Director of Program & Coaching Strategy

About Us SkillHat is a global training institute. We provide expert training & career development to position motivated professionals for dream careers. Our immersive, hands-on courses teach cutting-edge, high in demand, technical and strategic skills - which produce resilient careers. Some of our courses include Business Analysis, Scrum, User Experience design, Product Management and Project Management. We provide students with end-to-end career support from training, to career development and job support. Our live courses are streamed online, with students attending from around the globe virtually. Job Description This is a remote position. About 7-Figure Boardroom 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)