The 30-year-old was initially set to miss just a handful of weeks of action, but things have taken a sour turn for the former Frickley man.
He is now awaiting an appointment with a specialist in a bid to cure the problem that was sustained in the 1-0 victory at home to Farsley in August.
There will be no rushing back for Simpson though, as he has already missed two-and-a-half years of his career through knee issues.
“It is just so frustrating. I’m somebody that kicks every ball, so watching the games is killing me,” said Simpson.
“I did it when I kicked a ball int he game against Farsley. I played a few days later against Trafford and after that I knew something was seriously wrong.
“Since then I’ve been trying to get involved in warm-ups with Rob Zand, but it just isn’t right.
“I’m 30 now, so I have to be sensible, especially as we’ve just had a young son.
“I came back too soon before when I was struggling with a cartilage problem and that set me back for a year.
“I still want it though and I want to come back into a winning team.
“I wouldn’t mind if I was sitting on the bench for 10 games if it meant that Scarborough were doing well.”
Simpson, who is yet to concede a goal in a Boro shirt, has also underlined that the current run of form is just a blip and that he is 100% confident that things will improve.
He added: “Nobody expected this blip, but that it all it is.
“The fact that we are missing senior players and their voices on the park isn’t helping though.
“We started the season well and we can get back to that, you don’t suddenly become a bad team.
“It isn’t a concern for me because I know that we have the quality on the pitch to turn it around.
“In training the lads are working so hard to get us back on track.
“The goals will come as well. In shooting drills at training it has been a case of us keepers not touching the ball for half an hour,
“Maybe we just need that break and we’ll be flying again.”