Rewriting MedMal with AI: Inside Indigo (with Jared Kaplan)

Medical malpractice is one of the most established specialty lines—and one of the hardest to modernize. In this episode of the InsurTech Leadership Podcast, Joshua Hollander sits down with Jared Kaplan, Co‑Founder & CEO of Indigo Technologies, to unpack why MedMal is finally ready for a different underwriting and distribution model. Indigo’s bet: you can make MedMal dramatically easier for physicians and brokers without relaxing underwriting discipline—by replacing slow, form-heavy workflows with alternative data, machine learning, and tight operational execution. Guest Bio Jared Kaplan is the Co‑Founder and CEO of Indigo Technologies. Indigo is rethinking medical malpractice insurance with an approach that combines broker-friendly distribution, faster quoting, and underwriting models informed by large-scale claims data and alternative data signals. Key Topics -Why MedMal is “built to resist change”: entrenched processes, long feedback loops, and the real cost of underwriting mistakes. -Underwriting without an application: what replaces the traditional intake and how you maintain discipline. -Alternative data in a high-stakes line: how Indigo uses a broad feature set (beyond prior claims history) to improve risk selection. -Risk segmentation and value creation: lowering premiums for the “overpaid” majority while avoiding the concentrated loss drivers. -The 80/20 claims reality: the small portion of physicians that drives a disproportionate share of MedMal claims. -Brokers as the distribution partner of the future: what modern carriers/MGAs must do to earn broker trust and share. -Operating model over buzzwords: where the real leverage is—quote speed, workflow simplicity, and consistency. Quotes -Jared: “We started with the premise that you don’t need an application.” -Jared: “I would argue Indigo is the baby of both… online distribution… and underwriting using alternative data and machine learning.” -Jared: “There’s no one else there that can figure out the twenty percent of docs that are driving sixty percent of the claims.” Resources Indigo Technologies (company site): https://www.getindigo.com/ Jared Kaplan (LinkedIn): https://www.linkedin.com/in/jared-kaplan-683412/ If you work in specialty insurance, broker distribution, MGAs, or underwriting modernization, this one is a pragmatic look at where AI actually earns its keep. Subscribe for more operator-grade conversations on insurtech, insurance innovation, and leadership—and if you found value here, leave a review to help more executives discover the show.