Jason Davis

I’m a director-level Customer Success leader with 15+ years building and scaling CS organizations, owning retention, and driving expansion in high-growth B2B SaaS environments. I quarterback renewals, manage the customer book end-to-end, and partner tightly with Sales and Finance to deliver industry-leading Gross Dollar Retention (GDR).

At Toast, I built the CS and support operating system from scratch—SOPs, KPI frameworks, check-in cadences, escalation workflows, and business review structures—scaling the team from 25 to 500+ while achieving 92% CSAT across 100,000+ customers. I also led enterprise accounts ($1.5M+ ARR) and identified expansion opportunities across complex, multi-product environments.

I’m an AI-native operator who modernizes CS motions with data and automation. I helped co-design analytics and reporting using Snowflake and Salesforce, built executive dashboards in Looker, and drove adoption of AI-powered workflows for triage, diagnostics, and knowledge surfacing to improve productivity at scale.

Outside of Toast, I’ve continued building: I founded Buttr, an AI-powered support SaaS product, where I designed and coded a proprietary AI diagnostic engine using a split-half algorithm and leveraged Claude and ChatGPT with Python. I also built ToyHuntr in Kotlin (Android) and Swift (iOS), running on Firebase/Firestore—because for me, customer outcomes come from hands-on technical fluency and deep cross-functional partnership.