Updated

Republican Iowa Sen. Chuck Grassley , the chairman of the SenateJudiciary Committee, is questioning whether Hillary Clinton paidlegal and public relations expenses for a former State Departmentaide and a tech company that worked on her private emailsystem.

“As you are aware, such arrangements can poseconflict-of-interest issues,” Grassley wrotein a letter he senton Tuesday to attorneys representing Clinton andseveral of her State Department aides, including Bryan Pagliano,the IT staffer who managed Clinton’s email system while shewas secretary of state.

Grassley appears concerned that Clinton’s former aides andthe tech companies she has hired to manage her mysterious emailsystem would continue to work on her behalf rather than provideinformation on the email arrangement to investigators.

“It is important for the Committee to know whetherSecretary Clinton and her attorneys are providing financialsupport, legal support, or other coordination to those associatesof hers who are involved in congressional committee and federal lawenforcement inquiries relating to her email server,” Grassleywrote.

He pointed specifically to a Sept. 16 invoice allegedly sent from PlatteRiver Networks, the Denver-based firm that began managingClinton’s server in June 2013, to Clinton’s accountant,Marcum, LLP.

Platte River Networks had housed Clinton’s server at a NewJersey data center but turned it over to the FBI in August afterthe Intelligence Community’s inspector general found that two“top secret” emails had been maintained on thedevice.