Manchester United's decision to sign French starlet Anthony Martial on transfer deadline day represents the biggest gamble of the summer transfer window.
Having missed out on signing the likes of Gareth Bale, Pedro and Thomas Muller, Louis van Gaal acted fast to bring the youngster to Old Trafford in a desperate attempt to add more firepower going forward.
However, the Dutchman is not alone in conducting transfer business with large elements of risk attached, with Chelsea, Tottenham and Manchester City all raising eyebrows.
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Here are the five players - besides Martial - that could either justify the faith of their managers or spark anger and frustration from supporters as the season progresses.
The acquisition of the Columbian on loan from Monaco represents a monstrous gamble not just because of his mammoth wages, but also because this time last year Manchester United took the very same risk, and in turn were repaid a dismal four league goals.
Once regarded as one of the best strikers in world football, Falcao's miserable time in Manchester has prompted many to label him as too injury-plagued and incapable of making an impact in English football.
And yet Falcao, much to everyone's amazement, has already opened his account under Jose Mourinho, scoring during the side's defeat to Crystal Palace last weekend with an excellent near-post header.
Early signs still suggest that Falcao's time at the top is up, but if Mourinho can get him back to even near his best then Chelsea have a genuine chance of challenging on all fronts. If not, then parent club Monaco will face a battle to attract any possible suitors next summer.
With his reliance on Harry Kane overwhelming and attempts to sign Saido Berahino thwarted, Mauricio Pochettino took a plunge to sign Bayer Leverkusen striker Heung-Min Son.
The South Korean international cost the club a grand total of £22 million, and will hope to fare better than the likes of Roberto Soldado and Emmanuel Adebayor, who infamously offered very little during their time at the club.
Son scored 17 goals in 42 appearances for the Bundesliga outfit last term, and if he can reproduce that form he will immediately be a fan favourite at White Hart Lane.
If he doesn't, however, he will become yet another player to fall by the wayside in north London. Pochettino could live or die by his decision to bring him to the club.
A physical powerhouse blessed with a tenacious attitude and ruthlessness in front of goal, Benteke has all of the attributes to suggest that he can be a success at Liverpool.
Brendan Rodgers' decision to fork out £32.5 million for the Belgian has raised eyebrows, though, with their indirect style of play seemingly the exact opposite of what makes the former Aston Villa forward one of the most clinical players in the Premier League.
Andy Carroll was blessed with similar attributes when he signed in 2011, yet never truly lived up to his potential and was unimpressive under both Kenny Dalglish and Rodgers.
Benteke will need to score goals in order to prove that he's worth the money, and to silence those who believe Rodgers has made yet another out-of-sorts signing.
The way in which Sterling forced himself out of Liverpool dominated the back pages, with the England starlet eventually paving the way for a £50 million move to City - a fee he faces a steep challenge to live up to.
The 20-year-old frequently spoke of his desire not to sign a new contract with Liverpool, with the Reds then playing hard ball as Manuel Pellegrini attempted to bolster his squad.
They got their man eventually but, despite his impressive start to life at the Etihad Stadium, only time will tell whether the youngster can become a mainstay of the City side for the next decade.
And only he can do that by producing on the football pitch, with his goal against Watford over the weekend nothing but a positive sign of what's to come.
Jamie Redknapp believes that, if Louis van Gaal can coax the best out of him, Bastian Schweinsteiger could be the Premier League's signing of the century.
However, the German has endured a steady if unspectacular start to life in Manchester, with his woefully below-par performance against Swansea last weekend his worst in a United shirt.
He brings experience and tactical knowledge to the side and may help the club move forwards - particularly in the Champions League.
A stunning assist to Ander Herrera in the 4-0 battering of Club Brugges in the Champions League shows his vision and footballing ability remains as impressive as ever, but whether he can maintain fitness and consistently replicate form from his Bayern days remains to be seen.