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Jay Bregman Podcasts

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7 of The Best Podcast Episodes for Jay Bregman. A collection of podcasts episodes with or about Jay Bregman, often where they are interviewed.

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7 of The Best Podcast Episodes for Jay Bregman. A collection of podcasts episodes with or about Jay Bregman, often where they are interviewed.

Updated daily with the latest episodes

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328: On-Demand Insurance with Jay Bregman

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On-Demand Insurance for Solopreneurs and Small Businesses with Jay Bregman (14:19). Jay also shares his entrepreneur journey. Jay is a serial entrepreneur and the Founder & CEO of Thimble - delivering on-demand insurance by the job, by the hour, day or month.

Henry Lopez is a serial entrepreneur, small business coach, and the host of this episode of The How of business show – dedicated to helping you start, run and grow your small business. (TheHowOfBusiness.com)

Aug 31 2020 · 49mins
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Reimagining Small Business Insurance with Jay Bregman, CEO and Founder of Thimble

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In this podcast, Miguel Armaza sits down with Jay Bregman, Founder and CEO of Thimble, an on-demand insurance startup for small businesses and independent workers. Thimble is the first company to offer on-demand insurance by the hour, day, or month to cover the 57 million people who work independently in the US. Jay is an accomplished entrepreneur who previously founded two successful startups, including Hailo, a London-based ridesharing company backed acquired by Daimler Mercedes-Benz in 2016.

Jay Bregman

Jay Bregman is the Cofounder and CEO of Thimble, an on-demand insurance partner for small businesses and independent workers. An innovator in the $100 billion small business insurance market, Thimble is the first and only company to offer on-demand insurance by the hour, day or month to cover the 57 million people who work independently. Thimble has raised over $29 million from top investors including IAC.

Bregman is an accomplished entrepreneur who previously founded Hailo, a London-based ridesharing company backed acquired by Daimler Mercedes-Benz in 2016. Earlier, he founded and sold a technology-enabled services company to Royal Mail, the U.K. equivalent of USPS. Bregman holds a Master’s Degree from the London School of Economics and Political Science and a Bachelor’s Degree from Dartmouth College.

About Thimble

Thimble's mission is to make insurance simple, to help businesses succeed on their own terms. Its flexible insurance policies are designed with small businesses in mind, who face great uncertainty in normal times, and are now on the road to economic recovery. Available by-the-month or for as little as one hour, Thimble coverage takes less than one minute to obtain and can be scaled up, adjusted or paused at any time. Thimble has sold over 100,000 policies representing over $125B in coverage since launching in 2016.

Founded by Jay Bregman and Eugene Hertz, Thimble is based in New York City and has raised over $29 million in funding from IAC and other top firms. All General Liability and Professional Liability policies are underwritten by Markel Insurance Company. For more information, visit www.thimble.com.
Aug 07 2020 · 25mins
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Ep23 - On Demand Insurance In The New Post-Pandemic Economy: A Conversation with Jay Bregman, CEO of Thimble

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An eye-opening episode where Jay Bregman, CEO of Thimble and Nick discuss how the post-pandemic economy will shift how a lot of small business gets done and will open the door for more on-demand insurance products. A lot of new entrpreneurs will emerge. Business for them will be inconsistent and uncertain and so for these business, insurance must adapt to their schedule vs the other way around

Connect:
Jay Bregman (Linkedin) https://www.linkedin.com/in/jaybregman/
Thimble (Homepage) https://www.thimble.com/

Musical Credits:
Shadows by David Cutter Music: 
https://davidcuttermusic.com
https://soundcloud.com/dcuttermusic
Free Download / Stream: 
https://bit.ly/shadows-david-cutter
Music promoted by Audio Library: 
https://youtu.be/qiBHOiEl9EI

Video Credits: Intro Stock Footage by Videvo

Jul 11 2020 · 30mins
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Jay Bregman On Raising Millions To Help Businesses Thrive In The New Normal

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Jay Bregman is a serial entrepreneur and currently the cofounder and CEO of Thimble which is an insurance producer enabling small businesses to succeed on their own terms. The company has raised $30 million from Slow Ventures, LocalGlobe, Frontline Ventures, AXA Venture Partners, OpenOcean, Novel TMT Ventures, ValueStream Ventures, and IAC to name a few. Prior to this, he cofounded Hailo (acquired by Daimler Mercedes-Benz) and eCourier (acquired by Royal Mail).
Jul 05 2020 · 33mins
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Ep 86- Jay Bregman, CEO of Thimble

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https://www.thimble.com

May 15 2020 · 24mins
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Episode 148: Jay Bregman - Founder and CEO, Thimble

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Jay is a serial entrepreneur, who has a history of building companies that have reflected the trend towards the gig economy. From package delivery to the taxi industry’s answer to Uber, he has transformed multiple industries and his latest company is tackling the insurance industry.

If you are a small business owner or freelancer, it is probably smart to have insurance to protect yourself, but you probably don’t need insurance all the time. You probably just need it while you are actually providing your service. In the past, if you wanted coverage, you would have to purchase a plan for a full year. Thimble is disrupting the industry by providing essential risk protection with a flexible model where you can purchase coverage by the hour, day, or month - starting at just $5. The company recently announced $22M in Series A funding led by IAC.

In this episode of our podcast, we cover:

* What its like building a company that ended up being an answer to a Jeopardy question.
* Jay’s background growing up and how he ended up in entrepreneurship.
* His first two startups eCourier and Hailo, which both transformed an industry and led to an exit.
* All the details on Thimble and how it is allowing small businesses and freelancers to get flexible insurance on demand.
* Advice on hiring during the early stage of a company.
* And more!

If you like the show, please remember to subscribe and review us on iTunes, Soundcloud, Spotify, Stitcher, or Google Play.
Nov 21 2019 · 40mins
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Jay Bregman - Verifly: Adaption Not Disruption

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Jay Bregman from Verifly drops by to talk about changing landscape of on-demand insurance. Jay describes how the company went from insuring drones to being able to sell whole categories of insurance to contract workers in the GIG economy and beyond. In this episode there's more than a few pearls of wisdom, there's an entire necklace.

See omnystudio.com/policies/listener for privacy information.

Jun 18 2018 · 28mins