Back to jobs
New

Head of Product Operations and AI Transformation

New York City, US (Hybrid)

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 the World’s Most Innovative Companies for 2023 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/roadmap calls.

 

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.

 

Required Qualifications

  • 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.

 

How you’ll fit at SecurityScorecard

We value urgency, ownership, and people who’d rather break the wall than file a ticket about it — the same instinct behind “do it in five days” and forums like Product Court. There’s a real, healthy tension here between speed and operating maturity; your job is to add the maturity without killing the speed. If reading this made you impatient to start fixing things that’s a great signal.

 

Benefits:

Specific to each country, we offer a competitive salary, stock options, Health benefits, and unlimited PTO, parental leave, tuition reimbursements, and much more!

 

The estimated total compensation range for this position is $325,000 - $350,000 (base plus bonus). Actual compensation for the position is based on a variety of factors, including, but not limited to affordability, skills, qualifications and experience, and may vary from the range. In addition to base salary, employees may also be eligible for annual performance-based incentive compensation awards and equity, among other company benefits.

 

SecurityScorecard is committed to Equal Employment Opportunity and embraces diversity. We believe that our team is strengthened through hiring and retaining employees with diverse backgrounds, skill sets, ideas, and perspectives. We make hiring decisions based on merit and do not discriminate based on race, color, religion, national origin, sex or gender (including pregnancy) gender identity or expression (including transgender status), sexual orientation, age, marital, veteran, disability status or any other protected category in accordance with applicable law.

 

We also consider qualified applicants regardless of criminal histories, in accordance with applicable law. We are committed to providing reasonable accommodations for qualified individuals with disabilities in our job application procedures. If you need assistance or accommodation due to a disability, please contact talentacquisitionoperations@securityscorecard.io.

 

Any information you submit to SecurityScorecard as part of your application will be processed in accordance with the Company’s privacy policy and applicable law.

 

SecurityScorecard does not accept unsolicited resumes from employment agencies. Please note that we do not provide immigration sponsorship for this position.

  #LI-DNI

Create a Job Alert

Interested in building your career at SecurityScorecard? Get future opportunities sent straight to your email.

Apply for this job

*

indicates a required field

Resume/CV*

Accepted file types: pdf, doc, docx, txt, rtf

Cover Letter

Accepted file types: pdf, doc, docx, txt, rtf

Employment

Select...
Select...

Education

Select...
Select...
Select...
Select...
Select...
Select...

Voluntary Self-Identification

For government reporting purposes, we ask candidates to respond to the below self-identification survey. Completion of the form is entirely voluntary. Whatever your decision, it will not be considered in the hiring process or thereafter. Any information that you do provide will be recorded and maintained in a confidential file.

As set forth in SecurityScorecard’s Equal Employment Opportunity policy, we do not discriminate on the basis of any protected group status under any applicable law.

Select...
Select...
Race & Ethnicity Definitions

If you believe you belong to any of the categories of protected veterans listed below, please indicate by making the appropriate selection. As a government contractor subject to the Vietnam Era Veterans Readjustment Assistance Act (VEVRAA), we request this information in order to measure the effectiveness of the outreach and positive recruitment efforts we undertake pursuant to VEVRAA. Classification of protected categories is as follows:

A "disabled veteran" is one of the following: a veteran of the U.S. military, ground, naval or air service who is entitled to compensation (or who but for the receipt of military retired pay would be entitled to compensation) under laws administered by the Secretary of Veterans Affairs; or a person who was discharged or released from active duty because of a service-connected disability.

A "recently separated veteran" means any veteran during the three-year period beginning on the date of such veteran's discharge or release from active duty in the U.S. military, ground, naval, or air service.

An "active duty wartime or campaign badge veteran" means a veteran who served on active duty in the U.S. military, ground, naval or air service during a war, or in a campaign or expedition for which a campaign badge has been authorized under the laws administered by the Department of Defense.

An "Armed forces service medal veteran" means a veteran who, while serving on active duty in the U.S. military, ground, naval or air service, participated in a United States military operation for which an Armed Forces service medal was awarded pursuant to Executive Order 12985.

Select...

Voluntary Self-Identification of Disability

Form CC-305
Page 1 of 1
OMB Control Number 1250-0005
Expires 04/30/2026

Why are you being asked to complete this form?

We are a federal contractor or subcontractor. The law requires us to provide equal employment opportunity to qualified people with disabilities. We have a goal of having at least 7% of our workers as people with disabilities. The law says we must measure our progress towards this goal. To do this, we must ask applicants and employees if they have a disability or have ever had one. People can become disabled, so we need to ask this question at least every five years.

Completing this form is voluntary, and we hope that you will choose to do so. Your answer is confidential. No one who makes hiring decisions will see it. Your decision to complete the form and your answer will not harm you in any way. If you want to learn more about the law or this form, visit the U.S. Department of Labor’s Office of Federal Contract Compliance Programs (OFCCP) website at www.dol.gov/ofccp.

How do you know if you have a disability?

A disability is a condition that substantially limits one or more of your “major life activities.” If you have or have ever had such a condition, you are a person with a disability. Disabilities include, but are not limited to:

  • Alcohol or other substance use disorder (not currently using drugs illegally)
  • Autoimmune disorder, for example, lupus, fibromyalgia, rheumatoid arthritis, HIV/AIDS
  • Blind or low vision
  • Cancer (past or present)
  • Cardiovascular or heart disease
  • Celiac disease
  • Cerebral palsy
  • Deaf or serious difficulty hearing
  • Diabetes
  • Disfigurement, for example, disfigurement caused by burns, wounds, accidents, or congenital disorders
  • Epilepsy or other seizure disorder
  • Gastrointestinal disorders, for example, Crohn's Disease, irritable bowel syndrome
  • Intellectual or developmental disability
  • Mental health conditions, for example, depression, bipolar disorder, anxiety disorder, schizophrenia, PTSD
  • Missing limbs or partially missing limbs
  • Mobility impairment, benefiting from the use of a wheelchair, scooter, walker, leg brace(s) and/or other supports
  • Nervous system condition, for example, migraine headaches, Parkinson’s disease, multiple sclerosis (MS)
  • Neurodivergence, for example, attention-deficit/hyperactivity disorder (ADHD), autism spectrum disorder, dyslexia, dyspraxia, other learning disabilities
  • Partial or complete paralysis (any cause)
  • Pulmonary or respiratory conditions, for example, tuberculosis, asthma, emphysema
  • Short stature (dwarfism)
  • Traumatic brain injury
Select...

PUBLIC BURDEN STATEMENT: According to the Paperwork Reduction Act of 1995 no persons are required to respond to a collection of information unless such collection displays a valid OMB control number. This survey should take about 5 minutes to complete.