Farrell was described as "extremely wicked" by police
Five men have been jailed for their part in two robberies in Lancashire.
In one of the cases a security guard was shot in the leg as he delivered money to a cash machine in Blackburn.
Dean Farrell, 22, of Blackburn, was ordered to serve at least 11 years and David Evans, 20, also of Blackburn, was given 10 years in jail.
Colin McCash, 31, Simon Ginn, 28, and James Mulholland, 37, of Accrington, were jailed for 10, 12 and seven-and-a-half years respectively.
Farrell, of Billinge Avenue, and Evans, of Bonsall Street, were convicted for their involvement in the robbery on a Loomis security van as it made a cash delivery to an ATM machine on Preston Old Road in Blackburn in December 2008.
The security guard was confronted by two men in balaclavas and shot in the leg.
Farrell was also found guilty of wounding in relation to this robbery.
One guard was delivering money in Blackburn when he was shot
Mulholland was convicted of a second robbery that took place on 25 August 2008, as a cash delivery to an ATM machine was intercepted at the Morrisons supermarket on Amounderness Way in Thornton.
McCash and Ginn had earlier admitted conspiracy to commit both robberies.
Det Supt Neil Hunter said: "This has been a long and demanding investigation into an organised crime group who used unnecessary violence against security guards from Loomis and I am delighted with the result today.
"The cowardly actions of Farrell and Evans in particular were extremely wicked.
"They have callously shot an unarmed man who was unable to defend himself who was going about his normal business.
"Imran, the injured security guard, is on the road to recovery and we wish him well for the future."