Our Team
Emily Gaskill
Executive Director
Emily Gaskill has built her career around a deep commitment to ensuring all students and families have access to high-quality educational opportunities. She holds a Bachelor of Arts in Elementary Education from Ball State University, which led to her early work as a reading, kindergarten, and first-grade teacher. Emily later earned a Master of Science in Curriculum and Instruction from Western Governors University, which led to leadership roles as a Regional Academic Director, supporting schools across Indiana and Ohio.
Before stepping into her current role as Executive Director of Education One, Emily served as the organization’s Director of Accountability. In that role, she worked closely with school leaders and governing boards to strengthen the academic, financial, and operational performance of all schools within the portfolio. She is passionate about using both qualitative and quantitative data as tools for collaborative reflection, targeted planning and decision-making, and sustained progress toward student outcomes.
Emily lives in Fort Wayne, Indiana, with her husband and daughter. Outside of work, she enjoys cycling and strength training, reading mystery novels, and spending quality time with family and friends.
Caitlin Hicks
Deputy Director of Academics and Compliance
Caitlin is an accomplished educator with a passion for fostering student growth and empowering young minds. With a Bachelor of Science degree in Elementary Education from Ball State University and a Language Arts licensure for grades 5-12, she brings a strong academic foundation to her role as an educator. Caitlin’s dedication to providing equal access to educational opportunities is a cornerstone of her teaching philosophy. She believes in tailoring instruction to meet the diverse needs of students, ensuring that each individual has the tools and support necessary to thrive academically and personally.
As Education One’s Deputy Director of Academics and Compliance, Caitlin supports schools in implementing academic plans and meeting all compliance requirements. She conducts site visits, monitors progress for special populations, and provides guidance to ensure that schools are meeting both academic and regulatory standards. By combining oversight with hands-on support, Caitlin helps school leaders translate data into actionable strategies that promote student achievement and continuous improvement.
Caitlin currently resides in Avilla, Indiana, with her husband. In her spare time, she enjoys cooking, reading, and spending time with friends and family.
Amanda Webb
Director of Academics
Amanda has focused her career on building educational experiences that equip students with transferable skills to support student success after high school. Amanda received her Bachelor of Arts in Secondary Education and then her Master of Arts in Educational Leadership from Western Michigan University in Kalamazoo, Michigan. Amanda’s values of high expectations and life-long learning led to her participation in several local and regional leadership groups while teaching high school before accepting the position of principal at her home district.
As Education One’s Director of Academics, Amanda identifies trends, strengths, and areas for growth across schools by analyzing both quantitative and qualitative data. She provides targeted academic support and resources to help schools achieve their performance goals. In addition, Amanda oversees all Education One-sponsored schools by reviewing monthly reports, accountability documents, and academic plans to ensure compliance and continuous improvement. She is deeply committed to fostering student success and supporting school leaders in delivering high-quality educational outcomes
Amanda currently lives in Quincy, Michigan, with her husband and fur child, Brix. In her spare time, Amanda enjoys being outside on the lake, going up north, and listening to podcasts.
Holly Herndon
Director of Partnership and Engagement
Holly Herndon joins Education One from the Pre-College Outreach and Engagement department at Trine University, which aims to bring K-12th-grade students to campus and engage them in STEM-based learning while informing them of college opportunities and helping students envision themselves in post-secondary education roles.
Holly received her Bachelor of Science in Educational Studies with a concentration in both Early Education and Counseling from Manchester University in 2017 and has worked in a variety of different roles since then, including admissions at Trine, mental health, marketing, and early education.
She earned her Master of Science in Organizational Leadership from Trine University in 2023 and is passionate about helping students visualize their potential from an early age and strengthening connections within schools to nurture relationships that will lead to student success. As Education One’s Director of Partnerships and Engagement, Holly builds and sustains strategic connections between Trine University and Education One schools. She leads initiatives that expand opportunities for students, including dual enrollment, campus visits, and Instant Admission, while cultivating partnerships with community organizations and university stakeholders.
Holly currently resides in Fremont, IN with her husband, Beau, and their dog, Charlie. Outside of work, Holly enjoys spending time with her friends and family, exploring nature, camping, fishing, kayaking, walking, playing pickleball, or staying inside watching “reality” dating shows or The Office.