In this special off-season episode, Rachel and Amber sit down with Preeti Krishnan, founder of Leela, to mark the company's public launch and oversubscribed $4.6 million raise, a round The Council committed into early. Preeti spent nearly five years at DailyPay, rising from chief of staff to COO as the company scaled from 20 employees and $2 million in ARR to 1,000 employees and $250 million in ARR, after starting her career as a funds attorney at Davis Polk. She saw compliance from both sides: first setting up regulated businesses to follow the rules, then living with how hard those rules were to actually operationalize, a pattern she saw again at lending company Caffeine. Leela was built to close that gap, not just surfacing compliance data for humans to act on, but doing the compliance work itself. The conversation digs into how Leela operates across the four pillars of compliance (policies, obligations, work, and evidence), why the company built a proprietary language called Reglang to keep AI judgment accurate and repeatable enough for regulators, and what happens when a company falls out of compliance, using the Synapse and Evolve collapse as the cautionary tale. Preeti also shares how she found her co-founder Frank Kim by cold-messaging people she admired on LinkedIn, and why conviction, not just a good story, is what gets a pre-seed round oversubscribed in a noisy AI fundraising market. We cover: • Preeti's path from funds attorney at Davis Polk to COO at DailyPay, scaling from $2M to $250M in ARR • Why compliance exists to help regulated businesses grow, but rarely feels that way in practice • The four pillars of compliance: policies, obligations, work, and evidence • How Leela acts as a force multiplier, effectively adding compliance analysts rather than just organizing data • The risk of AI agents compounding a single bad underwriting decision across hundreds of data points • The Synapse and Evolve collapse as a cautionary tale for what happens when compliance breaks down • Why Leela is always working in the background, surfacing only the decisions that require human judgment • Reglang, Leela's proprietary language for repeatable, regulator-grade compliance decisions • Design partners and early customers spanning Built, Crypto.com, and startups just getting started on compliance • Why Leela's model is geography-agnostic as it expands into the UK, Dubai, and beyond • Finding co-founder Frank Kim by cold-messaging admired builders on LinkedIn • Closing an oversubscribed $4.6 million pre-seed round from Array Ventures, Female Founders Fund, The Council, Northwestern Mutual, Future Ventures, and fintech operator angels It's a conversation about what happens when someone who has sat on both sides of the compliance divide decides to build the system that finally does the work itself, and why betting on AI-native compliance in financial services might be one of the clearest wedges in the category. FOLLOW PREETI KRISHNAN AND LEELA: Preeti Krishnan LinkedIn Leela withleela.com Leela LinkedIn Leela Instagram Leela Twitter/X Try Leela Demo FOLLOW THE COUNCIL & FIRST BUILDERS Newsletter YouTube: @firstbuilderspod Instagram: @thecouncilcapital Twitter/X: @first_builders_ TikTok: @firstbuilderspod LinkedIn: The Council