The School Leader's Online Ecosystem for Resources, Coaching and Mentoring.
Learn Practical Leadership Strategies from Top District Leaders
Preview a small selection of our online learning courses here:
You got the interview. Whatâs next? Whether youâre preparing to step into a high-stakes leadership role or renegotiating your current contract,
you donât have to navigate it alone.
Donât leave your next opportunity to chance. Contact SimpleWins today to take the next step with expert guidance.
Unlock Your Educational Leadership Potential
High-Impact Coaching for Aspiring Superintendents & Administrators â Just $0.66/day Are you an assistant principal, principal, or district leader ready to level upâbut lack the tools or confidence? SimpleWins offers strategic, practical coaching tailored to educational leaders aiming for district-level roles, superintendent interviews, or improved school leadership impact.
Learn how to navigate AI integration in your district.
Â
âEmbracing Change: Navigating AI Integration in Educationâ is an insightful exploration of the evolving role of artificial intelligence in the educational landscape. Drawing on decades of experience and reflections from the authorâs teaching career, the eBook examines the parallels between the introduction of the internet in the early 1990s and the current challenges posed by AI integration. It argues for a strategic, adult-centered approach to AI implementation, emphasizing the importance of starting with district-level staff before expanding to students. The eBook highlights the need for targeted professional development, clear guidelines, and an environment that encourages experimentation and innovation among educators.Â
Want to Sign Up, but Need Invoicing/Pricing Options?
We've got you covered. Fill out this form and someone will contact you soon!
Learn About SimpleWins from our Members!
Alison Zuniga, Assistant Principal, shares her experience using SimpleWins Online Learning.
Practical, Straightforward Leadership Advice
At SimpleWins, we break complex topics like finance, team selection, and leadership dynamics into easy-to-understand parts. We get itâmost of us arenât accountants, and dealing with district-level budgets can be intimidating. Thatâs why we provide finance advice thatâs simple, actionable, and tailored for educational leaders. Youâll learn how to manage budgets, lead negotiations, and handle district finances without needing a finance degree.
One on One Coaching Packages
Make your path to one on one coaching simple with our comprehensive packages.
For leaders preparing to step into their next role
-
1 coaching session focused on interview preparation (60 minutes)
-
Resume review and professional editing
-
Mock interview questions tailored to your target role
-
Optional Add-On: Partner with Emilie Austin, our marketing specialist, to receive a custom-formatted, professionally designed resume and cover letter package â built to stand out and showcase your unique strengths
Ideal for new leaders or those facing short-term challenges
-
3 coaching sessions (45 minutes each)
-
Goal-setting roadmap
-
Unlimited email support between sessions
-
Resource recommendations tailored to your goals
For leaders ready to elevate their systems, structures, and self-awareness
-
6 coaching sessions (45 minutes each)
-
Leadership self-assessment
-
Strategic planning tools
-
Customized implementation support
-
Priority email response within 24 hours
Deep-dive, high-touch coaching for superintendents and system-level leaders
-
10 coaching sessions (60 minutes each)
-
On-call support between sessions
-
Document/communication review + feedback
-
Custom leadership dashboard
-
Follow-up accountability check-ins
Why Choose SimpleWins for Leadership Coaching?
âď¸Â Active-Leader Mentors â Learn directly from current superintendents and district-level pros.
Â
âď¸ Results-Driven Methods â No fluffâjust strategies built on decades of real-world Kâ12 leadership.
Â
âď¸ Affordable & Flexible â Just $240/year ($0.66/day) or $30/month, with optional custom invoicing and individual coaching plans.
Â
âď¸ On-Demand & Interactive â Access biteâsize courses (â10 min each), realâtime Q&A, peer community, and monthly content updates.
SimpleWins is perfect for leaders at every stageâwhether youâre a brand-new administrator or a seasoned professional looking to hone your skills. Itâs also ideal for entire district leadership teams, offering the chance to grow and improve together. With national reach, youâll get perspectives from across the country, not just your local region.
On Demand Learning
Gain unlimited access to on-demand courses, allowing you to learn at your own pace and stay ahead with the latest educational strategies and tools.
Interview Prep
One on One coaching for leaders preparing to step into their next role, mock interview, resume review, and resume design.
Community
Join a diverse community of school district administrators, fostering collaboration, shared insights, and innovative solutions to enhance your district's success.
