In 2019, he won the B.A.A. Half Marathon in Boston. His breakthrough performance came at the 2020
Valencia Half Marathon, where he finished fifth in a historically fast race. His time of 58:11 places him among the top ten fastest performers ever for the distance. He then won the 2021 Bahrain Royal Night Half Marathon. After several strong half marathon performances, Kiplimo transitioned to the full marathon. In his debut at the 2022
Valencia Marathon, he ran a 2:05:44. He followed this with a top-ten finish at the 2023
Berlin Marathon, finishing eighth with a new personal best of 2:04:56. In April 2025, Kiplimo finished second in the
Hamburg Marathon, improving his personal best by nearly a minute to clock a time of 2:04:01. == Personal bests ==