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On July 27, 2026, the Board of Directors of Lemonade, Inc. approved the transition of Tim Bixby from his role as the Company's Chief Financial Officer, effective January 1, 2027, to a member of the Board. Tim Bixby has served as our Chief Financial Officer since June 2017. From February 2021 through October 2025, he served as a director and as chair of the audit committee of the board of directors of Rent the Runway, a leading e-commerce fashion rental and resale business. Prior to joining Lemonade, Mr. Bixby served as Chief Financial Officer of Shutterstock, Inc., a digital content licensing marketplace, from 2011 to 2015. From 1999 to 2011 he served as the Chief Financial Officer, President, and a member of the board of directors of LivePerson, Inc., a provider of cloud mobile and online business messaging solutions. He holds a Bachelor of Arts in Mathematics from Dartmouth College and a Master of Business Administration from Harvard Business School.

Daniel Schreiber has served as our Co-Founder, Chief Executive Officer, and Chairman of our board of directors since our founding in June 2015. Prior to co-founding Lemonade in 2015, Mr. Schreiber served as President and a member of the board of directors of Powermat Technologies Ltd., a wireless charging solutions and technology company, from 2011 to 2015. From 2003 to 2011, he served as Senior Vice President of Marketing and Vice President of Marketing and Business Development at SanDisk and M-Systems (which was acquired by SanDisk in 2006), respectively. In 1997, Mr. Schreiber co-founded and acted as the Chief Executive Officer of Alchemedia Inc., an internet security software company acquired by Finjan Software in 2002. Prior to that, Mr. Schreiber practiced corporate commercial law at Herzog, Fox & Neeman, and was a member of the Israeli Bar Association. He holds a Bachelor of Laws with First Class Honors from King's College London.

Maya Prosor is a founding team member of Lemonade and has served as our Chief Business Officer since July 2022. Prior to becoming our Chief Business Officer, Ms. Prosor served in different roles at Lemonade, including Homeowners company lead from July 2020 to July 2022, and Vice President business development from August 2015 to July 2020. Prior to joining Lemonade in 2015, she was the Assistant Vice President of market development for the joint venture of Duracell and Powermat Technologies Ltd. a wireless charging solutions and technology company, from 2010 to 2015. She holds a Bachelor of Arts in Business Administration and Entrepreneurship from Reichman University and is a graduate of the Zell Entrepreneurship Program.

Adina Eckstein has served as the Company's Chief Operating Officer since July 2021. Prior to becoming our Chief Operating Officer, Ms. Eckstein served as our Vice President of Operations since November 2020. Prior to joining the Company in 2019, Ms. Eckstein served as Chief Operating Officer of HSBC, where she helped one of the world's largest financial institutions with the digitization of its business. From 2014 to 2016, she served as Vice President of Programme and Portfolio at BBC Worldwide, where she led the development and operations of all consumer digital technology. She holds a Bachelor of Arts in Economics in Hebrew University and a Master of Business Administration from Tel Aviv University.

John Peters has served as our Chief Insurance Officer since September 2016. Prior to joining Lemonade, Mr. Peters served as the Executive Vice President of Commercial Insurance Operations and the Chief Underwriting and Product Officer, Regional Companies Group for Liberty Mutual Insurance from 2011 to 2016. He also spent ten years with McKinsey & Company's global property-casualty insurance practice, serving in various roles including partner. He holds a Bachelor of Arts in Mathematics and German from Bowdoin College and is a former fellow of the Casualty Actuarial Society.

Debra Schwartz has served as a member of our board of directors since November 2023. She is currently the Chief Financial Officer of Goldbelly, the leading curated marketplace for American food culture. Prior to Goldbelly, she served as CFO at H1, a leading healthcare data technology company whose mission is to connect the world to the right doctors. She previously served as CFO at Cameo, the celebrity video shoutout pioneer, and at Bustle Digital Group, the digital media provider. Ms. Schwartz spent more than a decade as an equity analyst with Goldman Sachs and Credit Suisse, and holds an MBA from Harvard University, and a BA/BS from the University of Pennsylvania.

Prashant Ratanchandani has served as a member of our board of directors since October 2025. Mr. Ratanchandani is the Vice President of Engineering at Meta, supporting the engineering teams responsible for building Meta's Generative AI products. He has held several leadership roles at Meta, building and scaling technical organizations responsible for core experiences across Meta products. Prior to Meta, he held leadership roles at Microsoft, with a focus on the fundamentals of the Windows operating system. Mr. Ratanchandani holds a Bachelor of Technology in Computer Science from the Indian Institute of Technology, Kharagpur where he received the B.C Roy Gold Medal, and also holds a Master of Science degree from the University of Illinois at Urbana Champaign.

On July 27, 2026, the Board appointed Nick Stead, the Company's Senior Vice President Finance, to serve as Chief Financial Officer, effective as of January 1, 2027. Mr. Stead will be designated as principal financial officer and principal accounting officer. Mr. Stead joined the Company in December 2019 as Director FP&A and in September 2020 was promoted to Senior Director FP&A and Investor Relations. From February 2022 through March 2023, Mr. Stead then served as SVP, Finance and Business Operations at Flex, a consumer payment platform, before returning to Lemonade as VP Finance in March 2023 and being promoted to SVP Finance in July 2024. At Lemonade, Mr. Stead played an instrumental role in the Company's significant financial milestones, including the Company's initial public offering and secondary offering, a strategic acquisition, and more recently the Company's sales and marketing growth financing arrangements. Prior to joining the Company, Mr. Stead held various strategic finance roles in technology and banking firms.

Michael Eisenberg has served as a member of our board of directors since July 2015. Mr. Eisenberg is a Partner at Aleph, an early stage venture capital fund that invests in Israeli entrepreneurs, which he joined in July 2013. In addition to his role on our board of directors, Mr. Eisenberg serves as a member of the board of several private companies. He holds a Bachelor of Arts in Political Science from Yeshiva University.