Design and Coaching Specialist - Math (Chicago)

What We Do

At Leading Educators (LE), we know that excellent teaching is the most important driver of student success. The moment a student steps foot in the classroom, their opportunity to learn depends on how prepared their teacher is to translate complex content knowledge, standards, and their knowledge of that student into lessons that help them learn deeply and apply their thinking to the real world.

That’s a big lift, and it often happens alone. As a national nonprofit, we partner with school systems to overcome persistent instructional challenges, foster intentional collaboration and adult learning by design, and ignite new possibilities through systemic solutions at the intersection of teaching, talent, and technology.

We work shoulder-to-shoulder with educators at every level of the education system to strengthen their instructional and leadership practices, bring a vision for excellent instruction to life with consistency, and ensure every student reaches their full potential.

Through direct support, strategic advising, innovation pilots, and best-in-class research, we help educators work toward a future where every student is ready to thrive. Learn more about our work at leadingeducators.org.

Internal Candidate Application Deadline: 7/25/2026

External Candidate Application Deadline: 7/25/2026

Position

At Leading Educators, we believe the single greatest influence on student success is an exceptional teacher. Yet excellent teaching doesn't happen in isolation. It is cultivated through strong instructional leadership, meaningful collaboration, high-quality curriculum, and continuous professional learning.

That's where you come in.

As a Design and Coaching Specialist, you won't simply coach educators—you'll help transform instructional practice across Chicago Public Schools by partnering with teachers, school leaders, and district leaders to strengthen mathematics instruction and build lasting leadership capacity.

This is an opportunity to influence not just individual classrooms, but entire school communities.

If you're energized by solving complex instructional challenges, designing meaningful professional learning, and coaching educators toward measurable improvements in student outcomes, we'd love to meet you.

Do you have expertise in…

• K–8 mathematics instruction and the Common Core State Standards? You can translate standards into rigorous, engaging instruction and help educators understand the mathematical concepts, practices, and learning progressions students need to succeed.
• High-quality mathematics curricula and implementation? You understand how curriculum should come to life in classrooms and have experience supporting materials such as Eureka Math Squared, Skyline, i-Ready, or comparable programs across varied school contexts.
• Instructional coaching that changes practice? You can observe instruction, identify meaningful areas for growth, deliver actionable feedback, and support teachers, teacher leaders, and school leaders through coaching cycles tied to clear goals and measurable outcomes.
• Designing and facilitating professional learning? You create adult learning experiences that are practical, evidence-based, aligned to curriculum, and responsive to the needs of educators and instructional leaders.
• Using evidence to guide improvement? You can analyze classroom observations, student work, surveys, progress-monitoring data, and leadership artifacts, then translate those insights into focused coaching priorities and next steps.
• Building instructional leadership capacity? You know how to help school-based leaders plan, facilitate, monitor, and strengthen professional learning so that improvement continues beyond a single coaching session.

Do you enjoy…

• Building trusted relationships with educators? You bring instructional credibility, reliability, and strong professional judgment to your partnerships with teachers, school leaders, and instructional teams.
• Solving complex instructional challenges? You are energized by diverse school contexts, evolving priorities, and implementation barriers, and you can turn ambiguity into a clear and actionable path forward.
• Connecting coaching and design? You enjoy using what you learn in classrooms and coaching conversations to create stronger tools, resources, learning experiences, and implementation support.
• Helping adults translate learning into practice? You are motivated by seeing professional learning result in stronger instructional decisions, more effective teaching, and better experiences for students.
• Working across multiple schools and priorities? You can organize your work, adapt your approach, and maintain consistent follow-through while supporting several school communities.
• Learning, reflecting, and improving? You welcome feedback, stay curious about coaching and curriculum implementation, and continually refine your practice based on evidence and new learning.
• Collaborating toward system-level impact? You value partnering with colleagues, school leaders, and district stakeholders to identify patterns, strengthen implementation, and improve mathematics instruction across schools.

If you've answered affirmatively to these questions and meet the following prerequisites, we urge you to seize this opportunity. This role calls for the following:

• 7+ years of professional experience in education, including classroom teaching, instructional leadership, coaching, curriculum implementation, or related instructional improvement work.
• Deep expertise in K–8 mathematics and the Common Core State Standards, with the ability to support rigorous, standards-aligned instruction.
• Demonstrated success coaching teachers, teacher leaders, instructional coaches, or school leaders to improve instructional practice and student outcomes.
• Experience designing and facilitating high-quality professional learning that translates curriculum, standards, and instructional priorities into meaningful changes in educator practice.
• Strong analytical skills, with experience using classroom observations, student work, instructional artifacts, and implementation data to inform coaching, professional learning, and continuous improvement.
• The ability to build trusted partnerships with educators through professionalism, instructional credibility, reliability, and consistent follow-through.
• Willingness to travel regularly to support approximately 4–6 Chicago Public Schools, with occasional national travel for organizational retreats, professional development, and partnership-related work.
• AI fluency at the Practitioner level, including the ability to thoughtfully integrate AI tools into daily work to improve quality, efficiency, and decision-making while exercising sound professional judgment and responsible use.

Travel Requirements

• This is a location-specific position that requires monthly visits to schools in Chicago. The person in this role must live within a 90 minute drive/train ride from the Chicagoland area. 
• Travel may include:
  • Approximately 1-2 in-person visits at each of the 4-6 schools per month
  • Ongoing facilitation of professional learning sessions in person
  • National travel for org retreats, programming, job related travel, or professional development
  • Outside of the above mentioned travel, this person will work from a home office within the city limits of Chicago, Illinois.

Questions? We’re here to help.

If you have questions about this role or about our hiring process at any point, please don’t hesitate to reach out to us at talent@leadingeducators.org. This inbox is monitored regularly, and we aim to respond within two business days. To ensure your question receives a thoughtful and timely response, we kindly ask that you refrain from emailing individual staff members or members of our HR team directly. The best way to connect with us is always through talent@leadingeducators.org.

Why Work at Leading Educators? 

Imagine being part of an organization where your ideas and perspectives are highly valued. At Leading Educators, we believe in fostering individual strengths, encouraging personal growth, and embracing innovative ideas. If you thrive in a remote working environment, with the added excitement of travel, we're the perfect fit for you. By joining us, you become part of a powerful community of peers nationwide. Regardless of your location, you possess the power to make a significant impact on both students and teachers who rely on us daily. Join Leading Educators and become an integral part of driving progress in education. 

Learn About Our Mission & Values:

Mission: Leading Educators partners with school systems to sustain the teaching, leadership, and conditions for every student to succeed in school and in life.

Values:

• Build on strengths: We affirm and begin with the unique and collective talents, experiences, and wisdom of ourselves and others.
• Continuously learn: We develop ourselves and others. We apply new learning and deepened self-awareness to our relationships and practices.
• Prioritize people: We build trust and reflect on the impact of different perspectives and experiences.
• Champion success for all: We re-imagine structures, habits, and mindsets to ensure every learner has access to evidence-based learning opportunities.

Use of Artificial Intelligence in Hiring

• We use artificial intelligence–enabled tools throughout our hiring process, from the moment a candidate applies through the offer stage, to support administrative tasks and organize candidate materials. These tools help us organize, analyze, and surface relevant information efficiently, but they do not make hiring decisions.

• All candidate materials—including applications, resumes, assessments, and interview feedback—are reviewed and evaluated by people. All hiring decisions, including interview selection, advancement, and offers of employment, are made by humans.

• We use AI solely as a support tool to assist with early-stage reviews and process efficiency. We do not use AI in ways that discriminate based on protected characteristics, nor do we use ZIP codes or similar data to target or exclude protected groups. Our hiring practices are designed to be fair, consistent, and aligned with equal employment opportunity standards.

Benefits

• Compensation: 
  • If hired for this position, the base compensation range is $100,320 to $127,680 annually. New hires typically enter the range at a set comp ratio (e.g., 0.95 or 0.98), depending on the role. For this position, the salary entry point is $114,000. Candidates may move up the range based on additional years of relevant experience beyond the role’s minimum years of experience qualification.
  • If you have more than 7 years of directly relevant experience, your starting salary may be adjusted higher within the range, up to a maximum starting salary of $119,863. This approach ensures that candidates 100with additional experience beyond the minimum are recognized in the initial salary offer.
  • The role is location specific: Chicago. The range below  reflects a 3.30% geographic adjustment, resulting in a salary range of approximately $103,630  to $131,893, with an entry point of $117,762 and a maximum entry salary of $123,818. 
     
• Benefits:
  • 100% paid medical, dental, and vision coverage for individual employees. Additional premium costs are covered 60% by Leading Educators for partners and dependents on medical, dental, and vision plans. 
  • 4% matching 401k plan, Flexible Spending Accounts for medical, childcare and commuter expenses, and an Employee Assistance Program (EAP). Benefits are valued at or above $9,000 for employees.

• Time Off: 
• First three years of employment, full time staff accrue 22 days a year. 
• Five additional days are accrued after the third and sixth year of employment.
• Leading Educators also offer 16 additional paid days off for various holidays, including three floating holidays staff may use at their discretion.

Equal Opportunity Employment 

Leading Educators is an equal opportunity employer.  All qualified applicants will receive consideration for employment without regard to race, color, ethnicity, religion, gender, sexual orientation, national origin, disability, age, marital status, military status, pregnancy, or any other characteristic protected by applicable local, state, or federal laws, rules, or regulations.

Apply: https://leadingeducators.org/careers/opportunities

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