Teacher and Principal Finalists receive cash prizes for their schools, as well as for themselves personally. Each year 48 teacher finalists are awarded $1,000-$5000 each with matching grants for their schools. The longer you’ve been an educator, the more you could win. Rising Star: 10 years or less, can win $5,000 for themselves and $5,000 for their school; Leadership: 10-20 years experience, can win $10,000 for themselves and $10,000 for their school; Lifetime Achievement: 20 years or more, can win $25,000 for themselves and $25,000 for their school. Eight individual winners are awarded up to $10,000 for themselves and $25,000 for their school. Principals can win $10,000 for themselves and $25,000 for their school. School Districts, School Boards, and Early Childhood Finalists receive cash prizes for their respective districts and centers. Small school districts can receive $50,000 and large school districts can receive $100,000. The winning early childhood facility receives $25,000 and a school board could be awarded up to $25,000. Teacher, Principal, District and Early Childhood Semi-finalists receive H-E-B gift cards.