Ryan Giggs - 6

Ryan Giggs was there when Manchester United was creeping back to its glory days way back in 1992, he was there when Manchester United dominated the Premier League, he was also there when the Red Devils started falling off their perch since the retirement of legendary manager Sir Alex Ferguson.
One of the greatest ever Premier League players, Ryan Giggs was a one-club man who spent 24 seasons with Manchester United (2 in the old First Division and 22 in the Premier League). The Welsh boss owns many Premier League records, including the most titles won, the most number of assists in the league and many more.
Ryan Giggs had already been a first-team player when the Premier League started in 1992. The Welsh international made it into the first ever PFA Team of The Year in the Premier League era as he played a key role in helping Manchester United win the inaugural Premier League. The second appearance though would come only 5 years later in 1997-98, this time after failing to help Manchester United thwart the Arsenal challenge.
The Welsh boss then made it into the 2000-01 and 2001-02 Team of the Year before once again reappearing after 5 years in the 2006-07 Team of the Year. In the 2008-09 season, Ryan Giggs made his final appearance in the PFA Team of the Year after having transformed into a versatile midfielder from an out and out winger.
Ryan Giggs made a total of 632 appearances, scoring 109 goals and making 162 assists (the highest in the league). He has also won 13 Premier League titles, the most by a single player, and has played in 22 consecutive Premier League seasons and scored in 21 consecutive Premier League seasons. The number of records for the Welsh international goes on and on.
Ryan Giggs - (1992-93, 1997-98, 2000-01, 2001-02, 2006-07, 2008-09)
Steven Gerrard - 8

If there is one tag that Steven Gerrard would never have wanted would be that of the greatest player ever not to win the Premier League title. The Premier League legend thrice came close to winning the Premier League title thrice but faltered in each of his attempts.
Steven Gerrard made his Premier League debut 1998 but became a regular in the Liverpool lineup only the next season. The legendary midfielder made his first appearance in the PFA Team of The Year in 2000-01 when Liverpool won the UEFA Cup, League Cup and the FA Cup.
The Rangers boss made his second appearance in the 2003-04 season. The following 6 seasons saw Steven Gerrard making the PFA Team of The Season before making his final appearance in th 2013-14 season when Liverpool made their last Premier League charge.
Steven Gerrard spent 17 seasons at Anfield before moving to LA Galaxy in 2015. The former England international made 504 appearance in the Premier League, scoring 120 goals and 92 assists.
Steven Gerrard - (2000-01, 2003-04, 2004-05, 2005-06, 2006-07, 2007-08, 2008-09, 2013-14)