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Coaching

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Navigating Our Lostness

A few weeks ago I was on a meditation retreat in upstate New York. On the first night, preparing to observe silence the next day, I stood in a dark hallway talking with Jonathan, a prominent psychoanalyst. Behind us, a soft red glow from the EXIT sign above the door,

Navigating Our Lostness
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Investing In Your Co-Founder Relationship To Weather The Storm

What if I told you that you could have a healthy and trusting co-founder relationship? What if I told you that you could meet any roadblock head on? What if I told you there were simple practices to create a stronger union with your co-founder? Here’s the good news:

Investing In Your Co-Founder Relationship To Weather The Storm
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The Ultimate Annual Review

2020 has stretched us unlike any year in history. All of our lives have been upended. We've had to cope with COVID-19, social distancing, work from home, the election, economic hardships, and much more. This year has been truly unprecedented. Thankfully, it's time to turn the page on 2020 and

The Ultimate Annual Review
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What I’ve Learned In My First Year as a Solopreneur

Exactly a year ago, I announced that I was leaving the world of institutional venture capital to pursue a career as a coach, advisor, and angel investor. I honestly had no clue what the path was going to look like or where it would lead me. This was one of

What I’ve Learned In My First Year as a Solopreneur
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The Most Important Question to Ask When Making a Big Career Decision

Last week, I Zoom'd with a friend / mentee who is on the verge of negotiating a new compensation package with his employer. Given the impending negotiation, he's starting to think about his possible futures - both within and outside the organization. He wasn't sure how to proceed. During our time

The Most Important Question to Ask When Making a Big Career Decision
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How My Coaching Works

I'm asked by prospective coaching partners all the time what it's like to work together. I frequently hear questions like, how's your coaching structured or how does it all work?  Whenever I get the same questions over and over, I find it useful to put pen to paper. This helps

How My Coaching Works
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Who I Serve

I recently started working with Chris Sparks [https://www.theforcingfunction.com/] of The Forcing Function. He's a performance coach who was one of the top online poker players in the world. I hired Chris because I want to maximize my creative output, prioritize all the opportunities flying at me, and

Who I Serve
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What a Meditation Master Taught Me About the Power of Intention

My spiritual teacher recently recommended the book, The Mind Illuminated [https://www.amazon.com/dp/B01INMZKAQ/ref=dp-kindle-redirect?_encoding=UTF8&btkr=1] by Culdasa [http://culadasa.com/], (a.k.a. John Yates, PhD). He suggested this to help me go deeper into my meditation practice. Despite only being half way

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An Entrepreneur’s Guide to Finding a Coach

I’m frequently asked by entrepreneurs, investors and friends how to find and select a coach. It turns out there aren’t a ton of useful resources out there. I figured this was a timely opportunity to create and publish a comprehensive guide to help those leaders committed to professional

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Finding Your Coach: Fit Is Everything

Over the last two months, I’ve had dozens of conversations with potential coaching partners (I prefer this term over ‘clients’). I enjoy these conversations because I learn so much about a person — their history, company, vision, aspirations, blockers and more. I’m also able to glean who they want