Head of Product Operations and AI Transformation, SecurityScorecard
$325-350k
Offers stock options
Cybersecurity ratings & risk management
Open for applications
Cybersecurity ratings & risk management
501-1000 employees
Open for applications
$325-350k
Offers stock options
501-1000 employees
Company mission
To make the world a safer place by transforming the way organisations understand, mitigate, and communicate cybersecurity risk to their boards, employees and vendors.
Role
Who you are
- A brick-wall breaker. You see a blocker and go through it smart, allergic to “that’s how we’ve always done it.” We reward bias to action
- Impatient (yet personable/friendly), in the best way. You compress timelines and force decisions (Pendo/Heap consolidation, release sign-offs, planning logistics) without burning the team out. You thrive in constant re-planning and design work to be incremental and portable
- Metrics-obsessed. You think in cohorts, leading indicators, and ROI. You can build the dashboard and tell the story it implies — to a PM and to the board
- Genuinely AI-forward. You’ve shipped AI/LLM workflows into how work gets done, not just talked about it. You’ll walk in excited to scale our Claude-native operation
- A CPTO/PM force-multiplier. You give senior PMs leverage, not overhead, and you operate as a true partner to the CPTO and the co-founders
- 8+ years in Product Operations, PMO, or product/program leadership — including building or scaling a Product Ops function in a fast B2B SaaS org (cybersecurity a plus)
- Run delivery cadence across a multi-PM / multi-squad org; deep Jira fluency
- Hands-on use of AI/automation to change how product work gets done
- Fluent across the modern product stack: Pendo, Sigma/Snowflake-backed BI, Span (or DORA tooling), Jira, Confluence
- NYC-based and comfortable in a high-velocity, high-accountability culture — you set the pace, you don’t wait for it
- You need to be fluent in Claude and other AI tools. If you are not, please do not apply
What the job involves
- 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
- 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/roadmap calls
Our take
Organisations understand the value of data, and the business partnerships that will help them leverage it. However, involving more companies increases the risk of vulnerabilities and, therefore, costly data breaches. SecurityScorecard is a cloud-based enterprise SaaS solution that helps organisations assess and manage cybersecurity risks, offering analyses of potential partner companies using A-F security ratings.
SecurityScorecard looms over its competitors as it covers millions of companies, offering near-instant cybersecurity analyses and an array of capabilities. It has a large, global, and big-name customer base, including 9 of the top 10 pharmaceutical companies and 9 of the top 10 banking institutions - and it is likely to go public in the next few years.
The company has consolidated an impressive lead in a sector that will certainly continue to grow. It continues to bolster its offering, for example with the release of its supply chain cyber risk management platform, MAX, as well as through the acquisition of internet scanning startup Driftnet.
Freddie
Company Specialist at Welcome to the Jungle
Insights
62% employee growth in 12 months
Company
Funding (last 2 of 6 rounds)
Mar 2021
$180m
SERIES E
Jun 2019
$50m
SERIES D
Total funding: $292.2m
Company benefits
- Stock options
- 12 weeks of paid maternity leave / 4 weeks paid paternity leave
- Work from home opportunities
- Medical, dental, and vision coverage
- Unlimited PTO
- 401K
- $3k annual education stipend per employee
- Full access to our learning platform and company professional development events
- Up to $10K referral bonus
Company HQ
Midtown South, New York, NY
Leadership
Aleksandr Yampolskiy
(CEO & Co-Founder)Worked at Oracle and Goldman Sachs, before serving for 2 years as CISO of Gilt Group. Founded NYC Technology Startup, Meetup, in 2012 and then worked as CTO of Cinchcast.
Sam Kassoumeh
(COO & Co-Founder)Progressed from Technology Compliance Manager to Head of Security and Compliance at Gilt Groupe within 4 years, and worked as Cyber Security Advisor for Billy.
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