In July 1960, Abebe won his first marathon in Addis Ababa. A month later he won again in Addis Ababa with a time of 2:21:23, which was faster than the existing Olympic record held by Emil Zatopek. Niskanen entered Abebe Bikila and Abebe Wakgira in the marathon at the 1960 Rome Olympics, which would be run on September 10. In Rome, Abebe Bikila purchased new running shoes, but they did not fit well and gave him blisters. He consequently decided to run barefoot instead.  The late-afternoon race started at the foot of the Capitoline Hill staircase and finished at the Arch of Constantine, just outside the Colosseum. The course twice passed Piazza di Porta Capena, where the Obelisk of Axum was then located. When the runners passed the Obelisk the first time Abebe Bikila was at the rear of the lead pack, which included, among others, Rhadi Ben Abdesselam of Morocco.  Between 5 km (3 mi) and 20 km (12 mi), the lead changed hands several times. By about 25 km (16 mi), however, Abebe and ben Abdesselam moved away from the rest of the pack. Trailing by about two minutes at the 30 km (19 mi) mark were New Zealand's Barry Magee, who was to finish third in 2:17.18.2 and Sergei Popov, the world marathon record holder at the time, who finished fifth.  Abebe and ben Abdesselam remained together until the last 500 m (1,600 ft). Nearing the Obelisk again, Abebe sprinted to the finish. In the early-evening darkness, his path along the Appian Way was lined with Italian soldiers holding torches. Abebe's winning time was 2:15:16.2, twenty-five seconds faster than ben Abdesselam at 2:15.41.6, and breaking Popov's world record by eight tenths of a second. Immediately after crossing the finish line Abebe began to touch his toes and run in place, and later said that he could have run another 10-15 km (6-9 mi).

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Nearing the Obelisk again, Abebe sprinted to the finish. In the early-evening darkness, his path along the Appian Way was lined with Italian soldiers holding torches.