SkillHat · 1 month ago
Director of Program & Coaching Strategy
United States
Full-time
Remote
Lead/Staff, Director/Executive
4+ years expSkillHat is a rapidly scaling high-ticket leadership network for tech professionals. They are seeking a strategic operator to lead their Executive Coaching Program and Monthly Masterclass Series, focusing on scaling the delivery systems and enhancing member transformation experiences.
E-LearningEducationTraining
No H1B
Responsibilities
You’ll own and scale the entire delivery system of our member transformation experience, from recruiting world-class coaches, to running high-impact masterclasses, to building backend systems that drive retention, results, and referrals
Design a repeatable framework to source, vet, and onboard Director+ level coaches
Launch the “Coach Playbook” + training pipeline for consistent quality
Build a smart coach–member matching system
Introduce group coaching pods as a scale lever without sacrificing personalisation
Track and report on coaching impact, satisfaction, and renewals
Curate and coordinate live monthly sessions
Own speaker ops: prep, content alignment, event production, and follow-up engagement
Build a replay and resource library that compounds value over time
Create a “Leadership Event Calendar” aligned with member career goals
Lead the rollout of progress dashboards, milestone tracking, and member accountability systems
Collaborate with the Founder & RevOps to align coaching with revenue, retention, and referral goals
Recommend tiering strategies, delivery automation, and strategic partnerships
Own KPI outcomes around member experience, retention, LTV, and referral conversion
Recruit and onboard 5 new Director+ coaches with a defined onboarding and QA flow
Launch group coaching pods + train coaches on pod facilitation
Curate and execute a live Masterclass on “How to Lead High-Stakes Executive Meetings”
Implement a coach-member tracking dashboard
Drive 85 %+ attendance on your first 3 masterclasses and gather NPS feedback
Recommend a tiered coaching model and identify tools to support scale
Qualification
Required
4+ years building or scaling coaching, learning, or member-driven programs (Maven, Reforge, Chief, OnDeck, Monday Girl, etc.)
Strong instincts in adult learning design, accountability systems, and coach enablement
You've led or built coaching networks, learning calendars, or program operations
You think in systems and act with urgency — you can turn a spreadsheet into a growth engine
You're comfortable in a founder-led, fast-paced startup where ambiguity is normal
You believe in transforming lives and can blend empathy with operational excellence
Benefits
This is a revenue share role with upside based on program growth and retention.
If you're successful, you’ll earn at a founder-equivalent level without founder-level risk and shape the future of tech leadership for hundreds of professionals.
Company
SkillHat
SkillHat is an e-learning platform that offers business analysis training and skill assessment services.
11-50 employees
Funding
Current Stage
Early StageCompany data provided by crunchbase