The Oscar Odyssey

The Oscar Odyssey

We all know that many health tech names have struggled since going public. Insurtechs have been no different, as an incredibly difficult industry to crack for a new entrant. Today we’re diving into Oscar’s beginnings, its rise to public company, and then its fall into the abyss. Then, we’ll be taking a look at Oscar’s transformation and atonement for past transgressions, what’s on the horizon for the insurtech, and why, despite past slip-ups, Oscar could be poised for a major comeback.

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Will they? Or won’t they?

the one on one logo

I cannot stress this enough — coming to the conclusion that a rep is unwilling should be an absolute last resort. Too often, I’ve seen managers and second line leaders assume that all hope is lost when reps aren’t hitting their numbers, because they’re simply unwilling to perform.  🥵 Hot take: Often, it’s a manager…

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Funnel Hacking 🛀

GTM logo

Funnel Hacking: Tubby Todd 🐣 🛁 👶 🧼  Twitter might call this ~funnel hacking~.  In reality, there’s no better way to study a brand, or a business, then to behave like a customer.  With that, let’s funnel hack our little hearts out! Tubby Todd, you’re up!  🛀 Step 1: Search for the brand on Google. 🛀 *you’re about to…

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Make success feel easy

When I was a kid, I loved video games. My friends and I would stay up late on the weekends, trying to beat a level or figure out how to find a secret passage. And whenever we couldn’t figure out how to beat a game ourselves we would go to the store and read through…

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The power of reformatting revealed

A couple of years into my tenure at BigCommerce, I was handed the case study program. I don’t remember exactly how it happened, except that PR had owned it before me. Did I ask to do case studies? Was I already helping out with some and the rest just fell into my lap? Did PR…

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