Jay Bregman's guest appearances

Jay Bregman

Wharton FinTech Podcast

The How of Business - How to start, run & grow a small business.

Simply Explaining Insurance

The VentureFizz Podcast

The Insurance Podcast

FinTech Newscast

DealMakers: Entrepreneur | Startups | Venture Capital

The Insurance Dudes

Coverager Podcast

Subscriptions: Scaled - A podcast about subscription businesses

LSE Focal Point Podcast

The Future of Insurance

Bryan Falchuk

Ty Harris

Billy Libby

Ryan Mathisen

Cole Winans

Kelvin Teo

Troy Korsgaden

Brad Paterson

Salim Ramji

Allison Barr Allen

Phil Edmundson

Dave Girouard

Nick Lamparelli

Rohit Arora

Alasdair McLean-Foreman

OwlTail

On this week’s episode of Subscriptions: Scaled, we speak with Jay Bregman, CEO &amp; Founder of Thimble. Thimble offers insurance tailored to businesses, allowing organizations to purchase insurance online with policies by the hour, day, week, or month. The brand sets out to change the way small business owners think about buying insurance.Jay begins the podcast by explaining his background and how the concept for Thimble came about and was developed. He goes on to share what makes Thimble so unique and how it stands out from other small business insurance companies. We also learn how Thimble educates people on its business model, showing them a new way to procure insurance.We discover how API integrations are beneficial for Thimble and all about the brand’s ideal target customer. We also learn about the different types of coverage available, including drone insurance, a relatively new kind of insurance for businesses to invest in.The episode wraps up with Jay sharing the future goals of Thimble. He expects there to be more types of coverage available on the same platform offered today, aiming to perfect the user experience.Learn how business insurance company Thimble is changing how brands think about buying insurance by checking out the latest episode of Subscriptions: Scaled, with Jay Bregman, CEO &amp; Founder of Thimble. Thimble Ready to get started with Rebar?Head to rebartechnology.com or email info@rebartechnology.com to schedule a call today.

On this week’s episode of Subscriptions: Scaled, we speak with <a href="https://www.linkedin.com/in/jaybregman/" rel="nofollow" target="_blank">Jay Bregman</a>, CEO &amp; Founder of <a href="https://www.thimble.com/" rel="nofollow" target="_blank">Thimble</a>. Thimble offers insurance tailored to businesses, allowing organizations to purchase insurance online with policies by the hour, day, week, or month. The brand sets out to change the way small business owners think about buying insurance.Jay begins the podcast by explaining his background and how the concept for Thimble came about and was developed. He goes on to share what makes Thimble so unique and how it stands out from other small business insurance companies. We also learn how Thimble educates people on its business model, showing them a new way to procure insurance.We discover how API integrations are beneficial for Thimble and all about the brand’s ideal target customer. We also learn about the different types of coverage available, including drone insurance, a relatively new kind of insurance for businesses to invest in.The episode wraps up with Jay sharing the future goals of Thimble. He expects there to be more types of coverage available on the same platform offered today, aiming to perfect the user experience.Learn how business insurance company Thimble is changing how brands think about buying insurance by checking out the latest episode of Subscriptions: Scaled, with <a href="https://www.linkedin.com/in/jaybregman/" rel="nofollow" target="_blank">Jay Bregman</a>, CEO &amp; Founder of <a href="https://www.thimble.com/" rel="nofollow" target="_blank">Thimble</a>. <ul><li><a href="https://www.thimble.com/" rel="nofollow" target="_blank">Thimble</a></li></ul> <h3>Ready to get started with Rebar?</h3>Head to <a href="http://rebartechnology.com" rel="nofollow" target="_blank">rebartechnology.com</a> or email info@rebartechnology.com to schedule a call today.

On Changing how Small Businesses Think about Buying Insurance with Jay Bregman, CEO & Founder of Thimble

The World Famous Insurance Dudes chat with Jay Bregman Part 2We Are Insurance Dudes!!! We Are Here To Learn From All The Incredible Insurance Dudes And Dudettes We Speak With And To Pass The Knowledge Nuggets That We Learn To Our Dedicated And Amazing DudeNation!For All Things Related To Being An Insurance Dude or Dudette,  Incredible Tips, Amazing Tools, and Valuable Resources, Check Out The Insurance Dudes Hub!https://www.theidudes.com/Are you interested in learning  “How To Predictably Sell 6-Figures A Month From Insurance Internet Leads While Saving You Time And Money!?"Head over to our free masterclass  today! Click Herehttps://www.theidudes.com/masterclass-registration1619461457775.....................................................................................................................................................................A little about Jay...Jay Bregman is the CEO &amp; cofounder of Thimble, whose mission is to make insurance simple for businesses so they can succeed. Thimble’s on demand insurance was designed to provide a more flexible and affordable alternative to annual plans, with coverage by the hour, the day, or the month for businesses and their crew. Thimble has sold over 100,000 policies to small businesses all across America via its award-winning app, partner APIs, and broker tools. Thimble has raised $30M from investors including IAC. Prior to Thimble, Jay founded Hailo, a ride-sharing company in London backed by marquee investors including Sir Richard Branson, and was acquired by Daimler (rebranded to FreeNow). About Thimble Thimble's mission is to make insurance simple, to help businesses succeed on their own terms. Thimble provides General and Professional Liability insurance via the industry’s first ondemand policies, in addition to monthly plans. Now, small businesses can get covered for as little as one hour or turn on coverage with simple monthly payments. Founded in 2016 by Jay Bregman and Eugene Hertz, Thimble is based in New York City and has raised $30M in funding from IAC (NASDAQ: IAC) and other top firms. All Commercial General Liability policies are underwritten by Markel Insurance Company (NYSE: MKL). For more information, download the Thimble app or visit thimble.com.Linkedin: https://www.linkedin.com/in/jaybregman/

<a href="http://www.theidudes.com/" rel="nofollow" target="_blank">The World Famous Insurance Dudes</a> chat with Jay Bregman Part 2 We Are Insurance Dudes!!! We Are Here To Learn From All The Incredible Insurance Dudes And Dudettes We Speak With And To Pass The Knowledge Nuggets That We Learn To Our Dedicated And Amazing DudeNation! For All Things Related To Being An Insurance Dude or Dudette,  Incredible Tips, Amazing Tools, and Valuable Resources, <a href="http://www.theidudes.com/" rel="nofollow" target="_blank">Check Out The Insurance Dudes Hub!</a> <a href="https://www.theidudes.com/" rel="nofollow" target="_blank">https://www.theidudes.com/</a> Are you interested in learning  “How To Predictably Sell 6-Figures A Month From Insurance Internet Leads While Saving You Time And Money!?" Head over to our free masterclass  today! <a href="http://bit.ly/idudeswebclass" rel="nofollow" target="_blank">Click Here</a> <a href="https://www.theidudes.com/masterclass-registration1619461457775" rel="nofollow" target="_blank">https://www.theidudes.com/masterclass-registration1619461457775</a> ..................................................................................................................................................................... A little about Jay... Jay Bregman is the CEO &amp; cofounder of Thimble, whose mission is to make insurance simple for businesses so they can succeed. Thimble’s on demand insurance was designed to provide a more flexible and affordable alternative to annual plans, with coverage by the hour, the day, or the month for businesses and their crew. Thimble has sold over 100,000 policies to small businesses all across America via its award-winning app, partner APIs, and broker tools. Thimble has raised $30M from investors including IAC. Prior to Thimble, Jay founded Hailo, a ride-sharing company in London backed by marquee investors including Sir Richard Branson, and was acquired by Daimler (rebranded to FreeNow). About Thimble Thimble's mission is to make insurance simple, to help businesses succeed on their own terms. Thimble provides General and Professional Liability insurance via the industry’s first ondemand policies, in addition to monthly plans. Now, small businesses can get covered for as little as one hour or turn on coverage with simple monthly payments. Founded in 2016 by Jay Bregman and Eugene Hertz, Thimble is based in New York City and has raised $30M in funding from IAC (NASDAQ: IAC) and other top firms. All Commercial General Liability policies are underwritten by Markel Insurance Company (NYSE: MKL). For more information, download the Thimble app or visit <a href="http://thimble.com" rel="nofollow" target="_blank">thimble.com</a>.Linkedin: <a href="https://www.linkedin.com/in/jaybregman/" rel="nofollow" target="_blank">https://www.linkedin.com/in/jaybregman/</a>

Making Insurance Simple with Jay Bregman Part 2

The World Famous Insurance Dudes chat with Jay BregmanWe Are Insurance Dudes!!! We Are Here To Learn From All The Incredible Insurance Dudes And Dudettes We Speak With And To Pass The Knowledge Nuggets That We Learn To Our Dedicated And Amazing DudeNation!For All Things Related To Being An Insurance Dude or Dudette,  Incredible Tips, Amazing Tools, and Valuable Resources, Check Out The Insurance Dudes Hub!https://www.theidudes.com/Are you interested in learning  “How To Predictably Sell 6-Figures A Month From Insurance Internet Leads While Saving You Time And Money!?"Head over to our free masterclass  today! Click Herehttps://www.theidudes.com/masterclass-registration1619461457775.....................................................................................................................................................................A little about Jay...Jay Bregman is the CEO &amp; cofounder of Thimble, whose mission is to make insurance simple for businesses so they can succeed. Thimble’s on demand insurance was designed to provide a more flexible and affordable alternative to annual plans, with coverage by the hour, the day, or the month for businesses and their crew. Thimble has sold over 100,000 policies to small businesses all across America via its award-winning app, partner APIs, and broker tools. Thimble has raised $30M from investors including IAC. Prior to Thimble, Jay founded Hailo, a ride-sharing company in London backed by marquee investors including Sir Richard Branson, and was acquired by Daimler (rebranded to FreeNow). About Thimble Thimble's mission is to make insurance simple, to help businesses succeed on their own terms. Thimble provides General and Professional Liability insurance via the industry’s first ondemand policies, in addition to monthly plans. Now, small businesses can get covered for as little as one hour or turn on coverage with simple monthly payments. Founded in 2016 by Jay Bregman and Eugene Hertz, Thimble is based in New York City and has raised $30M in funding from IAC (NASDAQ: IAC) and other top firms. All Commercial General Liability policies are underwritten by Markel Insurance Company (NYSE: MKL). For more information, download the Thimble app or visit thimble.com.Linkedin: https://www.linkedin.com/in/jaybregman/

<a href="http://www.theidudes.com/" rel="nofollow" target="_blank">The World Famous Insurance Dudes</a> chat with Jay Bregman We Are Insurance Dudes!!! We Are Here To Learn From All The Incredible Insurance Dudes And Dudettes We Speak With And To Pass The Knowledge Nuggets That We Learn To Our Dedicated And Amazing DudeNation! For All Things Related To Being An Insurance Dude or Dudette,  Incredible Tips, Amazing Tools, and Valuable Resources, <a href="http://www.theidudes.com/" rel="nofollow" target="_blank">Check Out The Insurance Dudes Hub!</a> <a href="https://www.theidudes.com/" rel="nofollow" target="_blank">https://www.theidudes.com/</a> Are you interested in learning  “How To Predictably Sell 6-Figures A Month From Insurance Internet Leads While Saving You Time And Money!?" Head over to our free masterclass  today! <a href="http://bit.ly/idudeswebclass" rel="nofollow" target="_blank">Click Here</a> <a href="https://www.theidudes.com/masterclass-registration1619461457775" rel="nofollow" target="_blank">https://www.theidudes.com/masterclass-registration1619461457775</a> ..................................................................................................................................................................... A little about Jay... Jay Bregman is the CEO &amp; cofounder of Thimble, whose mission is to make insurance simple for businesses so they can succeed. Thimble’s on demand insurance was designed to provide a more flexible and affordable alternative to annual plans, with coverage by the hour, the day, or the month for businesses and their crew. Thimble has sold over 100,000 policies to small businesses all across America via its award-winning app, partner APIs, and broker tools. Thimble has raised $30M from investors including IAC. Prior to Thimble, Jay founded Hailo, a ride-sharing company in London backed by marquee investors including Sir Richard Branson, and was acquired by Daimler (rebranded to FreeNow). About Thimble Thimble's mission is to make insurance simple, to help businesses succeed on their own terms. Thimble provides General and Professional Liability insurance via the industry’s first ondemand policies, in addition to monthly plans. Now, small businesses can get covered for as little as one hour or turn on coverage with simple monthly payments. Founded in 2016 by Jay Bregman and Eugene Hertz, Thimble is based in New York City and has raised $30M in funding from IAC (NASDAQ: IAC) and other top firms. All Commercial General Liability policies are underwritten by Markel Insurance Company (NYSE: MKL). For more information, download the Thimble app or visit <a href="http://thimble.com" rel="nofollow" target="_blank">thimble.com</a>.Linkedin: <a href="https://www.linkedin.com/in/jaybregman/" rel="nofollow" target="_blank">https://www.linkedin.com/in/jaybregman/</a>

Making Insurance Simple with Jay Bregman

Jay Bregman is CEO &amp; co-founder of Thimble, insurance that helps businesses succeed on their own terms. Thimble’s customizable policies are designed for the uncertainty of starting, running, and growing a business in today’s economic landscape. To date, Thimble has sold more than $175B in coverage to businesses across America via its award-winning app, partner APIs, and industry-leading broker tools. Their unique policies have attracted the likes of Hiscox, Lloyd’s, and Angi, who have partnered with the insurtech to provide innovative solutions to their customers. Thimble has raised $30M from investors including IAC, Open Ocean and top VCs. Prior to Thimble, Jay founded Hailo, a ridesharing company in London backed by investors including Sir Richard Branson that was acquired by Daimler. Earlier, he founded and sold eCourier, a technology-enabled services company to Royal Mail. Key points from the episode  Thimble is simple business insurance created with small business in mind and the need for flexibility, especially in challenging times like we are facing today Jay's background was in the micro-employment and gig space, so he was watching how business consumers' needs were changing and insurance wasn't changing with them They started in drones, which was a space Jay was personally interested in and saw how the way people were using their drones for episodic income had no fit-for-purpose coverage In meeting the needs of drone pilots, those same people started asking for solutions for their other sources of income Aviation was easier to navigate the regulations on, but regulation became a major theme for Thimble as they spread to other lines by embracing the idea of working with regulators rather than fighting against them This may require lobbying to help move the thinking on some regulations that were created at a very different time and situation than the current environment or nature of work and exposure The economic shock of the pandemic has shifted how many companies work  Larger businesses decided they needed more flexibility than their annual policy, leading Thimble to see some larger risks than they had been seeing before Smaller businesses with spikes in their revenue saw more spikiness, making the flexibility of Thimble's approach even more attractive There has been more growth in the starting of small businesses that is unprecedented   Insureds are used to "consumerized" experiences, and are increasingly intollerant of where this is missing Shifts coming - there is a shift in appetite for some of the startup carriers that had "simple" offerings early on (like Thimble when it was just offering drone coverage) to be able to compete on much more complex and complete offerings going forward once their platform is proven Making changes in a legacy carrier is possible, but you have to be willing to fight against your existing solutions that the change may be breaking, giving Thimble not just a head start, but a moat that should persist beyond just when legacy carriers start offering episodic solutions  This episode is brought to you by Medallia (Medallia.com), and the book series, "The Future of Insurance: From Disruption to Evolution" by Bryan Falchuk (future-of-insurance.com). Follow the podcast at future-of-insurance.com/podcast for more details and other episodes. Music courtesy of UPbeat Music, available to stream on Spotify, Apple Music, Amazon Music and Google Play. Just search for "UPbeat Music".

Jay Bregman is CEO &amp; co-founder of Thimble, insurance that helps businesses succeed on their own terms. Thimble’s customizable policies are designed for the uncertainty of starting, running, and growing a business in today’s economic landscape. To date, Thimble has sold more than $175B in coverage to businesses across America via its award-winning app, partner APIs, and industry-leading broker tools. Their unique policies have attracted the likes of Hiscox, Lloyd’s, and Angi, who have partnered with the insurtech to provide innovative solutions to their customers. Thimble has raised $30M from investors including IAC, Open Ocean and top VCs. Prior to Thimble, Jay founded Hailo, a ridesharing company in London backed by investors including Sir Richard Branson that was acquired by Daimler. Earlier, he founded and sold eCourier, a technology-enabled services company to Royal Mail. Key points from the episode <ul> <li>Thimble is simple business insurance created with small business in mind and the need for flexibility, especially in challenging times like we are facing today</li> <li>Jay's background was in the micro-employment and gig space, so he was watching how business consumers' needs were changing and insurance wasn't changing with them</li> <li>They started in drones, which was a space Jay was personally interested in and saw how the way people were using their drones for episodic income had no fit-for-purpose coverage</li> <li>In meeting the needs of drone pilots, those same people started asking for solutions for their other sources of income</li> <li>Aviation was easier to navigate the regulations on, but regulation became a major theme for Thimble as they spread to other lines by embracing the idea of working with regulators rather than fighting against them</li> <li>This may require lobbying to help move the thinking on some regulations that were created at a very different time and situation than the current environment or nature of work and exposure</li> <li>The economic shock of the pandemic has shifted how many companies work <ul> <li>Larger businesses decided they needed more flexibility than their annual policy, leading Thimble to see some larger risks than they had been seeing before</li> <li>Smaller businesses with spikes in their revenue saw more spikiness, making the flexibility of Thimble's approach even more attractive</li> <li>There has been more growth in the starting of small businesses that is unprecedented</li> </ul> </li> <li>Insureds are used to "consumerized" experiences, and are increasingly intollerant of where this is missing</li> <li>Shifts coming - there is a shift in appetite for some of the startup carriers that had "simple" offerings early on (like Thimble when it was just offering drone coverage) to be able to compete on much more complex and complete offerings going forward once their platform is proven</li> <li>Making changes in a legacy carrier is possible, but you have to be willing to fight against your existing solutions that the change may be breaking, giving Thimble not just a head start, but a moat that should persist beyond just when legacy carriers start offering episodic solutions</li> </ul> This episode is brought to you by Medallia (<a href="http://Medallia.com" rel="nofollow" target="_blank">Medallia.com</a>), and the book series, "The Future of Insurance: From Disruption to Evolution" by Bryan Falchuk (<a href="http://future-of-insurance.com" rel="nofollow" target="_blank">future-of-insurance.com</a>). Follow the podcast at <a href="http://future-of-insurance.com/podcast" rel="nofollow" target="_blank">future-of-insurance.com/podcast</a> for more details and other episodes. Music courtesy of UPbeat Music, available to stream on Spotify, Apple Music, Amazon Music and Google Play. Just search for "UPbeat Music".

The Future of Insurance - Jay Bregman, Co-Founder & CEO, Thimble

Hailo

Join us for another exciting episode at Focal Point where today we interview Jay Bregman! Mr Bregman is the CEO &amp; cofounder of Thimble, a start-up designed to make insurance simpler for small businesses which has now raised over $30M from investors. Prior to Thimble, Jay founded Hailo, a ride-sharing company in London backed by investors such as Sir Richard Branson, Hailo was acquired by Daimler, the automotive company behind Mercedes Benz and was rebranded to FreeNow. Recorded in December 2020.

Join us for another exciting episode at Focal Point where today we interview Jay Bregman! Mr Bregman is the CEO &amp; cofounder of Thimble, a start-up designed to make insurance simpler for small businesses which has now raised over $30M from investors. Prior to Thimble, Jay founded Hailo, a ride-sharing company in London backed by investors such as Sir Richard Branson, Hailo was acquired by Daimler, the automotive company behind Mercedes Benz and was rebranded to FreeNow. Recorded in December 2020.

Jay Bregman - CEO and Co-Founder of Thimble and Founder of Hailo

I had the pleasure of interviewing Jay Bregman. Jay is the CEO &amp; Cofounder of Thimble, insurance that helps small businesses succeed on their own terms, and provides policies designed for the uncertainty of starting andgrowing a business. We discussed a number of topics.  I asked him what makes Thimble unique in an industry that hasn’t seen a great deal of innovation.  I asked him why he decided to enter a space that is difficult to enter.  We discussed how Thimble is different, how they came up with pricing and what we can expect to see from them in the near future. To date, Thimble has sold more than 150,000 policies representing over $175B in coverage tosmall businesses across America via its award-winning app, partner APIs, and broker tools.Thimble has raised $30M from investors including IAC (NASDAQ: IAC Prior to Thimble, Jay founded Hailo, a ridesharing company in London backed by investorsincluding Sir Richard Branson and acquired by Daimler. Earlier, he founded and sold eCourier,a technology-enabled services company to Royal Mail, the U.K. equivalent of USPS. LINKS My Website Agency Launch training. Agency Launch Podcast. Music by Roger Clyne and the Peacemakers Simply Explaining Insurance on ITunes Simply Explaining Insurance on Spotify. On Stitcher On Android use Podcast Addict and search for Simply Explaining Insurance. Jay Bregman, LinkedIn Jay Bregman, Twitter The post Simply Explaining Insurance #168- Jay Bregman appeared first on Dietz Agency.

I had the pleasure of interviewing Jay Bregman. Jay is the CEO &amp; Cofounder of Thimble, insurance that helps small businesses succeed on their own terms, and provides policies designed for the uncertainty of starting and growing a business. We discussed a number of topics. I asked him what makes Thimble unique in an industry that hasn’t seen a great deal of innovation. I asked him why he decided to enter a space that is difficult to enter. We discussed how Thimble is different, how they came up with pricing and what we can expect to see from them in the near future. To date, Thimble has sold more than 150,000 policies representing over $175B in coverage to small businesses across America via its award-winning app, partner APIs, and broker tools. Thimble has raised $30M from investors including IAC (NASDAQ: IAC Prior to Thimble, Jay founded Hailo, a ridesharing company in London backed by investors including Sir Richard Branson and acquired by Daimler. Earlier, he founded and sold eCourier, a technology-enabled services company to Royal Mail, the U.K. equivalent of USPS. <h2>LINKS</h2> <a href="http://www.farmersagent.com/mdietz" rel="nofollow" target="_blank">My Website</a> <a href="https://www.agencylaunch.net/" rel="nofollow" target="_blank">Agency Launch training.</a> <a href="https://podcasts.apple.com/us/podcast/agency-launch/id1510446268" rel="nofollow" target="_blank">Agency Launch Podcast.</a> <a href="http://www.azpeacemakers.com/" rel="nofollow" target="_blank">Music by Roger Clyne and the Peacemakers</a> <a href="https://itunes.apple.com/us/podcast/simply-explaining-insurance/id940721252?mt=2" rel="nofollow" target="_blank">Simply Explaining Insurance on ITunes</a> <a href="https://open.spotify.com/show/1QuNi7ojOUQ4aEQt62CpI2?si=y3GyaCcJSkaMw4S8HnrT9w" rel="nofollow" target="_blank">Simply Explaining Insurance on Spotify.</a> <a href="https://www.stitcher.com/podcast/simply-explaining-insurance" rel="nofollow" target="_blank">On Stitcher</a> On Android use <a href="https://play.google.com/store/apps/details?id=com.bambuna.podcastaddict&amp;hl=en" rel="nofollow" target="_blank">Podcast Addict</a> and search for Simply Explaining Insurance. <a href="https://www.linkedin.com/in/jaybregman/" rel="nofollow" target="_blank">Jay Bregman, LinkedIn</a> <a href="https://twitter.com/jaybregman" rel="nofollow" target="_blank">Jay Bregman, Twitter</a> The post <a href="https://dietzagency.com/simply-explaining-insurance-168-jay-bregman/" rel="nofollow" target="_blank">Simply Explaining Insurance #168- Jay Bregman</a> appeared first on <a href="https://dietzagency.com" rel="nofollow" target="_blank">Dietz Agency</a>.

Simply Explaining Insurance #168- Jay Bregman

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 &amp; 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)

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 &amp; 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. (<a href="http://TheHowOfBusiness.com" rel="nofollow" target="_blank">TheHowOfBusiness.com</a>)

328: On-Demand Insurance with Jay Bregman

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 ThimbleThimble'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.

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 <a href="http://www.thimble.com" rel="nofollow" target="_blank">www.thimble.com</a>.

Reimagining Small Business Insurance with Jay Bregman, CEO and Founder of Thimble

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 aroundConnect:Jay Bregman (Linkedin) https://www.linkedin.com/in/jaybregman/Thimble (Homepage) https://www.thimble.com/Musical Credits:Shadows by David Cutter Music: https://davidcuttermusic.comhttps://soundcloud.com/dcuttermusicFree Download / Stream: https://bit.ly/shadows-david-cutterMusic promoted by Audio Library: https://youtu.be/qiBHOiEl9EIVideo Credits: Intro Stock Footage by Videvo

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 aroundConnect: <a href="https://www.linkedin.com/in/jaybregman/" rel="nofollow" target="_blank">Jay Bregman (Linkedin) https://www.linkedin.com/in/jaybregman/</a> <a href="https://www.thimble.com/" rel="nofollow" target="_blank">Thimble (Homepage) https://www.thimble.com/</a>Musical Credits: Shadows by David Cutter Music:  <a href="https://www.youtube.com/redirect?v=qiBHOiEl9EI&amp;redir_token=E4AgLXWxKD8Hs8uMFrGKMiDzRYd8MTU4Mjc1NTkwN0AxNTgyNjY5NTA3&amp;event=video_description&amp;q=https%3A%2F%2Fdavidcuttermusic.com" rel="nofollow" target="_blank">https://davidcuttermusic.com</a> <a href="https://www.youtube.com/redirect?v=qiBHOiEl9EI&amp;redir_token=E4AgLXWxKD8Hs8uMFrGKMiDzRYd8MTU4Mjc1NTkwN0AxNTgyNjY5NTA3&amp;event=video_description&amp;q=https%3A%2F%2Fsoundcloud.com%2Fdcuttermusic" rel="nofollow" target="_blank">https://soundcloud.com/dcuttermusic</a> Free Download / Stream:  <a href="https://www.youtube.com/redirect?v=qiBHOiEl9EI&amp;redir_token=E4AgLXWxKD8Hs8uMFrGKMiDzRYd8MTU4Mjc1NTkwN0AxNTgyNjY5NTA3&amp;event=video_description&amp;q=https%3A%2F%2Fbit.ly%2Fshadows-david-cutter" rel="nofollow" target="_blank">https://bit.ly/shadows-david-cutter</a> Music promoted by Audio Library:  <a href="https://youtu.be/qiBHOiEl9EI" rel="nofollow" target="_blank">https://youtu.be/qiBHOiEl9EI</a>Video Credits: <a href="https://www.videvo.net/video/river-thames-time-lapse,-london/174/" rel="nofollow" target="_blank">Intro Stock Footage by Videvo</a>

Ep23 - On Demand Insurance In The New Post-Pandemic Economy: A Conversation with Jay Bregman, CEO of Thimble

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).