Bobrov debuted internationally at the 1994 Junior World Ski Championships in
Breitenwang. On 27 January 1994, he competed in the team event, where Belarus finished 12th out of 17 teams. However, Bobrov jumped poorly, achieving only 53 and 52 meters (the best jumpers reached distances over 80 meters). This resulted in the 5th-to-last individual score in that competition. Bobrov performed the worst in the Belarusian team, earning just 75.5 points in two jumps, while the second-worst result from the Belarusian team was 116.5 points (achieved by Ivan Tutokau). Three days later, in the individual competition, he finished 65th (out of 73 competitors) with a total score of 94.5 points (after jumps of 56.5 and 56 meters). On 26 February 1994, he made his debut in
Continental Cup events for the first time. In
Schönwald im Schwarzwald, he placed 65th, and the next day in
Titisee-Neustadt, he finished two places higher. These were his last starts on the international arena in the season. At the 1996 Junior World Ski Championships in
Asiago, he finished 50th. In March 1996, he achieved his best Continental Cup result at the time, placing 36th in
Planica with jumps of 105 and 97 meters. (out of 25 competitors). In October 1996, Bobrov competed in the 1996 Polish Summer Ski Jumping Championships in
Zakopane, finishing 49th. and 92 meters, he placed 41st out of 45 competitors with a total score of 116.9 points. These events also counted as World Cup competitions, marking Bobrov's only career starts in main events of the highest level. On the first day, he achieved his career-best 39th place, while on the second day, he finished 41st in the classification. From 7 to 22 February 1998, he competed in six Continental Cup events in the US. In the first competition in
Westby, he finished 33rd, but the next day, he achieved a career milestone by placing in the top 30 for the first time, earning one point for 30th place. The following weekend in
Iron Mountain (14 and 15 February 1998), he earned two more points with two 30th-place finishes. In the final two American events in
Ishpeming, he finished outside the top 30. Bobrov set a record on the
MS 1970 A ski jump. On 21 and 26 February 1999, he made his final appearance at a major international event, the
World Championships in
Ramsau. He finished last in 67th place on the large hill (competed in
Bischofshofen) and second-to-last in 68th place on the small hill, jumping 66.5 meters and outperforming only . His performance on the large hill was so poor (55 meters) that he received a score of 0.0 points. He retired from international competition after these events. == World Cup ==