After filing for Chapter 11 on Friday, Chicago-based Midway investors are calling into question the mystery man known as "Mark Thomas" and his supposed relationship with former Midway majority shareholder and media mogul Sumner Redstone.

A report in the Chicago Tribune said that Midway shareholders filed an objection in bankruptcy court that suggested Thomas' acquisition of the publisher last year for $100K and the assumption of $70 million in debt--and the terms of the company's subsequent bankruptcy--is unsettlingly odd.

Midway's debtors said in the filing that the bankruptcy is "tainted by highly unusual transactions by insiders ... that, to put it charitably, require significant scrutiny."

Little is known of Thomas, a secretive investor that creditors speculate is a partner at private equity company Georgetown Partners LLC in Bethesda, Md.

Redstone's sale of his 87 percent stake in the company to this mysterious figure has raised red flags amongst the bond holders, who are owed a total of $150 million by Midway.

"It is safe to assume that there must be a connection between Redstone and Thomas given that Redstone essentially gifted his rights in the Debtors to Thomas," the filing read.

One main point of contention is that of the $70 million of debt that Thomas assumed from his acquisition of Midway, $30 million is secured debt that would be paid to Thomas before the bondholders.

"The cash collateral order places a clear emphasis on insiders getting paid before and, potentially, at the expense of the estates and their creditors," the filing read.

The bondholders' attorney said Thomas' identity may come to light once bankruptcy proceedings commence.

The filing added, "The Redstone-Thomas Transaction has done considerable harm to the Debtors and their estates. As a consequence, the estates may have substantial claims against each of the Redstone Parties and the Thomas Parties and those claims require meaningful investigation."