HimalayasHimalayas logo
SkillHatSK

Director of Program & Coaching Strategy

SkillHat is a Toronto-based Global Training Institute that provides immersive tech training and career coaching to inspire motivated professionals to achieve their dream careers.

SkillHat

Employee count: 11-50

United States only

Stay safe on Himalayas

Never send money to companies. Jobs on Himalayas will never require payment from applicants.

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)

About the job

Apply before

Posted on

Job type

Full Time

Experience level

Location requirements

Hiring timezones

United States +/- 0 hours

About SkillHat

Learn more about SkillHat and their company culture.

View company profile

SkillHat was founded to empower motivated professionals to springboard their careers in the tech industry. Since its inception in 2020, this Global Training Institute has dedicated itself to providing high-quality, instructor-led training specifically designed for individuals looking to enhance their skills and transition into fulfilling tech careers. Bringing together a team of seasoned experts, SkillHat offers immersive, hands-on courses that incorporate the latest in-demand technical and strategic skills needed to thrive in today’s job market.

As a response to the pressing challenges of underemployment and skills gaps faced by many, particularly among Women and marginalized communities, SkillHat has effectively created a learning environment that prioritizes inclusivity and diversity. With 80% of its students identifying as BIPOC and 50% as female, SkillHat aims to bridge the racial wealth gap and create opportunities for all. The courses allow students not only to learn but to build tangible products and portfolios, thereby giving them the practical experience they need to succeed. With individual mentoring along the way, SkillHat ensures that every student is equipped with not just knowledge, but also the confidence to excel in their chosen careers.

Claim this profileSkillHat logoSK

SkillHat

View company profile

Similar remote jobs

Here are other jobs you might want to apply for.

View all remote jobs

15 remote jobs at SkillHat

Explore the variety of open remote roles at SkillHat, offering flexible work options across multiple disciplines and skill levels.

View all jobs at SkillHat

Remote companies like SkillHat

Find your next opportunity by exploring profiles of companies that are similar to SkillHat. Compare culture, benefits, and job openings on Himalayas.

View all companies

Find your dream job

Sign up now and join over 100,000 remote workers who receive personalized job alerts, curated job matches, and more for free!

Sign up
Himalayas profile for an example user named Frankie Sullivan