Australia must rejig their approach with the bat as they seek to break the 300-run barrier and bounce back in the ongoing ODI tri-series.
Steve Smith's side would have been close to locking up a spot in the June 26 series final if they defeated West Indies in St Kitts on Tuesday (AEST).
But they suffered a shock four-wicket loss and risk falling below South Africa and West Indies on the table if they muck up again in Barbados.
Smith was unhappy with his team's "sloppy" fielding and ineffectual bowling but the skipper also felt they were 15-20 runs short with the bat.
Australia finished 7-265, adding only 93 runs in their final 15 overs.
It was a similar story in the preceding game, when they defended 6-288 but managed 103 runs in the final 15 overs.
Bailey noted the pitch and fine bowling were a factor.
But the former captain admitted the drop in late-innings boundaries was a concerning trend.
"That's under where we'd like to be," Bailey said, having scored 55 off 56 balls in the loss to West Indies.
"We haven't probably cleared the fence as much as what the Australian team would have done, certainly in the past one or two years.
"So we have to come up with some different plans probably."
Bailey highlighted the example of Matthew Wade's quick-fire 24 against South Africa, when he scored a lot of runs behind the wicket.
"Wadey was pretty clever," he said.
"You might lured in a little bit here with the short boundaries, so that's fine if you're the size of Kieron Pollard or Mitch Marsh.
"For someone like me you have to be a bit smarter and come up with a different way of doing that.
"I found it hard work ... the wicket's slowing up and the slower ball is having quite a big effect."
Australia have travelled to Barbados, where they clash with South Africa at 3am AEST on Monday.
The series continues at 3am AEST on Thursday, when the hosts face the Proteas in St Kitts.
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