The firm’s website, which offered prize draw competitions including sports cars, luxury watches and even gold, stopped working about 10 days before Christmas.
The firm also offered a free entry system where would-be winners could post an entry to an address in Halifax, West Yorkshire.
Mr Bayliss, from Blackwood in Caerphilly county, south Wales, bought five 99p online entries for a draw on 15 September.
He said he spoke to Level Up Giveaways’ director Anton Hall, 35, over the phone the day after his win.
He remembered Mr Hall being “happy I took the cash” and confirming the money would be in his bank account within two to three days.
But nothing arrived.
Mr Bayliss sent numerous messages in the weeks that followed and received the occasional explanation from Mr Hall, but has not received payment.
“I have kind of given up,” said Mr Bayliss.
“It was the first time I’d won and it was typical that he stopped paying everyone.
“I have just gone numb to it. I have probably got a 5% chance of getting the money.”
Mr Bayliss said he had not heard from Mr Hall since 1 November, when he told him his bank accounts were “on hold”.
