And yet it could all have been very different.
Taylor was Colchester United's top scorer last season with 13 goals, but his season was ended early by a calf injury and despite his hopes of remaining with the League Two club, the offer of a new contract did not materialise.
As a result, he dropped two levels to join Chelmsford, a decision perhaps made easier by the fact owner Spencer Gore has made them fully professional this season.
"I think this is the most games I've played in the FA Cup in a single season - when you're in the Football League and playing every week in the league, the FA Cup almost seems to be a second-string game," Taylor said.
"It's just taken on a different feel and I wonder if that's because of the money that's now in league football, where it's so lucrative to get promoted.
"But I'm thoroughly enjoying the FA Cup this season. It's a very different feel when you come in during the qualifying rounds - it's been good fun."
Chelmsford drew 0-0 at Weston-super-Mare in the league in August, but current form does not favour them against opponents currently second in the table, as the Clarets have lost their past three games.
Taylor added: "The manager has been very clear from the first FA Cup game against Hertford [a 6-0 win] - he said 'the FA Cup is for you, it's not for the fans, not for the staff, not for the chairman, it's for you, for what you can build it to be'.
"And we've built it to be something great. We have to make sure we don't lose that feeling.
"It would be an incredible achievement. Even for League One and Two teams to get through rounds one and two isn't necessarily easy. We've got our own bit of modern history to make - if that's not a carrot then I don't know what is."