Matthews and Moldaver last month changed agencies to the group that represents Edmonton Oilers center Connor McDavid, who last July 5 signed an eight-year, $100 million extension ($12.5 million average annual value) before playing the final season of his entry-level contract.
Matthews joined the Orr Group after leaving CAA Hockey, which represents forward John Tavares, who signed a seven-year, $77 million contract with the Maple Leafs as a free agent this offseason.
Matthews said he spoke to Tavares on the phone attempting to woo him to Toronto during the week leading up to July 1.
"I think a lot of times, when a person in his position is going through that process, you have a lot of people reach out to you, trying to make contact with you, and it can get overwhelming sometimes," Matthews said. "So I just talked to him briefly and told him how much we'd love to have him on our team. That was the gist of the conversation."
Matthews also had an offseason conversation with Toronto coach Mike Babcock in Arizona. Reports at the end of the season suggested Matthews had an issue with how he was being used during games, but he said speculation of a rift was taken out of context.
"I think it was a discussion," Matthews said. "I think you guys look too much into it. Obviously would have been better if the [meeting] hadn't been so out in the public, but the conversation went well.
"Obviously you move on from it. The fact is, both of us hope to be here for a long time."