Former Bury, Oldham and Macclesfield striker Tipton wrote his name into Droylsden's history by hitting the goal which sank Darlo to send the Tameside part-timers into round two for the first time in 30 years and only the second since the club was formed in 1892.
Ironically, the 28-year-old Bangor-born front man had never before scored for the Bloods, having only joined them from Blue Square North neighbours Hyde last month.
But Tipton says he has seen more than enough in his short time at the Butcher's Arms to convince him Dave Pace's non-Leaguers can perform another memorable giant-killing act.
"There's a lot of confidence in this team and, having beaten Darlington, the lads share my belief that we're capable of doing the same to Chesterfield," he said.
"Some might find it hard to believe, but teams at our level really do play better football than they do in League Two. Mainly, I think, because there's less pressure in non-League soccer. In the League, people's livelihoods depend on results, whereas in non-League, it's a lot more about enjoyment, which means players can relax and express themselves.
"Droylsden are certainly not the long-ball merchants many might expect and the fact we passed it around Darlington caught them out.
"Chesterfield will have done their homework on us, so there perhaps won't be the same element of surprise, but they are 10 places behind Darlington, so we certainly feel we have nothing to fear against them."
Victory
Victory for the Bloods at Saltergate would earn them a £30,000 prize to add to the £44,500 they've already accumulated from their four wins to reach this stage.
But the reward Droylsden are really eyeing is a place in the third round proper and the chance of a dream meeting with a Premier League giant such as United, City or Liverpool.
Tipton has had his share of such Cup success, with the highlight being a third round trip to Jose Mourinho's Chelsea while with Macc in January last year.
But, having not long after dropped into non-League when joining Hyde, he confesses he feared such glory days were well and truly behind him.
"I have to admit that, after going out of the Cup early with Hyde last season, I thought I'd never again get the chance of facing a big club like Chelsea in the Cup," said Tipton, who racked up 92 goals and 350 appearances in an 11-year Coca-Cola League career but now combines playing with selling low-cost injury cover to fellow footballers.
"But being part of this run with Droylsden has got me excited again," he added.
"I'm probably more pleased now than I was when I scored against Darlington because it took time for it to sink in just how important this is to my new team-mates and the club as a whole.
"But I know as well as anyone what beating Chesterfield could mean for Droylsden and really do believe we can do it."
Will Droylsden pull off another shock? Have your say.
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