2008–2009 season On November 7, 2008, Clinkscales was selected as the seventh pick of the ninth round in the
2008 NBA Development League Draft by the
Erie BayHawks. He made his official professional debut with the BayHawks on November 28, scoring 12 points to go along with four rebounds and three assists in a loss to the
Fort Wayne Mad Ants. On December 11, Clinkscales recorded his first
double-double with 10 points and a team-high 11 assists, helping his team defeat the
Iowa Energy. In a loss to the
Sioux Falls Skyforce later in the season, he had a career-high 13 assists. Throughout his initial stint with the BayHawks, Clinkscales emerged as a reliable passer and played in nine games. To make room for him in their roster, the Vipers had to waive veteran
Jeff Trepagnier. He capped the season with a double-double of 12 points and ten assists vs. the
Austin Spurs. By the end of the season, he was averaging 7.2 points, 5.3 assists, and 2.4 rebounds.
2009–2010 season Following his brief stint with the BayHawks, and subsequent signing by the Vipers, Clinkscales was eventually named on the latter's training camp roster. On November 17, 2009, he was cut from the roster during preseason. As a result, he reunited with the Erie BayHawks in mid-December. In another game vs. Iowa Energy that month, Clinkscales scored 14 points and notched a season-best 16 assists. Despite his strong passing numbers, he was criticized for being a poor
jump shooter.
2013–2014 season After leaving the D-League, Clinkscales signed in 2013 with the Panama City Breeze of the semi-professional
American Basketball League (ABL), with no indication that he joined any other team since his tenure with the BayHawks. On February 16, 2013, he scored 12 points with two three-pointers in a loss to the Emerald Coast Knights. While with the Breeze, Clinkscales (and his teammates) endured financial and domestic difficulties. He lived with five other teammates in a
duplex house in
Bay County, Florida. Because of financial issues, the league failed to pay the players—with Clinkscales solely receiving a check of $400—and canceled several games on its schedule. Later in the season, the players' duplex was supposedly leased by Breeze's head coach, Ty Fisher. A local broker filed a civil lawsuit against Fisher to evict the players, and county sheriff deputies soon forced them to leave the house. While living in the area, the players received aid from a local resident, Vonda Gainer, who they met at a
Dollar Tree store. Gainer gave them food and washed their clothes. Despite their poor living conditions, the players failed to receive any aid by the league, with no contact or assurance from league CEO Steve Haney. In his first game for the Rainmen on February 11, he had six points, four rebounds, and nine assists against the
Island Storm. Clinkscales scored a season-high 22 points along with 11 assists in a playoff win over the
Saint John Mill Rats on March 7. In the following game vs. the Mill Rats on March 9, he set the NBL Canada postseason record with 18 assists in a single game. He finished the series with a total of 52 assists—the most in a four-game playoff series in league history. In the following round against the Storm, Clinkscales accumulated 68 assists, an NBL Canada record for a six-game series. He finished the season averaging 11 points, 9.8 assists, and 3.3 rebounds. On April 20, 2014, Clinkscales represented the
Atlantic Division at the
NBL Canada All-Star Game in
Charlottetown, Prince Edward Island. He finished with four points, two rebounds, and a game-high 15 assists, as his team defeated the
Central Division.
2014–2015 season 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, 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 had 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 8 assists vs. the Island Storm. 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. 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.
2015–2016 season For the 2015–2016 season, the Rainmen reformed under new ownership as the
Halifax Hurricanes. Clinkscales eventually assumed the position of team
captain during the season. In the Hurricanes' regular season opener on
Boxing Day 2015, Clinkscales added 13 points to help overcome the Moncton Miracles. He went on to break the double-digit scoring mark on January 23, 2016, in a victory against the Island Storm, when he had ten points and a game-high seven assists. On January 28, Clinkscales had his first double-double of the season, with a season-best 18 points and 10 assists in a loss to the Saint John Mill Rats. The Hurricanes were unable to rally from a 15-point fourth-quarter deficit. Clinkscales had another double-double on February 14 against the
Orangeville A's, recording ten points and ten assists to push Halifax to a 125–89 win. He notched four steals, which would be a season high. On March 10, playing point guard, he scored 18 points once again, to go along with 10 assists, as the Hurricanes captured only their second win of the season, over the Mill Rats. Two games later, on March 18, Clinkscales recorded 10 points, 16 assists, and 7 rebounds – season bests for the latter two categories. His team won the game in overtime against the A's. On June 14, the Hurricanes won the championship over the
London Lightning, prevailing in the series 4–3. Clinkscales scored nine points and passed a team-high nine assists in the victory. His role as a leader within the squad was evidenced by his directing of the crowd at the
Scotiabank Centre. He remarked, "It feels great to get it with this group of guys." In mid-August 2016, he announced that he would not return to the Hurricanes during the 2016–17 season; he considered beginning a coaching career.
2016–2017 season Despite his previous claims, Clinkscales re-signed with the Hurricanes for the 2016–17 season on October 18, 2016, having been persuaded to make the decision by newly hired head coach
Kevin Keathley. Clinkscales said, "I am very excited to be returning to Halifax. I love the city and all of our supporters. I'm ready to work hard and build a team to defend our title with Coach Keathley. Da General is back!" Keathley was replaced by Mike Leslie by the start of the season. On December 26, in his season debut, Clinkscales scored six points, grabbed five rebounds, and passed for a team-high five assists to defeat the Moncton Miracles. In a game on January 12, 2017, vs. the Island Storm, he scored no points but recorded 13 assists. Clinkscales and the Hurricanes ultimately made it to the NBL Canada Finals before losing to the London Lightning in six games. Clinkscales was named to the All-NBL Canada Second Team at the end of the season with the league stating "Nine Hurricanes had more points than Clinkscales this season, but all can credit much of their scoring to the savvy point guard, who ranked second in NBLC with 300 assists while executing with a league-leading 4.48 assist-to-turnover rate. He had 11 double-digit assist games."
2017–2018 season Clinkscales was one of several players on the team who returned to the Hurricanes with the hope of again contending for the NBL Canada championship. He was happy to see so many returning players, commenting, "our coaching staff and owners did a great job of bringing the guys back, and these guys are pretty good". He believed he had ample opportunities to get assists because of his teammates, describing some of the returning members of his team as, "We have
Ta'Quan Zimmerman who is one of the best shooters in the league, we got Mike Poole one of the best shooters in the league, we have
Antoine Mason who is one of the best scorers in the league, we have
Billy White who commands a double-team every night, so is one of the best players in the league. With those guys around it makes it easy for me and I just try to get them the ball in the right spots where they are comfortable." He had 11 games with double-digit assists, including a season-best 15 in a loss to the
Saint John Riptide on January 18. For the second consecutive season, the Halifax Hurricanes lost to the London Lightning in the NBL Canada Finals, this time in a winner-take-all Game 7. Clinkscales had 14 points and 14 assists in the decisive loss.
2018–2019 season The
2018–19 season turned out to be the last full season of Clinkscales's playing career. Clinkscales described his role on the team as, "I bring leadership and experience and as one of the oldest players on the team so my job is to be an extension of my coaches and make the game easier for not only my coaches but also my team." He set a franchise record for assists in a game with 18 on December 19 against the
Windsor Express. Overall though, Clinkscales's season averages declined to 5.2 points per game and 6.3 assists per game, respectively the lowest and second-lowest averages of his NBL Canada career.
2019–2020 season Before the
2019–20 season began, Mike Leslie was promoted to team president and general manager. The vacant coaching position was filled by Ryan Marchand. Clinkscales set a new career-high with 27 points on March 5 against the
Sudbury Five, breaking his own franchise record with 19 assists in the same game. At the time, the Hurricanes had a losing record of 8–16. Nonetheless, Clinkscales was averaging 10.1 assists per game, the best of his NBL Canada career. Clinkscales earned Third Team All-NBL Canada honors. Before the season began, Clinkscales became the all-time assist leader in NBL Canada history. ==Coaching career==