Kipkemoi first began competing at road events in Kenya and ran a time of 62:59 minutes at the 2009 Nairobi Half Marathon.

[1] He ran two half marathons in March 2012: he came in third at the CPC Loop with a best of 59:11 minutes[3] but was less successful in Prague, coming in sixth.

[7] At the start of 2013, he attempted to gain selection for the 2013 IAAF World Cross Country Championships, but was twelfth in the Kenyan trials.

Turning back to the roads, he came third at the World's Best 10K, then fourth at the Berlin Half Marathon.

A third-place finish at the Kenyan 10,000 m trials earned him a place at the 2013 World Championships in Athletics, where he managed seventh position overall.