developmental goals and plan.

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I only do 360s with regular coaching clients. If you do a complete a 360, I recommend a progress report (simple survey) after 6 months. 

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Where are you based? 

I'm based in Boston, but I work with clients anywhere I mostly work virtually.

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When do you do sessions? 

I normally do sessions between 10:30 AM ET and 4:30 PM ET, but I'm flexible. I can always be reached by text and email. Also, I can jump on a call anytime for urgent discussions. 

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How many clients do you work with? 

Normally, I'm working with anywhere from 10 - 20 clients. 

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Do you have a blog, podcast, book, webinar, etc?

No. There is already plenty of content about leadership and management. I curate and share the useful stuff, when it’s helpful. Finding good content about leadership is straightforward. Actually changing yourself so you do it consistently is surprisingly hard. 

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Do you ever work with non CEOs? 

Yes. I primarily work with CEOs, but I also with executives and co-founders. 

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