Gill Priestley, 59, began her time at Holy Rood in 1999 as a teaching assistant where she taught year three students.
Since then she has taken on a role within the school office and helps greet pupils every morning as they enter the building.
“She has such a kind heart,” said headteacher Karen Dobson. “She looks after our attendance and is the first face people see when they come to the school.
“We are all sad that she is leaving, she’s been at the school so long that it will be sad to see her go but she is looking forward to her retirement and we all wish her well.”
Gill hopes to spend her retirement with her family and at her caravan in Filey.