Skip to content
Engineer·Executive·Investor@Meta·Uber·Carta·Antler

Coaching + Advisory

For founders, executives, and operators working on what doesn't have textbook answers

Types of Coaching

Founder

Partnership + guidance for those taking their company - and themselves - from 0 to 1.

Executive

Sharpening the strategy, judgment, and leadership capabilities of senior executives.

Career

Guiding individuals through growth, transitions, and the path to senior + staff-level impact.

Foundations
01

Systems, Strategic + Multidisciplinary Thinking

02

Psychological + Behavioral Insights

03

Engineering + Technology Expertise

What I Offer
01

Thought Partnership

A rigorous sounding board to challenge and develop your thinking.

  • Feedback + perspective
  • Working through tough decisions
  • Pressure-testing strategy
  • Sharpening ideas + arguments
02

Engineering + Technical Depth

20 years of IC and leadership experience, brought to your engineering challenges.

  • Architecture + system design
  • Engineering best practices
  • Org design
  • Senior + staff-level roles + responsibilities
  • Technical strategy
03

Psychological + Behavioral Insight

Self-understanding and human dynamics as the foundation of leadership.

  • Purpose + focus
  • Self-management
  • Psychological + emotional resilience
  • Handling feedback
  • Mindfulness
  • Mindsets + worldviews
04

Operations + Execution Rigor

Practical guidance on the operational mechanics of building.

  • Delegation
  • Scaling
  • Decision-making
  • Goal setting + achieving
  • Process design
  • Product / eng / business strategy

Let’s talk about what you’re building — whether yourself, your company, or your career.

Rates and engagement structure are calibrated to context — company stage, scope, and depth of involvement all factor in. Reach out and we’ll shape something that fits.

Email Me (opens in new tab)

As an early stage start-up, it can’t be overstated how valuable it is to have the support of technology leaders who can also provide profound perspective on the deep human aspects of your product, company and market. That is Rick. As he advises me on both technical, management and even personal matters, I expect and enjoy a process of applying his decades of experience and thirst for actually understanding.

Brandon Litman·CEO, Kindly