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A Message From Our Superintendent
May 2026
Dear Bears,
Welcome to the final month of the school year! May 1 is both School Principal’s Day and School Lunch Hero Day, two massively important roles that we appreciate tremendously! This month, we push through to the finish line, cheering one another along and sharing our many joys and challenges together.
Our heartfelt congratulations go out to the graduating class of 2026! You are a remarkable group of young adults, and we are proud to know you will represent CHS in all your future endeavors. Check out their capstone projects on our website! We are cheering on our varsity track and field athletes competing at districts, hosted right here in Cloudcroft, on May 2. Congrats to 5th grade for completing the Star Base program at Holloman, the history club for competing at State National History Day, FFA members who competed at state, TSA students elected to state officer positions, and all powerlifting and track and field student-athletes for their ongoing commitment and fortitude. Cloudcroft is showing up across the state and making quite an impression.
Looking ahead, we have a full calendar of events to close out an outstanding year:
- May 1: 8:00 a.m. Career Fair; 6:00 p.m. Band dinner, concert, and raffle
- May 2: District Track and Field meet at Cloudcroft Athletic Field
- May 5: 7:40 a.m. Special BOE meeting
- May 5–15: AP Exams
- May 6: 1:00 p.m. Written in Red Senior Luncheon; 2:30 p.m. HS Academic Awards Ceremony; 6:00 p.m. Scholarship Night
- May 7: 1:00 p.m. ES/MS Talent show
- May 12: 5:30 p.m. HS Athletic awards banquet
- May 15: 8:00 a.m. Senior Breakfast
- May 16: 10:00 a.m. Graduation
- May 18: 6:00p.m. FFA Banquet and Open House
- May 19: Three Rivers field trip; 6:00 p.m. Regular BOE meeting
- May 20: 6:00 p.m. Kindergarten graduation
- May 21: Color Run; 6:00 p.m. 8th grade reception
- May 22: 11:30 a.m. MS Honor Roll Assembly; 1:45 p.m. ES Honor Roll Assembly; Last day of school
- May 23: 7:00 a.m. Annual PTO rummage sale
Our district staff and board members are looking ahead to the 2026–2027 school year with confidence and intention. Academic achievement, staff development, technological and building upgrades, and campus safety remain top priorities, and we continually refine and align our Career and Technical Education (CTE) Pathways of instruction to offer real-world skill development. The summer youth program begins June 10. Check cmsbears.org for the flyer and updates. Many thanks to our students and teachers, support staff and leaders, parents, and community for all your important work to connect and work together to serve our students, schools, and community. As always, I am available and would love to speak with you. Please reach out via email at jocelyne.gillespie@cmsbears.org or by phone at 575-601-4416. If you would like to stop by, please make an appointment with our administrative secretary, Grace White. Wishing you a vibrant spring and summer.
Go, Bears!
Jocelyne Driscoll-Gillespie
Jocelyne Driscoll-Gillespie
Superintendent
Cloudcroft Municipal Schools



