The intent to improve a youth athlete’s ability is developed through structured focused training in the competencies within their sport. To date there is little evidence around how multi-discipline youth athletes organise their training load (TL) outlook in a multitude of sports. The aim of this study was to analyse the daily TL, distribution and wellness in aspiring 10-15yr old pentathletes (n = 31) over 152 ± 35 days. Athletes completed daily reports documenting sport mode, session duration, session rate of perceived exertion (sRPE) and wellness (sleep, stress, mood, fatigue, muscle soreness). Parental understanding of training periodisation was used to contextualise the athletes training patterns (n = 15) through semi-structured interviews. Weekly training duration was 5 h 59 min ± 3 h 38 min. The swimming discipline dominates the overall time spent training (50.5%). Pentathlon specific TL was significantly higher in the 14–15 yrs (3000 ± 1207 AUT) in comparison to 10–11 yrs (1837 ± 874 AUT). Weekly micro TL fluctuations showed significant peaks on the weekend compared to Tuesday and Friday (p < 0.05). Wellness scores were significantly worse on Monday to Wednesdays (p < 0.05), compared to Fridays. Parent interviews suggest a multitude of coach input from solo disciplines over a typical week, with little inter-coach discussions. In conclusion there is little structure on a micro or macro level in youth pentathletes training showing multiple-coach input with little coach crossover. Implications for the training/competition is based around convenience/holidays/availability of resources rather than overall individual development, which suggests the potential need for an early specialisation approach to support athletes within this style of multi-discipline sport.