Head of Product Operations and AI Transformation

About SecurityScorecard: SecurityScorecard is the global leader in cybersecurity ratings, with over 12 million companies continuously rated, operating in 64 countries. Founded in 2013 by security and risk experts Dr. Alex Yampolskiy and Sam Kassoumeh and funded by world-class investors, SecurityScorecard’s patented rating technology is used by over 25,000 organizations for self-monitoring, third-party risk management, board reporting, and cyber insurance underwriting; making all organizations more resilient by allowing them to easily find and fix cybersecurity risks across their digital footprint. Headquartered in New York City, our culture has been recognized by Inc Magazine as a "Best Workplace,” by Crain’s NY as a "Best Places to Work in NYC," and as one of the 10 hottest SaaS startups in New York for two years in a row. Most recently, SecurityScorecard was named to Fast Company’s annual list of th e World’s Most Innovative Companies for 202 3 and to the Achievers 50 Most Engaged Workplaces in 2023 award recognizing “forward-thinking employers for their unwavering commitment to employee engagement.” SecurityScorecard is proud to be funded by world-class investors including Silver Lake Waterman, Moody’s, Sequoia Capital, GV and Riverwood Capital. About the Team: SecurityScorecard runs an unusually fast product org — ~120 in Engineering, a roadmap that re-prioritizes weekly, and a culture where the question isn’t “can we build it in two months” but “how do we do it in five days?” Product Operations is the operating system that lets that speed scale without flying blind. We’re hiring a leader to own Product Ops end-to-end and run it as a three-pillar function: Data, Stories, and Process. This person inherits a mature, AI-native operation and is expected to push it further. You’ll be the connective tissue between PMs, Engineering, Design, GTM, Finance, and the board reporting line. You break bottlenecks, you instrument everything, and you’re already prototyping the next AI workflow before anyone asks for it. About the Role: Data & Product Metrics (obsessively) The metrics source of truth: Threshold Score (customer health → board + Gainsight), engineering delivery metrics (Span/DORA, throughput, AI-code ratio via Sigma), product engagement & NPS methodology (Pendo Listen), and Product P&L inputs with Finance. The Customer Insights data layer on Snowflake — AI-extracted pain points, feature requests, and verbatim quotes piped from call transcripts — and the persona-matching model against our maturity frame work. You should itch when a roadmap call happens without the data behind it. Programs, Reporting & Delivery (PMO) The full delivery cadence: roadmap intake, Jira (PRODF) administration, R/Y/G milestone tracking, the Change Control Board (CCB), release-train sign-off, OKRs, and planning for ~120 people. The weekly executive reporting stack (Joint Tech & Product update, Q2 Roadmap Exec Report, Engineering Weekly) and the quarterly board-paper KPI inputs and you’ll formalize these so they don’t live in one person’shead. AI for Product Ops (the urgent mandate) Inherit and extend a working library of Claude skills that already run this operation — weekly reporting, CCB recaps, customer-meeting research, Pendo-feedback-to-roadmap matching, hiring protocols, release-notes ROI framing wired across systems such as Jira, Confluence, Pendo, Snowflake, Slack, GDrive. Become the org’s go-to for AI/agentic product-ops tooling (today an informal role across Product, CS, and Marketing) and turn ad-hoc magic into durable, documented capability. This is where we want urgency and excitement, not caution. Cross-functional forums & GTM Run the forums that keep the org aligned: Product Court (GTM Product roadmap triage), Bar Raisers (work-quality review), and the monthly product-org meeting. Partner on pricing & packaging (Titan Secure/Assess), the annual Pricebook, vendor management (Pendo, Sigma, Span, FullStory, Heap), and strategic customer/roa