The TLDR: Over the past six years, The Ultimate Annual Review guided 45,000+ people around the world through year-end reflection. Like all meaningful transitions, it's time to honor the ending and embrace a new chapter. Our team at Downshift has reimagined the entire experience—shifting from goals…
Every year, I speak with prospective clients and friends who find themselves asking, “Is this it?” They’re high-performing leaders, entrepreneurs, and influencers who’ve spent years in motion, hitting milestones and achieving outward success. Yet, beneath the surface, they feel something essential is missing—a quiet, unshakable sense that…
I first came across Andy Johns through an essay that stopped me in my tracks—How to Know When to Stop. It was one of those rare pieces that doesn’t just resonate but shakes something loose inside you. Written with both clarity and depth, it offered a perspective on…
Yesterday, I visited the location of our upcoming Downshift retreat: Menla Mountain House in Phoenicia, New York, nestled deep in a valley within the Catskill Mountains. Surrounded by lush forest and a gentle stream, it’s a place that feels intimately connected to the earth—quiet, natural, and grounding. For…
On August 26th, we announced Downshift’s fall cohort, opened applications, and launched our new website. After a successful first cohort with over 40 applications and transformative results, we expected the second one to be just as smooth. We were mistaken. The universe had other plans. Launching during the last…
Several weeks ago, I met my friend Bryce Roberts of indie.vc in Central Park to discuss my career transition from venture capital to coaching. We talked about how I burned out from the nonstop pace and transactional nature of VC, but also how much I loved (and still miss)…