These instances include Watson being censured in 1998 by the Securities Commission for buying shares in McCollam Print while negotiating its takeover by an entity related to him.
They also include claims Hotchin breached Securities Commission guidelines in 1999 on insider trading in relation to the sale and purchase of shares in the Pacific Retail Group.
In citing these alleged "misconducts" Sheppard is seeking to show Hotchin and Watson were not persons of "particularly good reputation" in an area relevant to the current proceedings.
Associate Judge Jeremy Doogue refused to strike out these particulars from the proceedings in October last year.
Referring to Doogue's decision, Miles argued yesterday that the defendant didn't have documents associated with these alleged misconducts and called it a "fishing expedition".
Miles doubted if anyone viewing the television show where Sheppard made some of the allegedly defamatory comments would have been aware of what the QC had earlier called "technical breaches".
Miles said they were "a classical example of an irrelevance" and something which were "a side issue" at best.
He said the matter could potentially divert the attention away from the main issues in the proceedings, which were "complicated enough as it is".
But Sheppard's QC, Bruce Gray, said this morning those promoting an offer of debt securities to the public necessarily put their personality behind it.
"The defendant, your honour, cannot accept that a finding of any kind of insider trading is merely technical or irrelevant. Misuse of price sensitive information is central to the workings of the market. Asymmetry in information perverts the market and so the defendant would say the court should not and could not find that a finding of insider trading was not relevant to a person who was issuing debt securities to the public," Gray said.
Gray said the alleged misconduct was mentioned in a newspaper article in August 2008 and so was still something referred to when considering the reputations of the plantiffs.
In his reply to Gray this morning, Miles said the matters were no longer "part of the fabric of the plaintiff's reputation".
Gray also expanded on his arguments this morning as to why the trial should be heard by a jury and not a judge-alone.
He said the public had an interest in the administration of law in this field.
"We point to the public interest in a defamation proceedings such as this having factual issues resolved by members of the public," Gray said
Yesterday, Miles applied for the case to heard by a judge alone and said it was "effectively major commercial litigation".
There would be a "relatively complex and sophisticated investigation" into facts, judgments, documents and expert evidence on these matters.
"I think I can say with absolute confidence that the documents themselves are, at the very least, complex," he said.
But Gray told Justice Mark Cooper that the documents referred to by Miles had been issued to the public and were intended to be understood by the public.
Although Sheppard was personally indifferent as to how the trial was to be heard, Gray said his client believed the proceedings "in principle should be left to a jury".
Justice Cooper reserved his decision on the review of Associate Judge Doogue's decision and the judge-alone application.