VP, Enterprise Systems & Helpdesk IT

Who Are We:
Comply is the leading provider of compliance SaaS and consulting services for the global financial services sector. With more than 5,000 clients and hundreds of employees across the globe, Comply empowers Chief Compliance Officers and their teams to proactively manage regulatory obligations, mitigate risk, and scale with efficiency and confidence.
Comply serves thousands of global financial services clients including broker-dealers, insurers, investment banks, private funds, RIAs, and wealth managers who rely on Comply offerings to power their compliance programs.
To learn more about Comply, visit comply.com

The Role:   Comply is seeking a hands-on, execution-oriented VP, Enterprise Systems & Helpdesk IT to serve as the technical architect and operational leader of our internal enterprise systems, AI platforms, and global IT Service Desk.   This leader will own the architecture, integrations, governance, and operational excellence of Comply’s internal SaaS ecosystem — including Salesforce, NetSuite, Jira/Confluence, Gainsight, GuideCX, Tableau, Rippling, Microsoft 365, Mimecast, and other core platforms — while also defining and leading our internal AI systems strategy.   Operating in a co-ownership model, this leader will partner closely with functional executives (e.g., CFO as business owner of NetSuite; CRO as business owner of Salesforce and Gainsight) to translate business priorities into scalable, secure, and future-ready technical solutions. In addition, this role will own enterprise AI use cases across corporate data, reporting, and analytics — ensuring responsible governance and measurable business impact.   This role is based onsite in Arlington, VA.

Responsibilities:

• Enterprise Systems Architecture & Operations:
• Serve as chief architect for Comply’s enterprise SaaS landscape, owning system design, integrations, data models, release management, and lifecycle governance.
• Architect and maintain reliable integrations and data pipelines (iPaaS and custom) to ensure data integrity, automation, and cross-system reporting.
• Establish enterprise data governance standards, access controls, and reporting frameworks.
• Lead corporate technology roadmap planning, prioritization, implementation, and retirement decisions across business units.
• AI Strategy, Governance & Enablement:
• Own Comply’s internal AI systems strategy, including generative AI tools, AI-enabled automation, and embedded AI capabilities within enterprise platforms.
• Identify, prioritize, and implement high-impact AI use cases across Finance, Sales, Customer Success, HR, and Operations — leveraging enterprise data to improve forecasting, reporting, analytics, and workflow efficiency.
• Architect AI-enabled reporting and analytics capabilities, including predictive insights, anomaly detection, and natural-language querying across corporate datasets.
• Establish AI governance frameworks covering data classification, PII protection, access controls, model risk, auditability, and regulatory alignment (SOC 2, GDPR, etc.) in partnership with the CISO.
• Evaluate and manage enterprise AI vendors and platforms; drive responsible adoption and measurable ROI.
• Service Desk & IT Operations:
• Lead the global IT Service Desk supporting 350+ distributed employees.
• Define and manage SLAs, ticket workflows, escalation paths, knowledge-base governance, and performance metrics.
• Provide hands-on escalation leadership to ensure high-quality end-user support and operational reliability.
• Maintain business continuity and disaster recovery plans for critical systems; lead IT incident response.
• Security, Vendor & Executive Leadership:
• Partner with the CISO to implement and enforce enterprise security controls (SSO/MFA, least-privilege access, logging/monitoring).
• Own corporate IT vendor relationships, contract negotiation, budgeting, forecasting, and spend optimization.
• Provide clear executive reporting on IT health, AI adoption, roadmap progress, risks, and KPIs.
• Serve as the technical counterparty to business application owners, ensuring alignment between system capabilities and business objectives.

Skills and Qualifications:

• Bachelor’s degree in Computer Science, Information Systems, Engineering, Business, or equivalent experience.
• 10+ years of progressive IT experience, including 5+ years in leadership roles overs