In this Winners Circle episode, host Russ Fordyce sits down with Tasneem Chital, Head of Product at Simplify Healthcare, to unpack how her team is reinventing one of the least glamorous yet most critical parts of healthcare operations: regulated member documentation. Tasneem explains why documents like summaries of benefits and evidence of coverage are not just “paperwork” but high stakes legal communications that drive coverage decisions, CMS audits, and member trust, and why they have historically depended on brute force efforts, weekend marathons, and siloed tools instead of a true system of record. She walks through the fragmented reality many payers face today, from juggling compliance changes and plan materials to managing translations, accessibility formats, and multiple vendors, all without a single source of truth or an automated end to end lifecycle.

Tasneem shares how Simplify Docs was designed to treat documentation as invisible infrastructure and a strategic asset rather than a last mile chore. She and Russ dive into how the team built AI into translation, validation, and quality checks while keeping human judgment and accountability at the center, especially in a domain where 90 percent accuracy is not good enough. Tasneem describes their human in the loop approach to building trust in AI, starting with zero assumed trust, validating every output, then gradually allowing teams to delegate more repetitive detection and cross checking tasks as the system proves repeatable accuracy at scale. Along the way, she offers concrete results, from cutting turnaround time in half and reducing translation costs by roughly 45 percent to giving exhausted teams their evenings and even golf weekends back during open enrollment season.

The conversation also explores why compliance and innovation are not opposites, but constraints that, when considered from day one, actually speed future change instead of creating tech debt and painful retrofits. Tasneem outlines how thinking about audit history, versioning, and validation flows up front let Simplify Docs move beyond lab experiments and into live use for member facing documents in its first year, earning recognition as Product of the Year in the process. Looking ahead, she and Russ discuss how payer organizations can shift from treating documentation and translation as afterthoughts to embedding them strategically in workflows, and why governance, trust, and process design will become key differentiators as AI moves from pilots into core operations. For anyone interested in practical AI in regulated industries, or in turning messy, invisible work into a source of advantage for both teams and members, this episode offers a grounded, story driven look at what it takes to modernize healthcare documentation without sacrificing trust.