The swashbuckling midfielder has been sidelined by a persistent foot problem since playing 70 minutes in a victory over Grimsby Town on October 24.
His bid to regain fitness and play a part in Cherries' promotion push ended in failure last month when the injury flared up, but now he is hoping there could be light at the end of the tunnel.
An appointment on Monday could potentially map out Molesley's route forward, as he is due to visit James Calder, a leading foot and ankle surgeon, at his Basingstoke clinic.
The former non-league man is hopeful that summit could offer a possible solution in his battle to return to action as soon as possible.
He told the Echo: I'm going to see what he suggests at the moment I'm in no man's land.
If he thinks he can operate and help it, I'm sure we'll go with him.
He is the main man in this field. All the top clubs in England use him and he is held in high regard.
We're going back to see him to see what he suggests and just to ask his opinion.
It is the latest move in Molesley's fight to return to Eddie Howe's team after he exhausted every possible option in his recovery attempt earlier in the season.
Having donned an air-cast boot, walked with crutches and had injections during a painstaking rehabilitation programme, he eventually had to go under the knife in January.
It was hoped the 29-year-old might be back in time to feature again this term, but his recovery from that operation stalled when the problem reoccurred during some light jogging exercises last month.
Molesley was a major player as Howe's side took League Two by storm in the early stages of the campaign, but he has since been restricted to a frustrated watching brief.
Discussing his lengthy absence, Molesley said: I'm living a bit of a nightmare with it but I've got to look on the positive side.
It's not a good place to be, but I'm trying to keep a positive head now.
Hopefully, he (Calder) will come up with a solution and we can take it from there.
There's no one who wants the club to do well and win more than me. At the same time, it hurts that you're not involved in it.
Everyone knows how much I love playing for Bournemouth and not being involved is killing me.
But also, I'm ever so proud I'm associated with the club and proud of how well the boys are doing.