A punter from Warilla will have the chance to share in $1.3 million prize money while a Corrimal resident is in the mix for a slice of $700,000.
The opportunities come after the Kosciuszko slot holders were announced on Thursday morning, with a second draw conducted for the new Four Pillars race.
The Warilla TAB account holder must now choose a country horse to race on their behalf in the $1.3 million Kosciuszko, to be run on Everest day on October 16.
The Illawarra has enjoyed success in the race before, with a Shellharbour punters club earning a slot in the 2019 event.
The group chose Handle The Truth as their runner and cheered the gelding to victory at the track.
The Four Pillars will follow a similar model and will be contested at Rosehill on October 30. A Corrimal punter received a slot for this event.
In a major boost for Kembla Grange trainers, the race is only open to Midway stables and will be run as a 1500 metres BenchMark 68.
Punters were quick to hit the phones when the race was announced on Wednesday afternoon, with Luke Price fielding calls about a number of his runners before the slot holders had even been announced.
The trainer is already eyeing a number of horses at the race, including Verbek, Kimberley Rain and Noble Soldier. The latter pair will contest Saturday's Midway at Kembla Grange.
"It's a fantastic initiative," Price said. "There might be a few things we learn from it this year, but speaking to trainers, it's fantastic.
"The people who have a ticket are smart and do their homework. They're looking for a horse on the way up and this race can be a big stepping stone.
"Verbek is one of our horses that could be aiming at bigger things but this race in the spring is a good race for him. He's the ideal horse for it."