It should have been a standard conversation, right out of the human resources playbook: Adam Skelos, a new employee, had regularly skipped work in his very first week, logging about one hour during the previous four days.

The conversation did not go well.

According to an expanded indictment filed Tuesday by federal prosecutors against Adam Skelos and his father, State Senator Dean G. Skelos of Long Island, Adam Skelos allegedly threatened to “smash in” his boss’s head. He then told the supervisor at the malpractice insurance company that he would never amount to anything, and that guys like him could not even shine his shoes.

The superseding indictment added two new charges of soliciting bribes from a Long Island company that had lobbied the state in return for favorable legislation. The new charges came almost three months after Senator Skelos and his son were arrested in New York by federal authorities on extortion, fraud and bribe solicitation charges.

In the initial criminal complaint filed in May, Senator Skelos, the former Republican majority leader, was accused of taking official actions to benefit AbTech Industries, an Arizona-based environmental company, and Glenwood Management, a New York developer that had financial ties to AbTech. Senator Skelos agreed to do so, according to the complaint, as long as the companies paid his son.

The new indictment includes the earlier charges, painting a picture of Adam Skelos as an entitled son who looked to take advantage of his father’s powerful perch atop the Senate.