Malcolm Jefferson's charge was runner-up in the Lightning Novices' Chase at Doncaster, the Arkle Trophy at Cheltenham and the Manifesto Novices' Chase at Aintree last spring before rounding off his campaign with a deserved victory in the Future Champion Novices' Chase at Ayr.
Jefferson has also entered the exciting Waiting Patiently for this weekend's two-and-a-half-mile Grade Two, but he is unlikely to line up unless conditions deteriorate.
Ruth Jefferson, assistant to her father, said: "If the ground keeps drying out we'll probably run Cloudy Dream.
"Both horses are in good form and are ready to go, but Waiting Patiently does want softer ground."
Waiting Patiently is unbeaten in three starts over fences since joining Jefferson from the now-retired Keith Reveley.
The six-year-old has not been seen in competitive action since beating the high-class Politologue at Haydock in January, but is closing in on a comeback, potentially at Carlisle on November 5.
"We'll see how things go, but the Colin Parker at Carlisle might be a good race for Waiting Patiently if the ground came up soft," Jefferson added.
"It would tell us whether he really stays two and a half miles. I know he beat Politologue over two and a half, but he'd have won at two miles that day and he's not short of pace."
Cloudy Dream and Waiting Patiently feature on a quality list of 24 horses entered for the Old Roan.
Other contenders include Tom George's God's Own, the Nick Williams-trained Tea For Two and Smad Place from Alan King's stable.
Henry De Bromhead's Devils Bride is the sole Irish contender.