In this episode of Founders Journey, Jeff Shi sits down with Sarah Caputo, a powerhouse marketing leader whose career has spanned Fortune 500 insurance giants, insurtech startups, and now her own venture, Fraction Method. Sarah shares how she built her career without a college degree, rising through the ranks at Allstate, spearheading digital transformation, and leading the marketing function at Plank, an AI-powered insurtech platform that was recently acquired.
The conversation dives deep into Sarah’s evolution from agency life to in-house strategy, the strategic challenges of marketing intangible products like insurance and SaaS, and the importance of data and operational efficiency. She opens up about the volatility of the post-COVID insurance landscape, why traditional marketing org structures are becoming obsolete, and how AI, machine learning, and better contract transparency are changing the game.
Sarah also discusses how she’s using Fraction Method to advise marketing teams, cut technology waste, and guide firms through tech stack decisions—all with a passion for aligning ethics, business outcomes, and customer experience. Whether you’re a legacy carrier, B2B SaaS leader, or insurtech founder, this episode delivers actionable insights into modern marketing, martech strategy, and digital transformation.
-----------------------------
Thank you to our sponsors:
Traq AI!
To schedule a demo with Traq AI today -- https://calendly.com/traq/traq-ai-introduction-for-insuretechs-io
Mav
Sign up today to claim your exclusive offer: https://hiremav.com/insurtechs
Who said insurance isn’t sexy? Prove ‘em wrong – grab your merch today!
https://insurtechs-2.creator-spring.com
Follow Insurtechs.io :
https://www.linkedin.com/company/insurtechs/
https://www.youtube.com/@insurtechs
https://x.com/Insurtechs_io
https://www.instagram.com/insurtechs/
https://www.facebook.com/Insurtechs/
https://www.tiktok.com/@insurtechs
Listen to the Pod :
Apple Podcast - https://podcasts.apple.com/us/podcast/insurtechs-io/id1775588982
Spotify - https://open.spotify.com/show/2jAGcKCT2v6rdWea3nvrYh
Pandora - https://www.pandora.com/podcast/insurtechsio/PC:1001094614
Jeff Shi :
https://www.linkedin.com/in/jeffshiva/
Sarah Caputo :
https://www.linkedin.com/in/sarahcaputo/
-----------------------------
Disclaimer: Some of the links in this video description are affiliate links. This means that if you click on one of the links and make a purchase, we may receive a small commission at no additional cost to you. Your support helps us create more content, and we truly appreciate it! Thank you for watching!
Popular Podcasts
On Purpose with Jay Shetty
I’m Jay Shetty host of On Purpose the worlds #1 Mental Health podcast and I’m so grateful you found us. I started this podcast 5 years ago to invite you into conversations and workshops that are designed to help make you happier, healthier and more healed. I believe that when you (yes you) feel seen, heard and understood you’re able to deal with relationship struggles, work challenges and life’s ups and downs with more ease and grace. I interview experts, celebrities, thought leaders and athletes so that we can grow our mindset, build better habits and uncover a side of them we’ve never seen before. New episodes every Monday and Friday. Your support means the world to me and I don’t take it for granted — click the follow button and leave a review to help us spread the love with On Purpose. I can’t wait for you to listen to your first or 500th episode!
Ruthie's Table 4
For more than 30 years The River Cafe in London, has been the home-from-home of artists, architects, designers, actors, collectors, writers, activists, and politicians. Michael Caine, Glenn Close, JJ Abrams, Steve McQueen, Victoria and David Beckham, and Lily Allen, are just some of the people who love to call The River Cafe home. On River Cafe Table 4, Rogers sits down with her customers—who have become friends—to talk about food memories. Table 4 explores how food impacts every aspect of our lives. “Foods is politics, food is cultural, food is how you express love, food is about your heritage, it defines who you and who you want to be,” says Rogers. Each week, Rogers invites her guest to reminisce about family suppers and first dates, what they cook, how they eat when performing, the restaurants they choose, and what food they seek when they need comfort. And to punctuate each episode of Table 4, guests such as Ralph Fiennes, Emily Blunt, and Alfonso Cuarón, read their favourite recipe from one of the best-selling River Cafe cookbooks. Table 4 itself, is situated near The River Cafe’s open kitchen, close to the bright pink wood-fired oven and next to the glossy yellow pass, where Ruthie oversees the restaurant. You are invited to take a seat at this intimate table and join the conversation. For more information, recipes, and ingredients, go to https://shoptherivercafe.co.uk/ Web: https://rivercafe.co.uk/ Instagram: www.instagram.com/therivercafelondon/ Facebook: https://en-gb.facebook.com/therivercafelondon/ For more podcasts from iHeartRadio, visit the iheartradio app, apple podcasts, or wherever you listen to your favorite shows. Learn more about your ad-choices at https://www.iheartpodcastnetwork.com
The Joe Rogan Experience
The official podcast of comedian Joe Rogan.