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'You'd Have to Be a Sociopath': Inside the Celtics Owner's Tearful Trade Confession

Bill Chisholm admits he was 'scared shitless' to trade Jaylen Brown—and had to be begged by Brad Stevens to let his star walk.
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'You'd Have to Be a Sociopath': Inside the Celtics Owner's Tearful Trade Confession · Avonetics

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Closes with the original song “Off Script”.
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The annual WEEI and NESN Jimmy Fund Radio-Telethon in Boston is supposed to be a warm, feel-good charitable showcase where sports icons chop it up for a great cause. But when Boston Celtics majority owner Bill Chisholm stepped up to the microphone, the room temperature plummeted. Boston was still reeling from the seismic trade of Finals MVP Jaylen Brown, and fans were desperate for answers.

Instead of serving up sanitized executive jargon, Chisholm delivered a startlingly raw confession live on air. He openly admitted that he fought the front office on the trade, terrified of how the city would react to losing one of its most beloved icons.

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'I truly believe we have the best front office in the NBA, and I think it's a source of advantage for us every day,' Chisholm explained on the mic. 'So I definitely have a level of trust in Brad and his team. But man, as a fan, that was tough. I really needed to be convinced to take the fan passion out of it, because I'm a super fan.'

Chisholm did not stop there. Acknowledging the furious storm swirling around the franchise, he leaned into the microphone and dropped a quote that instantly ignited every sports bar from Southie to Worcester.

'You have to be a sociopath if you don't worry a little bit about what other fans are going to think,' Chisholm admitted. 'We've got the best brains in basketball, and this was something they had conviction around.'

Observers at the studio noted the striking contrast in energy between the team's top brass. While Chisholm appeared visibly rattled by the emotional weight of the move, head of basketball operations Brad Stevens sat nearby, calm and entirely unbothered by the external noise.

The reaction across the basketball world was instantaneous and fiercely divided.

One supporter called Chisholm's radio interview a golden standard for team owners, arguing that it takes rare humility for a billionaire to admit he was scared of public outrage while trusting his basketball operations team to make the tough call.

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Another observer pointed out that Brad Stevens has earned total autonomy through years of surgical roster moves, predicting Boston will somehow emerge from the blockbuster trade richer in assets and draft positioning than before.

However, skeptics were far less forgiving. Critics blasted the interview as a high-level PR stunt, arguing that Chisholm was simply playing the victim to dodge accountability for rubber-stamping a trade that gutted the team's championship soul.

'He is basically begging the city not to write that he's the bad guy,' argued one sports commentator, pointing out the looming risk if Jaylen Brown thrives with a Eastern Conference rival.

Whether Chisholm's surrender to his front office proves to be administrative genius or an historic mistake will be decided on the parquet floor this season.

Our hosts jump straight into the heart of this Boston sports war on today's episode of Cheap Seats.

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