Innovative solutions and techniques in the sports industry are commonly used and tested in real conditions. Elite athletes have to achieve their peak performance before the main competition of the year, which is the World Championship, and every fourth year before the Olympic Games, when the main competition of athletes takes place. The present study aims to analyze and evaluate the ability of elite kayakers to achieve the best form at the right times, with the Olympic Games taking the greatest importance. Target values for multiple measures of conditioning are compared to target values set by experts. A weighted least squares metric with weights varied by time period is developed as a measure of fulfillment of the athletes’ conditioning plans. The novelty of the paper is the idea of using linear combination of polynomials and trigonometric functions for approximating the target functions and application of the proposed methodology for the optimization and evaluation of athletic training.This article belongs to the Special Issue Mathematical Methods in Applied Science