One player will get a chance to compete for his first grand slam title when Daniil Medvedev and Stefanos Tsitsipas meet in the semifinals of the 2021 Australian Open. Seeded fourth, Medvedev enters the 2021 Australian Open semifinals on a roll, having won 19 straight matches. Meanwhile, the fifth-seeded Tsitsipas is coming off a stunning upset of Rafael Nadal in the quarterfinals. The winner of Friday's match will face world No. 1 Novak Djokovic, who defeated Aslan Karatsev in the other semifinal on Thursday.

The match starts at 3:30 a.m. ET on Friday. William Hill Sportsbook lists Medvedev as a -225 favorite, while Tsitsipas is going off at +175 in the latest Medvedev vs. Tsitsipas odds. William Hill offers a variety of other wagers such as total games, with the over-under set at 40.5. Before making any Tsitsipas vs. Medvedev picks, be sure to see the 2021 Australian Open predictions from famed tennis handicapper Sean Calvert.

Calvert is the famed handicapper who called Stan Wawrinka winning the 2014 Australian Open at 60-1, the last Australian title won by someone other than Djokovic or Roger Federer. In 2019, Calvert took down a huge score on Dominic Thiem winning Indian Wells at 80-1, among many stunning calls. And earlier this week Calvert correctly called Tsitsipas to upset Nadal in the quarterfinal, which paid +275. Anybody who followed his advice cashed a huge winner. 

Now, Calvert has scrutinized the latest Australian Open 2021 odds and released his coveted best bets for Medvedev vs. Tsitsipas. He's sharing his analysis at SportsLine.

Daniil Medvedev vs. Stefanos Tsitsipas preview

The 25-year-old Medvedev is coming off an impressive victory in the quarterfinals over countryman Andrey Rublev. Medvedev frustrated the seventh seed with a combination of solid defense and opportunistic offense. He only lost one service game and hit 14 aces en route to a 7-5, 6-3, 6-2 win and a spot in the semifinals.

Medvedev has now won 11 consecutive matches against top-10 opponents. By virtue of reaching the semifinals, he is guaranteed to jump to at least No. 3 in the world rankings, which would be a career-high. He is currently ranked fourth. 

On Friday, he'll meet the dangerous Tsitsipas, who reached the semifinals after pulling off a stunning quarterfinal upset over Nadal. In that match, Tsitsipas dropped the first two sets but rallied for a five-set win. It was just the second time that Nadal had lost a match in a grand slam after winning the first two sets.

So far in Melbourne, Tsitsipas has ridden a devastating serve. He has won 204 of 250 first serve points, and his 81.6 percent conversion rate ranks fourth among all players in the field. He also has won 99 of 155 second serve points, and his 63.9 percent conversion rate is the best of any player who advanced at least three rounds.

How to make Medvedev vs. Tsitsipas picks

Is Calvert again picking Tsitsipas to pull off the upset? The tennis guru has made a confident pick on the winner and has jumped all over a plus-money prop. Be sure to see Calvert's analysis before locking in your Australian Open 2021 picks for the men's semifinals.

Who wins Tsitsipas vs. Medvedev? And which prop could lead to a huge return? Visit SportsLine now to see Calvert's best bets for Tsitsipas vs. Medvedev, all from the famed tennis handicapper who called Wawrinka winning the 2014 Australian Open at 60-1.