4+ years of experience in building or scaling coaching and member-driven programs., Strong understanding of adult learning design and accountability systems., Experience in leading coaching networks or program operations., Ability to think in systems and act with urgency..
Key responsibilities:
Own and scale the delivery system for member transformation experiences.
Recruit and onboard world-class coaches and manage the coaching program.
Curate and coordinate monthly masterclass sessions and manage speaker operations.
Track and report on coaching impact, member satisfaction, and retention metrics.
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SkillHat launches professionals to dream careers in tech, through expert training and career coaching. Our immersive, hands-on courses teach cutting-edge, in demand technical and strategic skills.Leverage our expert instructors’ decades of global experience to springboard your career. Pivot, transition and grow, with a mentor by your side.
7-Figure Boardroom is a rapidly scaling high-ticket leadership network for Project Managers, Business Analysts, and Cybersecurity GRC Analysts ready to level up into Director-level roles.
We offer personalised executive coaching, hands-on leadership training, and a thriving peer community for tech professionals looking to lead and grow, not just survive.
We have proven traction and strong demand. Now we’re scaling past our supply constraints and looking for a strategic operator to lead two of our most important engines:
Our Executive Coaching Program
Our Monthly Masterclass Series
Your Mission
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.
You’ll lead both strategy and execution, working directly with the founder to transform a working play book into a scalable, systems-driven program that can serve thousands of tech professionals per year.
What You'll Build & Own
Executive Coaching System
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
Monthly Masterclass Engine
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
Operational Scale & Impact
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
Requirements
You're a Fit If You Have...
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
Sample Projects in Your First 90 Days
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
Benefits
Who You’ll Work With
Founder – Leads brand, product vision, and overall strategy
Revenue Ops Manager – Drives acquisition and customer funnels
Marketing + Community Leads – Help amplify member stories and engagement
Coaches & Speakers – You’ll be the lead recruiter, trainer, and operator for our talent bench
Compensation & Growth Path
This is a revenue share role with upside based on program growth and retention.
We are looking for an entrepreneurial leader to help us scale to 20 new members per month by Sept 2025.
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.
This role is remote (Canada-based preferred)
Required profile
Experience
Industry :
E-learning
Spoken language(s):
English
Check out the description to know which languages are mandatory.