Richard H.
1,110 min coaching
Former Consultant & Tech Exec Turned Educator
I’m a career coach with firsthand experience navigating bold pivots, rapid growth, and purpose-driven reinvention. Over the past decade, I’ve built a multi-chapter career across consulting, marketing, strategy & operations, and most recently, education. I coach people through career growth through real world experience.
I started my career in management consulting at Deloitte, then made the leap into marketing at Stitch Fix, where I was promoted three times to lead a 20+ person team. From there, I transitioned into strategy and business operations, eventually serving as VP of Strategy & Analytics at AllTrails, where I sat on the senior leadership team. Most recently, I’ve followed a long-held passion and pivoted into education, now working as a high school teacher.
My strength lies in helping people figure out not just how to grow fast, but how to grow with intention. I understand what it takes to succeed in high-performance environments, but also how to listen inward, redefine success, and take smart, courageous steps towards your passion. And at times, doing the work to understand what that passion is.
As a coach, I can help with career transitions, goal-setting, internal growth, job search strategy, interview prep, and thought partnership on what to optimize for in your next chapter. Whether you’re looking to climb or looking to pivot, I’m here to help you find your path, and walk it with confidence.
Looking forward to building a tailored plan for your career journey!

Works at Menlo School
$150/hr
Available tomorrow