On May 14, 2014, Clinkscales was announced as one of six protected players on the Rainmen roster for the upcoming season, meaning that he could not be approached by any other NBL Canada team.
On June 23, Clinkscales re-signed with the Rainmen for the 2014–15 season.
The team, which parted ways with their head coach Craig Hodges, aimed to return many of its players from the previous season.
Rainmen owner Andre Levingston commented, "We are extremely excited to have our team leader and floor general back.
Our fans loved Cliff's passion for the game, and (he) is fast becoming the face of our team's organization."
On November 7, the Rainmen lost their season opener to the Moncton Miracles, 113–117, with Clinkscales accounting for nine points and eight assists.
He posted a double-double in a win over their follow-up with the Miracles on November 23, recording ten points and a team-high ten assists off the bench.
On November 29, he notched 14 points and eight assists vs. the Island Storm.
Flourishing as a point-guard, Clinkscales scored a season-best 16 points against the Storm on February 26, 2015.
In a postseason victory vs. the Miracles on March 8, he had a season-high 12 assists.

The Rainmen went on to qualify for the 2015 Finals against the Windsor Express.
In their Game 1 defeat, Clinkscales committed three fouls within the first 12 minutes, but still managed to score 13 points.
The series featured several physical and verbal altercations, and after it was tied at three games apiece, the Rainmen chose to forfeit the deciding seventh game.
Prior to the contest, a brawl occurred between members of both sides.
The league fined Clinkscales, along with ten of his teammates, $5,000 each for poor sportsmanship on the court.
They were also suspended indefinitely from the NBL Canada during the investigation.
Commenting on the incident, Clinkscales later explained, "We practice hard against each other, we beat each other up, but there's a difference between being physical and dirty and hurting people."
The league fined players, coaches, and teams a total of $90,000, and the Rainmen ultimately collapsed after facing bankruptcy.
Clinkscales ended the season averaging 6.6 points, 5.9 assists, and 1.4 steals per game.
On May 14, 2014, Clinkscales was announced as one of six protected players on the Rainmen roster for the upcoming season, meaning that he could not be approached by any other NBL Canada team. On June 23, Clinkscales re-signed with the Rainmen for the 2014–15 season. The team, which parted ways with their head coach Craig Hodges, aimed to return many of its players from the previous season. Rainmen owner Andre Levingston commented, "We are extremely excited to have our team leader and floor general back. Our fans loved Cliff's passion for the game, and (he) is fast becoming the face of our team's organization." On November 7, the Rainmen lost their season opener to the Moncton Miracles, 113–117, with Clinkscales accounting for nine points and eight assists. He posted a double-double in a win over their follow-up with the Miracles on November 23, recording ten points and a team-high ten assists off the bench. On November 29, he notched 14 points and eight assists vs. the Island Storm. Flourishing as a point-guard, Clinkscales scored a season-best 16 points against the Storm on February 26, 2015. In a postseason victory vs. the Miracles on March 8, he had a season-high 12 assists.
The Rainmen went on to qualify for the 2015 Finals against the Windsor Express. In their Game 1 defeat, Clinkscales committed three fouls within the first 12 minutes, but still managed to score 13 points. The series featured several physical and verbal altercations, and after it was tied at three games apiece, the Rainmen chose to forfeit the deciding seventh game. Prior to the contest, a brawl occurred between members of both sides. The league fined Clinkscales, along with ten of his teammates, $5,000 each for poor sportsmanship on the court. They were also suspended indefinitely from the NBL Canada during the investigation. Commenting on the incident, Clinkscales later explained, "We practice hard against each other, we beat each other up, but there's a difference between being physical and dirty and hurting people." The league fined players, coaches, and teams a total of $90,000, and the Rainmen ultimately collapsed after facing bankruptcy. Clinkscales ended the season averaging 6.6 points, 5.9 assists, and 1.4 steals per game.
Cliff Clinkscales