Richard Harris, career coach

Richard Harris

Business operations, strategy and career transition coach

Career Coach$90 to $175 an hour
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Worked with Richard? Tap a star to rate:
Hourly rate range$90 to $175 an hour
Focus areas
Career changeCareer clarity and purposePromotions and advancementTransitions and new rolesLeadership developmentScaling and growthOperations and systems
Works withProfessionals
Also coachesExecutive coach and Business coach

Richard Harris is a business operations and strategy coach who helps professionals with career moves, bigger leadership roles and school applications. He also advises growing businesses. He began in consulting at Deloitte, then moved into marketing at Stitch Fix, where he led a team of 20+. He later became VP of Strategy & Analytics at AllTrails and joined the senior leadership team. Today he also teaches high school.

What Richard helps with

Richard works with people in moments of transition. He also helps growing businesses that face unclear problems.

  • Stepping into a bigger leadership role
  • Rethinking or changing a career
  • Applying to school
  • Finding more meaning in your work
  • Speeding up your current career path
  • Adding structure to a growing business
  • Handling ambiguous business problems

Who Richard works with

Richard coaches professionals at all stages. Some want to speed up their current path. Others are making a career pivot or want more meaning in their work. He also works with business leaders whose companies are in growth mode and need more structure.

Background and qualifications

Richard started his career in consulting at Deloitte. He moved into marketing at Stitch Fix, where he was promoted three times and led a team of 20+. He then shifted to strategy and business operations and became VP of Strategy & Analytics at AllTrails, where he sat on the senior leadership team. He recently moved into education and works as a high school teacher at Menlo School. He has also worked as a mentor, team builder and strategic advisor to growth businesses.

Richard Harris pricing

Hourly rate range
$90 to $175 an hour

Programs and services

  • Business operations and strategy coaching
  • College coaching
  • Career coaching
Have a question for Richard? Ask about availability, price or fit.Message Richard

Richard Harris reviews

Worked with Richard? Leave a rating

Richard Harris has a 5.0 out of 5 rating from 15 reviews on Leland, as of September 2026.

The CoachVouch take

He has held a VP of Strategy role at AllTrails and now teaches high school, so he brings both corporate and education experience.

Best for professionals facing a career pivot or a step into a bigger leadership role.

Common questions

How much does Richard Harris charge?

Coaching with Richard runs $90 to $175 an hour. Message Richard from this page for an exact quote.

What does Richard Harris help with?

Richard Harris helps with stepping into a bigger leadership role, rethinking or changing a career, applying to school and finding more meaning in your work.

Does Richard Harris have reviews?

Richard Harris has a 5.0 out of 5 rating from 15 reviews on Leland, as of September 2026.

Does Richard Harris work with businesses as well as individuals?

Yes. He advises businesses in growth mode, helping them add structure and momentum when they face ambiguous problems.

How do I contact Richard Harris?

Send Richard a message from this page. It's free and takes a minute.

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Last updated September 2026. Request a correction.

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