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

Activesoft, Inc.United States🇺🇸United StatesPosted Oct 14, 2026

Why This Role Stands Out

This remote executive coaching opportunity offers a unique chance to guide a CTO's transition into a COO/CEO role within the dynamic fantasy sports and online gaming industry. You'll thrive here if you possess hands-on operational experience and a direct coaching style, helping to shape the future leadership of a rapidly growing company. Apply now to make a significant impact on executive development and strategic career progression.

Quick Overview

Seniority

Leader

Work mode

Remote

Location

United States

Posted

6 days ago

Scheduling

Job Description

Executive Coach – CTO to COO/CEO Transition - Fantasy Sports/Online Gaming industryRemote Position12+ 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 rolesApproach: Practical, operator-focused coach who draws from real business experience rather than theoryPersonality: Direct, concise, personable, and willing to provide challenging feedback—a “bad cop” who isn’t afraid to pushCommunication 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 responsibilitiesProduct strategy and executionBuilding a 3-year roadmap for career progression toward CEO-level rolesLong-term executive growth, including potential expansion into non-technical departmentsSupport for parallel interests in angel investing and startup advising
Engagement Details:Limited introductory calls to assess fitDecision timeline: 1–2 weeksFlexible scheduling and topic-driven meetings