Marc Topkin profiles Matt Silverman of the Rays. He takes a no-nonsense approach to deals with other teams:

“There’s certain teams who come in and officer audacious proposals that are more entertaining than anything else,” he said. “That is not our style. We like to cut to the chase and have targeted discussions and move on quickly if there isn’t a deal to be had.

“That’s the approach we’ve taken. It’s not necessarily the right approach, but it is one that we’re comfortable with and has led to some strong relationships with the clubs across the league.”

I do know people who negotiate with the audacious approach. The downside of that approach is that some people get insulted, rather than realizing it’s a ploy. I suspect Silverman gets the extreme offers very close to where he wants them to be quickly.