Whittaker was on the books of Rangers from 2007 until 2012 when he moved to Norwich City in England.
The 33-year-old right-back returned to Scotland in the summer transfer window, re-joining his first professional club Hibernian, who will play in the Scottish Premiership this season after winning promotion from the Scottish Championship at the end of the 2016-17 campaign.
The Scotland international defender started his professional club football career at Hibernian and played for them until 2007 before joining Rangers.
Boyd, now on the books of Scottish Premiership club Kilmarnock, played for Rangers from 2006 until 2010 and then again during the 2014-15 season.
The Scottish striker believes that Rangers did not sign Whittaker in the summer transfer window because of the way the right-back left the Gers in the summer of 2012.
“Maybe my old team-mate Whittaker is happy the way it’s worked out,” Boyd wrote in The Scottish Sun regarding Whittaker’s move to Hibernian this summer. “Maybe he wouldn’t want to swap teams even if he was offered the chance.
“But Gers would have been interested in snapping him up on a free transfer this summer. I’m convinced the biggest reason they didn’t was because of the way Whitts left five years ago.
“Remember that press conference he held? Sitting alongside Steven Naismith, he said how Rangers wasn’t the Rangers he signed for, and he was well within his rights walking out the door.
“Rangers was on its knees at the time, desperate for every penny it could get. But Naisy and Whitts wanted out. I’m sure they both regret the way the whole thing was handled because no one came out of it looking good.
“Holding a press conference to leave a club, what was that all about? As it turned out they got their big money moves with Naisy signing for Everton and Whitts going to Norwich.”
Rangers and Hibernian will face each other at Ibrox in the Scottish Premiership on Saturday afternoon.