The first came in 2005 at age 19 over Andre Agassi, and the second in 2013.
The 23-year-old Medvedev arrives into his first Masters final without surrendering a set all week. "I did a lot of things well: changing directions, changing rhythm during the point.
At the same time it's fun to play them because, well, that's what I have been working for all my life", Medvedev said. The 33-year-old Swiss fought back with the only break in the second set.
"Rafa did it very well", he said with a grin.
"I won't be intimidated", Medvedev said of Sunday's challenge.
Rafael Nadal roared to the Rogers Cup title with a straight-sets victory over Daniil Medvedev but has chose to withdraw from Cincinnati.
"I'm hoping for a better performance in the next round".
"So it really did take me some time to recharge my batteries, especially in my head".
Medvedev, who hadn't dropped a set all week, was broken again to open the second. Djokovic is 2-0 against Carreno Busta.
Despite the lopsided defeat, Medvedev was pleased with his time in Toronto.
Antonio Brown Rips Into Oakland Raiders Over $54,000 Worth of Fines
He appeared in 130 games with Pittsburgh from 2010-18, catching 837 passes for 11,207 yards and 74 touchdowns. Brown wasn't pleased with the letter, judging by his response.
Even though he was in complete control, there was never any chance his foot was coming off the gas. "I made three double faults in the opening game and didn't have the greatest of starts".
For Djokovic and Federer, back in action for the first time since the Serb's victory over the Swiss in the Wimbledon final, it was a smooth start to their US Open build-up. Andrei Chesnokov was also victorious in 1991, while Yevgeny Kafelnikov lost the 1999 final.
Gael Monfils gained five positions after reaching the semi-final in Montreal and will need more useful results to get in contention, so as Felix Auger-Aliassime, Guido Pella, Matteo Berrettini, John Isner, Diego Schwartzman and Karen Khachanov who is back in the game after the semi-final run.
Nadal successfully defended a hard court title for the first time in his career.
Novak Djokovic survived a nervous start to see off Sam Querrey 7-5 6-1 at the Cincinnati Masters on Tuesday as the world number one returned to competition for the first time since beating Roger Federer in last month's epic Wimbledon final. It was tough facing his big serve. Djokovic and Federer both skipped this year's event in Montreal, but are scheduled to participate in Cincinnati.
Spain's Marcel Granollers and Argentina's Horacio Zeballos won the doubles title in their first event together.
The next player council meeting will be held in NY prior to the start of the US Open later this month.
"If we had a roof, this doesn't happen", Lapierre said. All week they've been telling me how attractive it was.
And with any luck, Nadal will be back to see them in 2021.