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Philadelphia 76ers: Is the third time the charm for Haywood Highsmith?

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A three-year starter for the Wheeling Jesuit Cardinals, which is a real team that plays at a real college in West Virginia, Highsmith didn’t receive a ton of interest coming out of college despite averaging 22 points and 12.5 rebounds a game during his senior season in the Mountain East Conference.

Had Highsmith settled for the rejection of going undrafted once his college eligibility was over, he’d surely be on to another career off the court, but instead, he took part in an open tryout for the closest team to his Baltimore, Maryland home, the Philadelphia 76ers, and impressed the team enough to earn a two-way contract with the team alongside former Notre Dame point guard Demetrius Jackson.

But will the third time be the charm for Haywood Highsmith and the Philadelphia 76ers? Or will he once again have to find a new basketball team outside of the City of Brotherly Love – or Delaware – to continue on with his professional career?

Haywood Highsmith has a tough road to make the Philadelphia 76ers’ roster.

What, you may ask, is the almost scenario? Well, in theory, the Sixers could agree to a trade that ships, say, Ben Simmons, Shake Milton, and Jaden Springer to the Portland Trail Blazers for a two-player package of, say, CJ McCollum and Nassir Little, but even in that scenario, it feels far more likely that the team could target a veteran free agent, or even one of their two two-way contract players like Grant Riller or Aaron Henry over giving the nod to Highsmith.

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