"The Cossack will be hard to beat on the Hawke's Bay track. Dr Hank has done nothing wrong and he is on the way up.
"I will just ride my own race, but it would be awesome to see them come up level-headed with a couple of jumps to go and be a match-race."
Phelan will also ride No Tip for trainers Paul Nelson and Corrina McDougal in the Hawke's Bay Steeplechase (4800m). The training duo will have a two-pronged attack in the steeplechase feature, with Argyll, whom Phelan partnered to win the Waikato Steeplechase (3900m) last start, set to clash with his older stablemate.
"I will ride No Tip in the steeplechase. He won there [Hastings] two weeks ago," Phelan said.
"Charlie Case is going to ride Argyll and they are quite even to be fair, too. No Tip is getting up in the weights, too."
Phelan is thrilled to be linking with Hawke's Bay trainers Nelson and McDougal, who have a host of top-class jumpers and have sent out 12 winners from their past 35 starters since the beginning of May.
"I have been lucky to ride the Nelson and McDougal horses this season and everything is going well. A couple of years ago they got a virus but the team is going really well this season," Phelan said.
"Winter has hit quickly and we have had quite a bit of rain of late, so they are just a little bit more forward too, I think."
The Cambridge horseman will be heading south to Hawke's Bay on Saturday with a runner of his own in a training capacity, Quiz Kid in the Taradale Club Mile (1600m).
"He has been running good races. We have just freshened him up to go a mile," Phelan said.
A trip north to race in the Northern Region Winter Championships on Saturday July 16 at Ruakaka is next on the agenda for the son of Iffraaj, where he is nominated over 2100m.
"It is worth $60,000," he said. "It is not a stakes race so you can claim in it if you have to, so that will suit a horse like him at the top of the weights. It is a good initiative to have the five $60,000 finals there."
Stablemate Hit The Road Jack could potentially join Quiz Kid at Ruakaka, after pleasing when second in an 1100m trial at Te Rapa on Tuesday.
A quiet winter is likely instore for the gelding with the New Zealand Cup (3200m) at Riccarton in November potentially on the radar.
"We took him down to the New Zealand Cup last year and he ran a nice fifth. We may go down there," Phelan said.
"He is nominated for the staying race up at Ruakaka. We might take him up for that if he is forward enough. He might have a run next week at Te Rapa and then he might go up there. He will have a light winter and we will aim him for the spring." -NZ Racing Desk