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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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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

What a Meditation Master Taught Me About the Power of Intention
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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

An Entrepreneur’s Guide to Finding a Coach
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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

Finding Your Coach: Fit Is Everything
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A Weekend In The Woods With EVRYMAN

Several weeks ago, I ventured up to the Berkshires on a cold Friday morning to participate in a three day intensive retreat organized by a powerful organization called EVRYMAN [https://evryman.com/]. I‘ve been involved in nearly a dozen trainings and retreats over the past two years. This one

A Weekend In The Woods With EVRYMAN