Coaching
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,
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:

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
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
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
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
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
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
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
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