Services — Defining My Way: School Leadership
How We Work Together

Start where you are.
Go as deep as you need.

Every school is different. Every leader — whether you're a principal, an instructional coach, a data lead, or a director — is at a different starting point. That's why there are multiple ways in — from a single Power Session to a full organizational partnership. Here's everything available to you.

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New here? The best first step is the free School Systems Reality Check — 10 minutes, completely free, and it tells you exactly where your school stands and which service is the right fit — no matter what role you're in. Or scroll down to browse everything available.

The Natural Path

Most school leaders — principals, coaches, directors, and team leads — move through services in this order

Power Session
First exposure · Quick win · Low barrier
The Collective
Ongoing community · Monthly support
🏗️
Systems Reset
90-day cohort · Deep systems work
🗺️
Strategy Session
Intensive · Private · Fast clarity
Partnership
Multi-school · Org-wide · Retainer
Entry Point
Start here · Low barrier · High value
Power Sessions
Live virtual training · Open to all school leaders

High-energy 90-minute virtual training sessions focused on one specific systems challenge. No long commitment required — come in, get something real to use Monday morning, and leave. Members attend free. Non-members pay per session.

⚡ 90 minutes 🎥 Virtual · Live 👥 100+ leaders 🔓 Replays available
$47–$197
per session · members free
Learn More →
Core Offerings
Ongoing & cohort-based · The heart of the work
🏠
The School Leadership Collective
Monthly membership · For all charter & non-traditional school leaders

A monthly membership community where charter and non-traditional school leaders get ongoing coaching, a growing resource library, a private community, and free access to all Power Sessions. This is your home base — the place you come back to every month.

📅 Monthly live coaching 📦 Resource drops 🏠 Private community ⚡ Free Power Sessions 🎞️ Replay library
$97/mo
or $970/yr per leader · $297/mo or $2,970/yr team
Learn More →
🏗️
The Systems Reset — 90-Day Cohort
Group coaching · 5 tracks · One focus at a time

A focused 90-day group coaching cohort where your school picks one critical systems challenge and actually solves it — alongside other schools facing the same problem. Built for school leaders at every level — principals, coaches, data leads, grade level chairs. Live sessions, hot seats, frameworks, peer accountability, and a working system you implement during the cohort. Not "we tried that." This is how we operate now.

🎯 5 tracks to choose from 🎥 Bi-weekly live sessions 🔥 Hot seat coaching 🛠️ Frameworks & templates 📅 New cohort monthly
$2,000
per school · per track
Learn More →
Premium
Private & intensive · Application required
🗺️
School Systems Strategy Session
Intensive virtual session · Private · For leaders who need clarity fast

An intensive 4–6 hour virtual strategy experience built around your school's specific reality. We go deep on your systems, surface the gaps you can't see, and build a complete prioritized roadmap together. You leave with written deliverables, a 30-day action plan, and 30 days of follow-up support. Limited spots available each month.

🗺️ Complete written roadmap 📋 Priority action plan 🎥 4–6 hr virtual session 📲 30-day follow-up ⭐ Limited spots
$3,500–$5,000
application required
Learn More →
🤝
Charter Organization Partnership
Monthly retainer · For charter networks & CMOs · 2–5 schools

An ongoing retainer partnership for charter management organizations ready to build consistent systems across multiple schools. Ashley serves as your fractional systems strategist — embedded virtually in your organization's leadership structure with defined monthly deliverables, cross-school alignment work, and responsive support between sessions.

🏫 2–5 schools 📅 Monthly strategy sessions 📊 Cross-school alignment 📲 Async support 📄 Monthly progress reports
$2,500–$5,000
per month · 6-mo minimum
Learn More →

Not sure which service is the right fit for where you are?

Take the free School Systems Reality Check — 10 minutes, honest questions about where your school stands across all five systems areas, and a clear recommended starting point based on where the gaps are costing you most. No pitch. No obligation. Just clarity — no matter what role you're coming from.

Take the Free Reality Check →

Compare all services at a glance

Every service is built for charter and non-traditional school leaders at every level — here's how they differ in format, depth, and investment.

Service Format Duration Group or Private Investment
Power Sessions Live virtual training 90 minutes Large group (100+) $47–$197 / session
The Collective Monthly membership Ongoing Community (100+) $97/mo or $970/yr per leader
Systems Reset 90-day group cohort 90 days Small group (same track) $2,000 per school
Strategy Session Intensive virtual day 4–6 hours + 30-day follow-up Private (1 school) $3,500–$5,000
Charter Partnership Monthly retainer 6+ months Private (multi-school) $2,500–$5,000/mo

Why Ashley

18 years of being in the building — not just talking about it.

Every service on this page was built from 18+ years of real experience inside charter and non-traditional schools — classroom to district to state level. Ashley doesn't apply a framework from a book. She builds systems from what she's watched work in schools just like yours — with leaders at every level, in every role.

Charter and non-traditional schools have always been underserved. This is built specifically for them.

18+
Years in education
200+
Schools led & supported
95%
PD satisfaction rate
NC
Statewide reach · Virtual-first

Ready to get started?

Every school deserves
systems that actually work.

Start with the free Reality Check and get a clear picture of where your school stands across all five systems areas — and exactly where to begin. No pressure, no pitch. Just clarity — for any leader ready to do the work.

© 2026 Defining My Way: School Leadership · Ashley Springs · definingmyway.com