In the end, the men's race could not have been closer as the top three all finished within two minutes of each other.
Jackson-Grammer took out line honours in one hour, 18.33 minutes.
The 17-year-old New Zealand junior representative, who won the AFFCO triathlon in Wanganui last month, is continuing his buildup to the ITU World Triathlon Grand Final in London in September.
Ironically for an event whose name is a pun on a prison break, it was Wanganui policeman Jason Page who was the first local home finishing a close second to Jackson-Grammer in 1 hour, 18.48 minutes. Ross Rainham chased home third behind the two front-runners, with a time of 1 hour, 20.33 minutes.
First woman home was Rosie Rochester (1.46:34) while "Team Jimmy Hildreth" took out their event in a respectable 1.11:24.
The first home from the multisport athletes who chose the kayak option with the bike and run was Ashley Christie in 1.22:40.
For the short course competitors, winner Adam Martin put in a very smart time of 34.36 minutes, while Phoebe Cromar (39.54) was the first woman home and "Team Lockie" (37.31) won their race.
Organisers hope to make the Escape an annual event.