The results speak for themselves on that front. Just three tournaments into his comeback, Kypson picked up a pair of ATP Challenger Tour title on two different surfaces, at Bogota and Little Rock. In August, he came through the qualifying stage of a 1000-level event for the first time at the Cincinnati Open to cement a Top 200 return.
Shifting indoors for the final quarter of 2025, Kypson has compiled a 14-3 record across his past four events. The latest stop yielded his biggest title to date at the MarketBeat Open in Sioux Falls, S.D, a 100 Challenger.
The No. 5 seed came through a serving battle against Great Britain’s Johannus Monday, in which the only break point converted went Kypson’s way when his opponent hit the contest's lone double fault. The hard-fought 6-7 (2), 7-6 (4), 7-5 victory vaulted Kypson back to No. 146—and put him atop the standings for the USTA's Australian Open Wild Card Challenge.
“To win a title, it doesn't happen often, so it's always super special. I really like how I've played in Sioux Falls and the direction that I'm going with my game and with my mentality,” he assesses. “Mindset doesn't really change from the usual in terms of the AO Wild Card Challenge or what that may or may not bring.”
🖥️📲 Stream a full replay of Kypson's Sioux Falls victory on Tennis Channel!