In a world where digital transactions are the norm, why are many insurers still processing paper checks for claims settlements? In this episode of the Insurtech Leadership Podcast, host Josh Hollander talks with Shannon Elsea, founder of Settlement Done Easy, about bringing a faster, more secure approach to third-party claims. Drawing on his 30 years as a personal injury attorney, Shannon highlights the inefficiencies of traditional check-based settlements and explains how digital solutions can help both insurers and legal professionals streamline the final steps of the claims process. They also explore how Settlement Done Easy bridges compliance and security requirements—like SOC 2 and NACHA—to address legal and ethical considerations. Shannon sheds light on what it takes to bootstrap a startup in insurance, the support he’s found in insurtech communities, and the potential to eventually offer same-day settlements.   In This Episode: [00:10] Introduction to Shannon - Shannon’s background as a personal injury lawyer and why he built Settlement Done Easy to cut down on payment delays. [00:49] The Real Cost of Paper Checks - Insight into why paper-based settlements are slow, prone to theft, and surprisingly expensive. [02:27] Paying Third-Party Claimants - How Settlement Done Easy addresses the compliance gap when sending funds to individuals, attorneys, and law firms. [07:04] Security at the Core - An overview of the platform’s SOC 2- and NACHA-compliant approach to safeguarding transactions. [18:34] Future of Same-Day Settlements- Exploring the potential for accelerating ACH timelines even further to meet market demand. [00:25:41] Bootstrapping a Startup - Shannon’s journey from idea to prototype, and how mentorship and startup communities provided essential support. Notable Quotes [00:49] “We built Settlement Done Easy using current technology to replace the process of paper checks through the mail with an ACH payment.” – Shannon Elsea [02:27] “The challenge is, how do you pay the third-party claimant? How do you pay the represented claimant? And that’s where Settlement Done Easy comes into the mix.” – Shannon Elsea [11:54] “Over one billion dollars worth of checks are stolen out of the mail every year in the U.S.” – Shannon Elsea   Our Guest Shannon Elsea is the founder of Settlement Done Easy, a digital platform that replaces mailed paper checks with secure ACH payments. Leveraging his 30+ years of experience as a personal injury attorney, Shannon aims to expedite insurance settlements and reduce risk for insurers and legal professionals alike.   Resources and Links   Shannon Elsea  LinkedIn | Settlement Done Easy   Josh Hollander  LinkedIn | Horton International | Insurtech Leadership Show