waypointjobs

SkillHat

Director of Program & Coaching Strategy

Remote — United States (see country and timezone requirements)

Check who can apply and the requirements below before continuing.

Job description

This is a remote position.

About 7-Figure Boardroom7-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 MissionYou’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 PathThis 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)

Originally posted on Himalayas

Who can apply

Eligible countries: United States. Accepted UTC offsets: UTC-10, UTC-9, UTC-8, UTC-7, UTC-6, UTC-5, UTC+14. Review the full description for employer-specific work authorization, residency and schedule requirements.

Ready for your next step?Apply on the official website
Apply on Himalayas ↗

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