Last time out, at Woodville on February 23, Jack's Boy raced wide and covered plenty of ground, dashing home for second behind Perfecto Mondo and his day must surely come.
Punters have remained confident with Jack's Boy sending him out favourite in his last two attempts.
Today he will be ridden by the able, and strong young rider Matthew Cameron.
Wairarapa's interests elsewhere on the card are fairly sparse although Masterton-owned Jungle Talk is entered in the fifth race, a Rating 65 over 1400m.
Formerly trained at Opaki, Jungle Talk has won a couple and owner John Griffith has the horse in the care of Otaki trainer Andrew Froggatt.
Jungle Talk won a recent trial at Otaki when ridden by Emma Lloyd, who will take the mount today.
Lloyd, who was apprenticed to Karen Zimmerman at Otaki, has not long been back in the game and is hungry to re-establish herself as a senior rider.
There is a fairly solid Wairarapa connection to a mare starting in race three, the Horowhenua Maiden.
Lady Lunchalot is leased by a syndicate that includes Ray and Ron Southey, of Masterton, Colin Campbell from Carterton, Clarrie Mudgway of Pahiatua and Dave and Ellen Oliver also from Pahiatua.
Trained at Awapuni by the evergreen Kevin Gray quite a lot was expected from Lady Lunchalot at her first attempt, but she disappointed.
She only beat two home in a 13-horse field at Woodville, after reports of encouraging trackwork and would need to improve sharply to figure in the money here.
She is likely to strike a rain-affected track if weather forecasts prove accurate, but is by noted wet-track sire His Royal Highness.