He believed an older MR BIG could handle the 1,400m trip for the first time and he was proven right.
His reward: His second successive Group 3 Jumbo Jet Trophy, after Super Easy, when Mr Big raced away to land Sunday's $200,000 feature in Race 10 at Kranji.
Pre-race, trainer Michael Freedman had said that it was time his money-spinner, who had won 10 times from 1,000m to 1,200m from 24 starts, to step up his now five-year-old Australian-bred to 1,400m.
Jockey Corey Brown jumped the former Juvenile Champion swiftly and managed to lead by a couple of lengths early from Natural Nice and City Lad, who raced a bit wide.
But the Melbourne Cup-winning Australian rider then eased his mount back a little, which saw City Lad ranging alongside at the 600m mark. They were followed by Natural Nice, the $14 favourite Speedy Cat wide out, Flying Fulton and Running Tall.
City Lad kicked and popped his head in front of Mr Big on straightening but, once shaken by Brown, Mr Big found another gear and broke clear.
Champion jockey Joao Moreira's mount What Now came from worse than midfield to go after the leader. Mr Big's stablemate Nandowra, who was last early in the field of 14, loomed into the picture.
But it was evident that the fast-finishing duo were not going to make it.