A confidence trickster enjoyed a luxury lifestyle after duping victims into buying corporate event packages which never existed.
Sarjinder Singh Dhillon, also claimed state benefits while driving luxury cars, including a Bentley Continental, and spent £84,000 on private schools for his two children.
He used false names to dupe staff at various companies into believing they were buying hospitality seats at Wimbledon, the Grand National, Ascot, The Ashes and Six Nations.
Even after his arrest in February 2013 for offences while trading as Rothschild Enterprises, he went on to set up Hamptons Events and continued the scam, dishonestly obtaining about £35,000 in total, Leicester Crown Court was told.
Dhillon (42), who failed to declare any income to the taxman or pay any tax between 2007 and 2013, had £128,000 of unexplained income going through a business account.
This week, he was jailed for two years and five months for a total of 21 offences.
Dhillon, who has never passed a driving test, also fraudulently obtained car insurance for vehicles owned at different times, including a Porsche Carrera, an Audi RS4 and Audi S5, a VW Golf, a Range Rover, a Renault Megane and a Ford Fiesta.
He lied about having a £50,000 salary while claiming benefits to obtain a £160,000 re-mortgage on his home in Beacon Road, Loughborough, said Esther Harrison, prosecuting.
Judge Philip Head said: "What you've been doing over the last seven years shows me you're a fundamentally dishonest person.
"You were receiving some income from a legitimate source but wholly failed to declare it and at times were receiving state benefits, although there are no charges in relation to that.
"You received £164,000 during that time but the prosecution say £128,000 was unexplained and you were cheating the public out of tax and national insurance. It's not possible to say how much they were cheated out of but it must have been many thousands of pounds.
"You spent it on private school fees for your children and significantly on expensive cars including a Bentley and a Porsche.
"You cheated victims out of £14,000 worth of corporate hospitality packages and never delivered them, between September 2011 and February 2013. You claimed to the police you were an honest but incompetent businessman.
"You then sold five further packages worth £20,370 that weren't delivered, all done in breach of bail and flagrantly disregarding the fact you were going through the prosecution process, between April 2013 and January.
"Your barrister says you're a genuine but over-optimistic businessman, but various transactions were clearly dishonest.
"I'm told you've repaid a significant sum back to the losers but that was only after you were caught."
The court heard customers who complained about not receiving tickets for corporate events they paid up-front for were often "fobbed off" with excuses.
Dhillon admitted nine counts of fraud relating to the corporate events scam, one of fraudulently obtaining a re-mortgage, one of dishonestly obtaining car insurance – by failing to declare he had no driving licence – and one count of acquiring criminal property in the form of unexplained cash deposits into bank accounts.
He admitted nine offences of converting criminal property, or money laundering, by paying £84,907 school fees to Loughborough Endowed Schools, between 2006 and 2013, and purchasing various vehicles.
Cameron Scott, mitigating, said: "There were some successful packages delivered but, at some stage, he found he was unable to fulfil commitments and was starting to rob Peter to pay Paul.
"He's repaid the money by borrowing from his father-in-law and taken full-time employment.
"He's deeply ashamed and sincerely remorseful and feels he's disgraced his family, friends and the community."
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