The blockage appears to be caused by Ms MacGregor, who has not responded to requests for comment.
On Monday, she said she wanted Mr Craig's consent to waive confidentiality so she could correct "clear factual inaccuracies" in his public comments.
Board member John Stringer, who is Mr Craig's most vocal critic, said he believed the former leader was trying to gag his former staffer by placing limits on what could be disclosed.
"Colin will be asking Rachel for a very conditional, qualified, confidential release," he said.
Mr Craig rejected this, saying his lawyers were asking for "total freedom to disclose" from both parties.
His former press secretary could be concerned she would face legal action if she disclosed any damaging details about Mr Craig.
Even if the two agreed to waive confidentiality, both parties still reserved the right to take legal action if they felt a breach of the agreement had occurred previously.
In her statement, Ms MacGregor sought Mr Craig's assurance she would not be taken to court if she spoke out.
Ms MacGregor, who now works in PR, has been mostly silent since resigning in September, apart from a tweet on Monday which said Mr Craig was "trying to frame her as his mistress".
Mr Craig said he thought this accusation was "weird", but it was not a breach of the agreement.
"It never occurred to me to take legal action about it," he said.
He admitted to breaching the confidentiality agreement at a press conference on Monday, but he said it was justified.
The agreement signed with the Human Rights Commission is believed to be suppressing some embarrassing details including romantic poems.
Meanwhile, the beleaguered Conservative Party board has decided to press on with just three members.
Of these three members, two opposed Mr Craig reclaiming the leadership. The other, chairman Brian Dobbs, wants claims about Mr Craig's inappropriate conduct to be investigated before any decision is made. He was also taking disciplinary action against Mr Stringer for breaking the party's code of conduct.
Mr Dobbs said several more people were likely to be brought onto the board until an annual meeting is held.
Mr Craig is speaking to members to measure his support, and says he is optimistic he will be returned as leader.