Federer hasn’t competed since the Laver Cup but returns to tour action this week at the Shanghai Masters.
While Rafael Nadal pulled out of the tournament in China to allow his knee injury to recover, there is still a talented field on show.
Wimbledon and US Open champion Novak Djokovic is in action while Juan Martin del Potro and Alexander Zverev are also among those competing.
First up for Federer though is a match against Medvedev, an opponent the 20-time Grand Slam winner has never faced in his career.
The Russian progressed to the second round with a comeback win over China’s Ze Zhang.
It comes after he won the first ATP 500 title of his fledgling career in Tokyo last week, resulting in him reaching a career-high world No 22 ranking.
And the 22-year-old is looking forward to playing against the tennis legend on centre stage.
“It was my dream probably to play him once, because we all know that his career will not last forever,” he said.
“To play him in the tournament on the central court, especially in a Masters 1000, is something amazing.”
How to watch Roger Federer vs Daniil Medvedev on TV
Roger Federer’s second round clash in the Shanghai Masters against Daniil Medvedev will be shown live on Sky Sports.
Sky Sports hold the rights for the entire Shanghai Masters this week, with Sky Sports Action showing most of the action.
Coverage of the Shanghai Masters for today is already underway with Fdderer’s match expected to get underway at roughly 12:30pm BST.
For Sky Sports, you can stream the action live online on your desktop or laptop via the Sky Go app, which if you’re an existing customer, is also available on iOS and Android smartphone and tablet devices.
Sky Go is also available on a number of platforms including Amazon Fire devices, iPad, Mac computers and laptops, Playstation 3, PS4 and Xbox One.
If you’re not currently a Sky Sports customer but can’t stand to miss out on the action, you can add the channels to your box via a NOW TV subscription.
Day passes, which let you add Sky Sports channels for 24 hours, start at £6.99 a day, with a weekly pass starting from £10.99, and no locking in to a contract.
NOW TV doesn’t even require a typical television to use, as it is also available on a NOW TV Box, Chromecast, PS4, PS3, Xbox One, Xbox 360, Roku, LG Smart TV, PC or Mac, and selected mobile and tablet devices.