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Director of Compliance ID-9199

March 26, 2025

WordPress VIP (WPVIP), the enterprise division of Automattic , is the world's leading content management platform. Leveraging our FedRAMP certification, WPVIP is expanding its reach into the public sector, and growing momentum in highly regulated use cases. WordPress, the Open Source CMS, powers 40% of the web, and our large and growing ecosystem of technologies, services, and integrations is designed to bring that freedom and power to our customers, which include several federal government agencies, as well as Meta, The New York Times, Salesforce, and hundreds more.

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Ensure attainment of FedRAMP Moderate ATO and lead and execute ongoing processes such as ConMon, Annual Assessments, and SCR (Significant Change Request) activities.
Collaborate with stakeholders to define a quarterly roadmap for the Compliance function to help address two key areas: (1) output activities to ensure certifications (such as FedRAMP) and customer commitments are assured and (2) foundational activities to improve Compliance related operations with measurable impact.
Develop and maintain documentation for all Compliance-related activities.
Work across product, engineering, systems, and legal teams to identify and manage privacy, data protection risks, and compliance requirements to help meet business needs.
Select and implement appropriate systems and reporting protocols to support multiple sets of certifications, documentation requirements, control families on one side, and to support provision of appropriate documentation to auditors, sponsoring agencies, customers, etc. on the other side.
Engage and consult with executive and senior leaders to align Compliance and Security programs with business goals.
Participate in customer stakeholder calls to understand new customer requirements and to guide these interactions to help balance commitments to ability to deliver.
Build, scale, and manage our compliance team to support our needs as an enterprise-focused, distributed company.
Promote a culture of compliance throughout the organization.
Triage and manage all compliance-related priorities including support for RFPs.

Requirements:

Domain expertise in public sector related compliance, possessing deep understanding of federal regulations and frameworks such as FedRAMP, NIST, and FISMA.
Deep experience with FedRAMP processes for AR, OR, and SCR; and when to leverage each.
Experience in successfully obtaining and/or maintaining FedRAMP Moderate (or higher) certifications for IaaS, PaaS, or SaaS solutions or experience working at an accredited 3PAO and having structured and performed assessments for multiple CSPs within the past three years.
One or more relevant certifications such as CISSP, CISA, or CRISC.
Experience working with sales teams to respond to RFPs, VSQs, and other questionnaires from prospects and customers.
Experience leading and motivating cross-functional, interdisciplinary teams and scaling compliance-related operations.
Experience engaging with Compliance and Info Security teams at Enterprise customers to understand requirements and to co-develop solutions.
Experience with Cloud computing and containerization tools (eg. Kubernetes).
Understanding of international, federal, state, and local laws concerning data acquisition, protection, and transmission.
Must be a resident of the contiguous United States.

Extra Credit:

Direct experience with FedRAMP High within the past 3 years.
Proven and effective relationships within the FedRAMP PMO.
Hands-on experience implementing compliance automation tools such as Drata, Vanta, HyperProof, etc.

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Common Interview Questions And Answers

1. HOW DO YOU PLAN YOUR DAY?

This is what this question poses: When do you focus and start working seriously? What are the hours you work optimally? Are you a night owl? A morning bird? Remote teams can be made up of people working on different shifts and around the world, so you won't necessarily be stuck in the 9-5 schedule if it's not for you...

2. HOW DO YOU USE THE DIFFERENT COMMUNICATION TOOLS IN DIFFERENT SITUATIONS?

When you're working on a remote team, there's no way to chat in the hallway between meetings or catch up on the latest project during an office carpool. Therefore, virtual communication will be absolutely essential to get your work done...

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Many people want to work remotely because of the flexibility it allows. You can work anywhere and at any time of the day...

4. WHAT DO YOU NEED IN YOUR PHYSICAL WORKSPACE TO SUCCEED IN YOUR WORK?

With this question, companies are looking to see what equipment they may need to provide you with and to verify how aware you are of what remote working could mean for you physically and logistically...

5. HOW DO YOU PROCESS INFORMATION?

Several years ago, I was working in a team to plan a big event. My supervisor made us all work as a team before the big day. One of our activities has been to find out how each of us processes information...

6. HOW DO YOU MANAGE THE CALENDAR AND THE PROGRAM? WHICH APPLICATIONS / SYSTEM DO YOU USE?

Or you may receive even more specific questions, such as: What's on your calendar? Do you plan blocks of time to do certain types of work? Do you have an open calendar that everyone can see?...

7. HOW DO YOU ORGANIZE FILES, LINKS, AND TABS ON YOUR COMPUTER?

Just like your schedule, how you track files and other information is very important. After all, everything is digital!...

8. HOW TO PRIORITIZE WORK?

The day I watched Marie Forleo's film separating the important from the urgent, my life changed. Not all remote jobs start fast, but most of them are...

9. HOW DO YOU PREPARE FOR A MEETING AND PREPARE A MEETING? WHAT DO YOU SEE HAPPENING DURING THE MEETING?

Just as communication is essential when working remotely, so is organization. Because you won't have those opportunities in the elevator or a casual conversation in the lunchroom, you should take advantage of the little time you have in a video or phone conference...

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This is a great question because it shows your comfort level with technology, which is very important for a remote worker because you will be working with technology over time...

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DISCLAIMER

Director of Compliance ID-9199

Other Jobs You May Be Interested In

Common Interview Questions And Answers

1. HOW DO YOU PLAN YOUR DAY?

2. HOW DO YOU USE THE DIFFERENT COMMUNICATION TOOLS IN DIFFERENT SITUATIONS?

3. WHAT IS "WORKING REMOTE" REALLY FOR YOU?

4. WHAT DO YOU NEED IN YOUR PHYSICAL WORKSPACE TO SUCCEED IN YOUR WORK?

5. HOW DO YOU PROCESS INFORMATION?

6. HOW DO YOU MANAGE THE CALENDAR AND THE PROGRAM? WHICH APPLICATIONS / SYSTEM DO YOU USE?

7. HOW DO YOU ORGANIZE FILES, LINKS, AND TABS ON YOUR COMPUTER?

8. HOW TO PRIORITIZE WORK?

9. HOW DO YOU PREPARE FOR A MEETING AND PREPARE A MEETING? WHAT DO YOU SEE HAPPENING DURING THE MEETING?

10. HOW DO YOU USE TECHNOLOGY ON A DAILY BASIS, IN YOUR WORK AND FOR YOUR PLEASURE?