Connor McDavid #97 of the Edmonton Oilers (Credit: Getty Image)NHL insider David Pagnotta wonders how long Connor McDavid will wait for the Edmonton Oilers to produce after the superstar accepted a less lucrative extension to help the team contend for the Stanley Cup.McDavid signed a two-year contract extension worth $25 million, an annual average value of $12.5 million, a big commitment to the Oilers. But Pagnotta believes it's time for the Oilers to give back that loyalty with a stronger championship roster.David Pagnotta questions Connor McDavid Edmonton Oilers loyalty concernsDavid Pagnotta wondered how long Connor McDavid can continue to deal with the challenges surrounding the Edmonton Oilers if they can’t improve their Stanley Cup chances.McDavid’s decision is proof of extraordinary loyalty to the franchise, Pagnotta said on the Hello Hockey show. Now, it's Edmonton's turn to make the right moves to improve their roster and give themselves a chance to win the Stanley Cup, the NHL insider said.McDavid has won pretty much every individual award in the NHL, including multiple Hart and Art Ross Trophies. The only big thing missing from his resume is a Stanley Cup win as a member of the Edmonton Oilers.Why David Pagnotta questions Connor McDavid’s Edmonton Oilers futureConnor McDavid’s deal gives the Edmonton Oilers some cap flexibility, so the organization can make moves to improve the roster around its captain.The Oilers have been to the Stanley Cup Final the past couple of seasons, but have not been able to beat the Florida Panthers. The team’s failure to win the championship has heightened the pressure on management to address problems with scoring depth and defensive consistency.McDavid's contract gives Edmonton room for roster upgrades, and the team is expected to make them in this window of opportunity that is currently open.How Connor McDavid contract impacts Edmonton Oilers plansThe Edmonton Oilers need to surround Connor McDavid with a better supporting cast if they are going to keep their Stanley Cup hopes alive and keep their franchise player around for the long haul.Pagnotta also suggested Edmonton could look at other options at forward, including veterans that could add scoring depth. Management will come under the microscope for offseason decisions as it tries to build a better team.Still about winning in Edmonton for McDavid. But more playoff disappointment could raise questions about the franchise’s ability to provide one of the NHL’s greatest players with the championship environment he needs.