Executive Coach – CTO to COO/CEO Transition - Fantasy Sports/Online Gaming industry

Executive Coach – CTO to COO/CEO Transition - Fantasy Sports/Online Gaming industry
Remote Position
12+ months contract

About the Role:
We’re seeking an experienced executive coach to support a co-founder and CTO at a rapidly growing tech company (600+ employees). This is an ideal fit for a coach with hands-on operational experience who can provide strategic guidance and direct, actionable feedback.

Ideal Candidate Profile:
Background: Successfully transitioned from CTO to COO, CEO, or similar C-suite roles
Approach: Practical, operator-focused coach who draws from real business experience rather than theory
Personality: Direct, concise, personable, and willing to provide challenging feedback—a “bad cop” who isn’t afraid to push
Communication Style: Clear, succinct, and focused on actionable outcomes

Key Focus Areas:
Executive leadership development and people management (managing 300+ reports across multiple departments)
Strategic transition from heavy technical involvement to broader operational and commercial responsibilities
Product strategy and execution
Building a 3-year roadmap for career progression toward CEO-level roles
Long-term executive growth, including potential expansion into non-technical departments
Support for parallel interests in angel investing and startup advising

Engagement Details:
Limited introductory calls to assess fit
Decision timeline: 1–2 weeks
Flexible scheduling and topic-driven meetings