Workweek February 8, 2024
Oscar the Pirate Ship
“I sort of see Oscar as a pirate ship with cannons, amidst Spanish galleons filled with gold. They’re called big insurance companies.” – Mark Bertolini, CEO Oscar Health
(I didn’t think I’d be doing pirate ship research for a newsletter but here we are)
Last year I wrote a couple articles around insurtech dynamics – first noting a challenging environment for insurtech players post-ZIRP environment, and then diving into the Oscar hero’s journey: trying to redefine what health insurance is, the challenges it faced in entering that arena, and ultimately a fall from grace.
Despite it all – the cynicism, the noise, the ‘I told you so’ skeptics – Oscar Health is clawing its way out...
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