Why Uber & Lyft Drivers Are Torn On Benefits vs Flexibility (With Flex) @Therideshareguy
Why Uber & Lyft Drivers Are Torn On Benefits vs Flexibility (With Flex)  @Therideshareguy
Uploaded June 2026 | Updated September 2026, 2 weeks ago
At Curbivore 2026, Sergio interviews Kristin Sharp from Flex about the future of gig work, independent contractor status, Proposition 22, driver flexibility, benefits, healthcare, and app-based labor policies.
For more information about Flex, check out their site: flexassociation.org

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At Curbivore 2026, Sergio sits down with Kristin Sharp from Flex to discuss one of the biggest ongoing debates in the gig economy: Should Uber and Lyft drivers remain independent contractors and can they still receive benefits and protections? The interview covers:
-Independent contractor status
-Proposition 22
-Gig worker flexibility
-Driver pay concerns
-Deactivations & AI systems
-Healthcare benefits for drivers
-Gig economy labor policy
-State-level gig worker laws
-The future of app-based work
-Driver entrepreneurship

Kristin explains how Flex works with gig companies, policymakers, and stakeholders to advocate for policies that preserve flexibility while exploring new benefit models for app-based workers.

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I'm Harry, the founder of The Rideshare Guy. I started driving for Uber and Lyft in 2015 and eventually quit my day job as an aerospace engineer to run The Rideshare Guy full time.

These days, I'm a trusted media expert on all things rideshare and have a number of contributors across the country who are all driving for Uber and Lyft and other gig companies like Instacart, Doordash, and Postmates.

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Why Uber & Lyft Drivers Are Torn On Benefits vs Flexibility (With Flex)

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