It was a bitter-sweet summer for Damian Lillard, who following yet another playoffs disappointment, was part of Team USA’s medal winning Tokyo campaign. Following what most would call a season of mixed emotions, Lillard is now at a major crossroads.Does he give new head coach Chauncey Billups a shot, or take his talents elsewhere?

With the Blazers’ day of reckoning approaching, rival franchises, especially Philadelphia are watching. However, the 76’ers have issues of their own. Following a playoffs choke job against the Atlanta Hawks, Philly has remained unnervingly silent this till now in free agency.

Barring minor swaps like the one to acquire Andre Drummond, Philadelphia are right back to square 1, following yet another failed season with no roster improvements to show for! It’s time to wake up and smell the coffee for GM Daryl Morey, as another wasted season could potentially see a prime Embiid‘s mind start to wander.

NBA Trade Rumors: Philadelphia 76ers “Aggressively” Pursuing Damian Lillard, Ben Simmons Trade Open

Is Morey building a trade package for Damian Lillard?

While Dame has not officially requested a trade so far, chances are he’s on his way out given Olshey’s inability to make a big splash in free agency. And in this chaos, Philadelphia who have been eyeing the Lillard sweepstakes, look for a solution of their own.

With multiple trade offers for Simmons unyielding, given Philly’s requesting price for the All-Star a swap including other role players could be in order. Are the Sixers willing to leverage their roster & their future to close Lillard if he becomes available? That is the question Morey must ask himself as he (quite literally) reaches for the stars.

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Considering Dame’s comments in the build-up to free agency, it looks like his thoughts have fallen on deaf ears. With Portland‘s major signings this free agency being Cody Zeller and Tony Snell, the Blazers window to retain the superstar is closing.

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This will fall as music on Morey’s ears, as Philly will aggressively bet on themselves to be Damian Lillard‘s favored destination.

Is Olshey interested in Ben Simmons?

With Olshey possibly holding the ace Morey needs to launch Philadelphia back into title contention, he’s got the leverage. Both Dame and Simmons are currently serving a similar contract which locks them in till 2025, supplying both franchises with security chip in case of a trade.

Do the 76’ers engineer a similar multi-team trade, sending Ben to his favored destination like the Nets did to acquire James Harden? Or does Portland drain Philadelphia’s entire young core and draft future as they potentially sail toward a rebuild?

Watch this story – Damian Lillard, Ben Simmons & Other NBA Players Who Will Be Trending During Trade Talks