Will Uber and Lyft drivers become full-time employees, or something more like contractors with benefits? California's Proposition 22 will help determine the fate of "gig" work, as well as the financial fortunes of Uber, Lyft, DoorDash and Instacart. Tom and Cory break down this high-stakes battle ahead of Election Day, with some help from Uber and Lyft reporter extraordinaire Amir Efrati. We also hear from Uber and Lyft drivers on both sides of the fight, one of the most important political battles ever for the tech industry. 

Contractors With Benefits

A weekly podcast brought to you by The Information, an independent, highly regarded business news publication doing deep dives and investigative looks at how technology is transforming business and beyond. Each episode highlights some of the major happenings in the tech world, featuring the reporters at The Information. Interviews, analysis and behind-the-scenes info deliver insights into how the decision makers at the biggest companies in the industry think.

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Jessica sits down with journalist and Pivot host Kara Swisher to discuss what's wrong with Silicon Valley and next in news. 

Special Episode: Kara Swisher interviewed by Jessica Lessin

Sand Hill Road has gone crypto-crazy, making it the best time ever to be a cryptocurrency or blockchain-based startup. Six such companies drew our attention enough to make it into this year’s The Information 50 list of promising startups. They range from an environmentally friendly cryptocurrency to the “picks and shovels” businesses enabling others to develop crypto products—such as nonfungible token marketplaces—or make sure they’re legally compliant.
In today’s episode, executive editor Amir Efrati speaks with crypto reporter Hannah Miller about the startups that made the cut. Then Hannah talks to the co-founder of one of them—Audius, a blockchain-based music-streaming service trying to give musicians a bigger cut of streaming revenue. Its crypto tokens are already worth $1 billion collectively. Check out the final episode of our five-part series.

Chock-a-blockchain

Cryptocurrency is soaking up attention, but financial services technologies involving fiat currency have also never been hotter. This week we continue our special five-episode series on The Information 50, our annual list of the most promising startups valued at less than $1 billion, by taking a look at five fintech startups that made the cut.
In this episode, The Information’s Amir Efrati speaks with reporter Kate Clark about the startups that made our list, why “banking as a service” is on the rise, and why this year’s record $87 billion in fintech startup funding doesn’t represent the peak. Then Kate interviews Itai Damti, co-founder of Unit, the top startup on our list, and Henrique Dubugras, co-founder and co-CEO of corporate card startup Brex, about the fintech frenzy and what’s coming next.

Dollar Bill Y’all

This week we continue our special five-episode series on The Information 50, our annual list of the most promising startups valued at less than $1 billion, by taking a look at the B2B category. More than half the startups in this group reflect two big pandemic related trends: companies trying to control spending on subscription software apps, and their constant search for new employees. 
The Information’s Amir Efrati talks to reporter Kevin McLaughlin about the six startups that made the cut and valuation trends in enterprise software. Efrati then talks to Jonathan Siddarth, founder and CEO of Turing, which helps companies hire pre-vetted, remote engineers from all over the world. Listen to find out why the fast-growing company, barely three year old, is No. 1 on our list.

The Talent Cloud

This week we continue our special five episode series on The Information 50, our annual list of the most promising startups valued at less than $1 billion.


In episode two, executive editor Amir Efrati first talks to reporter Malique Morris about commerce startups worth watching, including a budding rival to Shopify, a fashion marketplace and a facilitator of limited-edition merchandise “drops” for celebrities and shows such as “Succession." Next, Malique talks to Rachel Tipograph, founder and CEO of MikMak, an advertising-tech provider for consumer brands, which could be a beneficiary of Apple’s restrictions on iPhone advertisers.

Contractors With Benefits

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