Hi, I’m Jasper 🤗

I help leaders think clearly, grow quickly, and improve their odds. I coach CEOs & execs at the portfolio companies of 1517, YC, First Round, Khosla, Bessemer, & more.

In addition to 1-1 coaching, I help CEOs run impactful team meetings and sometimes step up as interim COO when a client needs hands-on support.

I trained with the late David Peterson (Director of Coaching at Google & 7 Paths Forward) and Marcy Swenson (coach to the founders of Lyft, Twilio, Pivotal, and Reddit). Outside of work, I love spending time with my puppy, skiing as much as possible, and eating lots of cheese.

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Want to work together? Email me!


These days, I’m pretty jazzed about life, but that wasn’t always the case. I understand the emotional journey that startup leaders experience because I've lived the shame, joy, and anxiety myself. I became a coach after burning myself out (pretty badly) and lots of therapy (which was the best investment I've ever made).

<aside> 🌟 If you’re curious about coaching, book a free intro call with me here.

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Client testimonials

“I encourage you to book a session with Jasper as so much of coaching is about the 1:1 connection. Jasper's superpower is meeting execs where they are & not letting them off the hook for meeting their personal goals. That combo (empathy and rigor) is hard to find. I highly recommend him.”

-Robin Spencer, COO, Clearbit (acquired by NYSE: HUBS)

When I first started working with Jasper it was because I was stepping up into a new executive leadership role and wanted to increase the likelihood I’d be successful. Not only did Jasper help me navigate this transition successfully, but was a strategic partner as I thought about my career, team, and long term trajectory. I leave every call energized with actionable next steps and opportunities to grow.”

-Tai Rattigan, Global Head of Partnerships, Deel

“Jasper has been a transformative force in my personal and professional life. Having worked with other executive coaches, I've found unique support in Jasper’s holistic approach--he understands the whole of who I am and who I'm becoming.”

-Jack Defuria, President & co-founder, Parade

"Imagine having a guide to help illuminate your blind spots. Someone to help you decide what is important and where to focus. Working with Dale Jasper has provided truly critical insights in my second startup journey, but perhaps more importantly, I'm learning how to grow myself."

-John Cheng, founder Playnomics (acquired by NYSE: UNTY)

“I highly recommend Jasper as a thought partner and coach. There is no better time to try out coaching than the present if those annual goals are looking a bit daunting.“

-Sandeep Paruchuri, Product Lead, WhatsApp