Body of Abstract: The field experiment was conducted at the ICAR-National Institute of Abiotic Stress Management in three seasons (Kharif, late Rabi, and Rabi) and of three different generation cycles achieved in two quarters of the year 2022-23. The main objective of this study was to investigate the reproductive behaviours, phenological changes of plants, and variation in grain yield attributes as climatic conditions varied across seasons/generations. The experimental plant materials were sown in a randomized block design with three replications. The results indicated significant (p< 0.005) phenological parameters such as days to first flower, 50% flower, first pod, 50% pod, and days to physiological maturity, canopy temperature, and yield. The maximum temperature range and photoperiod length were influenced by days to early flowering and maturity. Among the three seasons/generations, the average number of days to reach physiological maturity was less in season II because of the 29.3 ⁰C maximum temperature and 10 hours photoperiods. In seasons I and III, the temperature was more than 30 ⁰C, and the photoperiod was less than 10 hours during the reproductive period. Based on phenology and seed yield, we identified four genotypes such as EC932021, IPR8-21, IPR6-21, and IPR236-20, which retained high seed yield despite early physiological maturity and these genotypes exhibited high canopy temperature. This investigation has unveiled promising Common bean genotypes, which can serve as donors of adaptative traits to develop high-yielding cultivars that can perform across the seasons. Additionally, proposed a model to achieve five generation cycles annually in natural open field circumstances to enable rapid generation advancement in the common bean genotypes.