round after receiving bye in first round as he was seeded 3rd. He again reached semi-finals with Bhatt Ravikiran at ITF Frankfurt Championships where they lost in straight sets. This was his 3rd consecutive semi-final appearance in doubles. He lost to David Sanger in straight sets in final qualifier round of LTA International Junior Championships. But still received entry in main draw as a lucky loser but his luck didn't continued as he lost to Ignacio Gonzalez-King in straight sets of first round. He entered 42nd Van Keeken Tournament where he lost in singles to Julien Cassaigne in straight sets. In the doubles he was seeded 4th with Bhatt Ravikiran where they lost in Quarter-finals to Jonas Froberg and Alexander Hartman in straight sets. This was Bopanna's junior Career's last tournament he entered. Bopanna had a very poor performances in early phase of his senior career. He managed to reach finals of India 2 Masters week 2 with Kedar Shah where they lost in straight sets. Many times his singles campaign ended in qualifying rounds and doubles in Quarter-finals. He ended the 20th century at Jaipur Challenger where he lost to top seed Paradorn Srichaphan in straight sets in first round and in doubles he reached Quarter-finals with Rishi Sridhar where they lost to 3rd seeds Slovaks Martin Hromec and Vladimir Platenik in a thrilling match 6-7,7-6,6-7. 2000s: Early Professional Career 2000–2001: Early Days Bopanna had started entering ITF Circuit Tournaments but didn't got much success as many times his campaign ended in qualifying rounds or first and second rounds of main draw. He had only some occasional semi-finals and finals appearances in this period. Bopanna began the 21st century at 2000 Gold Flake Open where he lost to Denis Golovanov in straight sets in first round of qualifiers. He entered India F1 Futures where he lost to Mikhail Chadunel in 2nd round of singles after receiving bye in first round. In doubles he partnered Rishi Sridhar but they lost to Mustafa Ghouse and Vishal Uppal in first round. He then reached semi-finals of India F3 Futures with Rishi Sridhar where they lost to Andy Ram and Nir Welgreen and in singles lost to Ganesh Sundararaju in straight sets in 2nd round after receiving bye un first. He ended the year at India F6 Futures where reached Quarter-finals with Vijay Kannan but lost to Viktor Bruthans in singles 2nd round.