After coming to blows at a fiery press conference recently, the pair face-off in an exhibition bout at the Mercedes-Benz Stadium in Atlanta with plenty at stake for both fighters.
Paul is looking to move his professional boxing record to 3-0, but is yet to face an opponent with a background in combat sports.
Askren, 36, retired from mixed martial arts after he went 1-2 in the UFC, and was famously on the receiving end of the fastest knockout in its history when he was defeated by Jorge Masvidal at UFC 239.
Here's everything you need to know ahead of the big fight this weekend...
The exhibition event will take place on Saturday, April 17 and is being held at the Mercedes-Benz Stadium in Atlanta, Georgia.
UK fans can expect the action to get underway after midnight with the card getting going from 2am Sunday morning and the pair likely slated for around 4am.
The fight is being shown live on online streaming site FITE TV in the UK.
It will be a pay-per-view event for UK fans and will cost £17.
Social media site Triller will be showing it in the USA.
Jake Paul and Ben Askren are fighting eight rounds at cruiserweight-level, meaning both fighters can't weigh anything over 200 pounds.
Considering Askren fought at 170 during his MMA run and was 174 as a collegiate wrestler, you can expect him to be massively under that limit.
Paul, on the other hand, weighed in at 189 pounds for his last boxing match.
Including the undercard, there will be seven fights in all, but there will be more than just boxing to keep viewers entertained.
A whole host of big-name musical acts are slated to perform including Justin Bieber, the Black Keys, Diplo, Saweetie, Major Lazer, and Doja Cat.
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