During a taped radio interview with Dan Le Batard on 790 AM The Ticket, Samson noted that the Marlins' last-place 69-93 record triggered management's decision to overhaul the roster.
Miami would send Josh Johnson, Mark Buehrle, Jose Reyes, Emilio Bonifacio and John Buck to Toronto in exchange for seven players, including Yunel Escobar.
In the interview, which lasted about 20 minutes, Samson said: "We sat down after the season and talked about the team and said, 'We cannot keep finishing in last place. It doesn't make sense.' We lost 93 games, and we entrusted all of our scouts and development people and upper-level baseball people and said, 'What can we do to possibly start this to turn around? What needs to happen? How can it work?'
"All sorts of different plans were possible. It just so happens that we found a way to possibly, in one fell swoop get a whole lot better, and get on the road to getting better."
Samson noted that in terms of name recognition, the Marlins parted with four players who have been All-Stars in the past. In return, they are getting many talented, but untested big league players.
"Names coming back in the potential trade are names people are not familiar with," Samson said. "But in the baseball world, people are familiar with them.
"As far as I'm concerned, what I really hope will happen, and what we plan on happening, is winning more games. Each year, starting to win more games. That's what we want to do."
Samson has a weekly segment on 790 The Ticket, and throughout the Marlins' season, fans repeatedly vented their displeasure with the team.
"I was just thinking about some of the calls we had during the season, when the team wasn't playing well, and we were losing all those games," Samson said. "I remember very well that our fans spoke to us, and they said they were not happy with what we are doing and what the team was doing.
"We said, 'What can we do? Where can we start, and what kind of flexibility do we need going forward?' We, meaning the baseball guys, starting talking around, and all of a sudden something possibly came to fruition."
For all the high expectations the Marlins had when they hired manager Ozzie Guillen, and signed high-priced free agents, the team still finished in last place.
"To lose 93 games was the most embarrassing thing," Samson said. "Far more embarrassing than this. Putting together a team in 2012 that we expected to win, The fact that they didn't, that was the most embarrassing."
Guillen was dismissed last month and replaced by Mike Redmond.
"I think that when we made the managerial decision, and when we made the player decisions we made last year, we could not have dreamed that our season would have ended that way," Samson said.