Apparent friend of Trump?! Lol. Although, at least normally, being a friend of the President you’d think would be a good thing, I think your understanding of the Hollinger case is off kilter. Hollinger and its shareholders were the victims. As you can see Healy testified against the perpetrators and continued to work at Hollinger after Black’s conviction. He continues to serve as an officer or on boards of public companies without impediment, which would be unexpected if, as you allege, he had a plea bargain and immunity with the DOJ.
Conrad Black remains a vocal supporter of Trump, as a long time friend, but also perhaps as a convicted felon who would like a pardon.
In contrast, Tmmi’s CEO Healy is an investment banker whose credentials are, as you noticed, impressive. And unblemished. It seems unlikely in the extreme that he would risk his reputation and worse by trying to conceal a large beneficial ownership for absolutely no reason, and lie about progress.
But if you have actual evidence that North Star holds shares in trust for him, and that he is committing a securities offense, my view would change instantly.