The son of Fast 'N' Famous has mostly raced in Benchmark grade races this year and faces the step up to an Open Handicap over 1200 metres on Saturday.
Fitzroy Boy won on the dirt at Flinton in early April and will need to do it again on Saturday with Jandowae a dirt surface.
“The alley is a worry,” Sheppard said of drawing barrier 11.
“It will be a good test for him but he ran well in the Battle of the Bush qualifier here, he ran second to Moscini.
“He likes his home track of Goondiwindi. But, he can handle the dirt.”
Brisbane-based apprentice Lilli Barr has retained the ride for the BOTB heat after winning on Fitzroy Boy twice already this year.
“The last seven or so months she has really picked up,” Sheppard said of Barr.
Sheppard qualified the now-retired Essaka for the Country Stampede Final of 2020 with the mare finishing fifth in her second last race start.
The experienced conditioner was hopeful of also targeting Elusive Eagle from his stable towards the BOTB qualifiers but the gelding has not had enough non-TAB starts to be eligible.
The 73-year-old prepares a small team of three gallopers and rides much of his own track work.
“I shoe them, I ride them and I feed them,” he said with a laugh.
“I do everything at the moment.”
Sheppard will also have A Pretty Penny from his stable heading to Jandowae on Saturday as the mare chases her second career victory.
“It is just trial and error with her at the moment,” he said.
“She won her maiden at her first start in a race but since then she has done things wrong.”
The Jandowae BOTB qualifier has attracted a strong field of 11 runners.
Mount Isa will also host a BOTB heat on Saturday, with seven from the North West set to face the starter.
The Battle of the Bush will feature 16 qualifiers (two per country region) across the state, with the final heats to be staged at Barcaldine on June 10.
Click here for more information on the Battle of the Bush Series.