John McDonald, of Booth Street in Bloxwich, was jailed for 13-and-a-half years, with a concurrent sentence of 48 months for conspiracy to commit fraud.
Judge James Burbidge KC told him “you killed a person and devastated many” and he would have to serve two-thirds of his sentence in prison before being released on licence.
For their conspiracy to commit fraud charges, which they pleaded guilty to, co-defendants Johnny McDonald, 23, of Molyneux Road, Dudley, was sentenced to 32 months in prison and Brett Delaney, 35, of Michael Road in Darlaston, 28 months.
They carried out their fake roofing work under the guise of a company called Approved Roofs Ltd in the West Midlands.
“Those you sought out were easy targets because they were vulnerable and trusting individuals,” Burbidge told them.
On 11 April, a police officer in a marked vehicle saw the trio “by chance” and began to follow them after one of them turned their head away after noticing her.
At the time they were spotted, the group were following an elderly customer to a cash machine for payment after carrying out substandard work on her roof, the court heard.
Prosecutor Michael Burrows KC said the van drove off at high speed, on the wrong side of the road, damaging at least five vehicles as it reached speeds of 70mph in 30mph zones and was even used to repeatedly ram a pursuing police car.
John McDonald then drove the van into the golf club and on to the first fairway, with police stopping their pursuit when the van came off the road.
