Vice President of Business Operations & Analytics

Comply•Washington, DC

1d•Onsite

About The Position

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: This is a critical executive role owning three capabilities: AI/LLM architecture and adoption, data & analytics, and enterprise applications. The mandate: turn fragmented tools and data into an integrated, AI-augmented operating platform. This is a critical executive role accountable for shaping and executing the company’s enterprise technology and data strategy across three foundational domains: AI and LLM architecture and adoption, data and analytics, and enterprise application platforms. The mandate is to transform a fragmented technology and data landscape into a unified, AI‑enabled operating platform—one that embeds intelligence into core workflows, accelerates decision‑making, and enables scalable growth. This leader will partner closely with the executive team to ensure technology investments directly advance business strategy, operational efficiency, and long‑term competitive advantage.

Requirements

12+ years in business operations, data/analytics, or enterprise systems; 5+ years leading cross-functional teams across data, applications, and IT.
Hands-on experience designing and operating enterprise SaaS ecosystems—deep Salesforce and NetSuite expertise, not just oversight.
Production AI/LLM experience: you’ve shipped AI-powered capabilities involving LLM integration, RAG, or AI-enabled automation. You can articulate frontier model tradeoffs and know when to use which one.
Experience driving AI/LLM adoption at organizational scale—role-based tooling strategies, change management, and measurable productivity outcomes.
AI governance and responsible AI practices in regulated or compliance-sensitive contexts.
Financial services, Regulatory Technology (RegTech), or regulated industry experience where auditability and compliance are operating constraints.
Executive partnership—translating business priorities into technology and data capabilities at the CEO/board level.
Strong executive communication. You can present architecture decisions to the board and migration plans to a sales team.
Based in DC metro; onsite in Arlington, VA.

Nice To Haves

Advanced degree (MS, MBA) or certifications (Salesforce, NetSuite, ITIL, PMP, CISSP).
Hands-on with frontier model ecosystems—Claude, GPT-4o/o3, Gemini—plus agentic workflows, MCP integrations, and API-based AI services in corporate environments.
Instrumenting AI productivity metrics: developer velocity from code-assist, support deflection from AI knowledge bases, cycle time reduction in document workflows.
Scaling data platforms and analytics teams through organic growth and M&A.
Enterprise architecture or complex systems integration across GTM and finance stacks.
Has stood up an AI Center of Excellence or equivalent organizational capability.

Responsibilities

AI/LLM Strategy, Adoption & Performance Define and execute Comply’s enterprise AI roadmap—prioritize use cases, build-vs-buy decisions, and establish measurable ROI targets.
Evaluate and experiment with frontier models (Claude, GPT-4o/o3, Gemini) and emerging architectures. Benchmark performance, understand model-family tradeoffs, and make informed adopt/switch/wait decisions. Keeping pace with this space is core to the role.
Integrate LLMs into workflows: regulatory document analysis, compliance automation, predictive analytics, and intelligent search across structured and unstructured data.
Design role-based AI adoption—match tools to personas across engineering, compliance, support, commercial, and finance. Evaluate options (code-assist, copilots, agent frameworks, embedded analytics) and drive adoption through fit, not mandate.
Tie AI to productivity metrics by function: R&D velocity (code generation, Pull Request (PR) throughput, bug resolution via Claude Code, GitHub Copilot, Cursor); support (ticket deflection, first-response time, resolution rate); compliance ops (document review cycle time, regulatory change turnaround); Sales/RevOps (proposal speed, CRM data quality, pipeline analytics). Baseline, optimize, and report ROI.
Architect AI for regulated financial services—auditability, data lineage, Personally Identifiable Information (PII) protection, model explainability. Partner with CISO on AI-specific security and compliance controls.
Evaluate and operationalize AI tooling (LLM APIs, Retrieval-Augmented Generation (RAG) frameworks, vector databases, agent architectures, Model Context Protocol (MCP) integrations) with a clear build-vs-buy lens.
Establish AI governance—data classification, access controls, model risk management, regulatory alignment (SOC 2, GDPR). Build organizational AI capability to sustain transformation beyond initial wins.
Data, Analytics & Business Intelligence Lead analytics and BI strategy—reporting frameworks, executive dashboards, and operational metrics across revenue, product, finance, and client operations.
Establish data governance, KPI standards, and data quality practices. Own the single source of truth.
Oversee data engineering and the company’s data platform. Partner with Product and Engineering to surface regulatory data insights that inform roadmap and client value.
Enterprise Applications & Architecture Own the systems roadmap across CRM, CPQ, RevOps, ERP, billing, contracting, and HR architecture decisions, integration strategy, and system retirement planning.
Drive interoperability and data consistency across GTM and finance. Eliminate manual handoffs and reconciliation gaps. Technical counterparty to business application owners.
Lead vendor evaluation, contract negotiation, and spend optimization.
IT Operations & Service Desk Oversee corporate IT—end-user systems, infrastructure, security, and support.
Define SLAs, escalation paths, performance metrics, vendor relationships, budgeting, and business continuity. Partner with Security and Engineering leadership to maintain strong IT governance and operational resilience.