Investment Compliance Technical Lead

Casper Studios

$125K — $150K *
US-Anywhere
+ 2 other locationsRemote
Finance & Insurance
Less than 5 years of experience
Job Overview by Ladders

Qualifications

  • 5-7 years in technical architecture or investment compliance roles
  • Experience with rules engines like Drools or DMN
  • Skilled in temporal data modeling and versioned data management
  • Familiarity with semantic modeling and knowledge graphs
  • Expertise in converting legal text into structured data
  • Strong client-facing communication skills at a senior level

Responsibilities

  • Map investment compliance restrictions, benchmarks, and exceptions across various documents
  • Design a semantic model to ensure consistent representation of compliance rules
  • Interpret guideline language into clear, computable rules in collaboration with stakeholders
  • Structure complex investment mandate conditions and business logic
  • Create a system for tracking provenance of compliance rules with auditable change control
  • Develop and lead the implementation of a robust compliance platform

Benefits

  • Comprehensive Medical, Dental, and Vision Coverage
  • Flexible PTO for better work-life balance
  • Health FSA/HSA for managing health costs
  • Life Insurance for added financial security
Full Job Description
About the Role

We're looking for someone who sits at the intersection of investment compliance expertise and technical architecture. You'll lead a project for a trillion-dollar AUM asset manager, transforming how they manage Investment Management Agreements (IMAs) - a massive corpus of PDF documents that define how each client's portfolio can be managed.

Today, the firm's teams manually search these documents and copy critical terms into spreadsheets or trading systems. The same rule can appear across an IMA, an amendment, an email, and other systems - creating slow work and genuine risk that staff use outdated terms, miss amendments, or apply the wrong rules to a client portfolio.

You'll build the semantic and data foundation that turns this into a structured, searchable, deterministic compliance system. Think: rules that understand effective dates, preserve amendment history, trace back to source clauses, and can be tested like code.

This is a role for someone who owns outcomes, bridges business and technical domains, and wants unusual amounts of responsibility early.

What You'll Do
  • Assess the landscape: Map how restrictions, benchmarks, exceptions, and remediation requirements are currently expressed across IMAs, amendments, and CRIMS configurations
  • Define the semantic model: Design the canonical vocabulary, schema, and rule composition model that represents restrictions, thresholds, and exceptions consistently - with effective dating, versioning, and provenance baked in
  • Resolve ambiguity: Work directly with legal, compliance, and investment stakeholders to interpret guideline language and turn it into unambiguous, computable rules
  • Model the hard parts: Structure limits, ratings, benchmarks, breaches, remediation actions, and effective-date logic - the full complexity of investment mandates
  • Design traceability: Ensure every rule traces back to its source clause and interpretation, with auditable change control
  • Prototype and guide implementation: Build the initial platform, establish rule validation and scenario-testing practices, and set the technical direction for the team
What You'll Bring
  • Technical Architecture & Implementation
    • Rules engine or decision-modeling experience: Drools, DMN, Camunda, Open Policy Agent, or similar
    • Temporal / versioned data models: You've modeled data that changes over time and needs to be queried as-of a given date
    • Knowledge graphs or semantic modeling: RDF, OWL, ontology design - you know how to represent complex relationships and enforce logical consistency
    • Audit trails and provenance: You've built systems where every data point knows where it came from
    • Contract or document extraction: You've worked with clause extraction, taxonomy design, or converting unstructured legal text into structured data
    • Property-based or scenario-based testing: You know how to validate rule logic deterministically
  • Investment Compliance Expertise
    • You've coded investment guidelines into pre- or post-trade compliance rules on platforms like Charles River (CRD), Aladdin, Sentinel, or Bloomberg AIM
    • You understand the asset management workflow: holdings, benchmarks, credit ratings, breaches, remediation - and what portfolio managers and compliance officers actually need
    • You've worked with IMAs and mandates: You know how investment restrictions are written, what ambiguity looks like, and how to resolve it
    • You're comfortable mapping business rules to technical logic - and explaining the tradeoffs to both lawyers and engineers
  • Agency & Communication
    • High agency: You frame ambiguous problems, state your assumptions, and push work forward without being managed
    • Strong writing: You can turn a long, meandering client call into a clean set of tickets - and write clearly enough that legal stakeholders trust what you've built
    • Client-facing at a senior level: You can talk shop with their engineers and give their executives clarity

Why This Role Is Hard To Fill

Most people land on one side of a line. Strong compliance experts can read an IMA but can't model a temporal rules engine. Strong engineers can build the platform but don't know what a "negative covenant" or "rating-based restriction" actually means. We need both - plus the judgment to design a system that legal, compliance, and engineering teams can all trust.

Someone who needs clean requirements and heavy supervision won't thrive here. Neither will someone who builds something that falls apart when you ask "what was the rule on this portfolio six months ago?"

You Might Be A Fit If
  • You've converted legal or regulatory text into computable rules
  • You're T-shaped: deep in one area (rules engines, data modeling, or investment compliance) and rounding out the rest
  • You've built something that required traceability, auditability, and deterministic logic - not just "it works on the happy path"


Logistics
  • Fully remote, US/Canada based, with occasional client travel. We have team members across North America and internationally, mostly overlapping North American time zones. Work when and where you want, as long as the work gets done
  • Compensation calibrated to your location and seniority - we'll talk comp and align on specifics early


Benefits
  • Medical, Dental, and Vision Coverage: Comprehensive health benefits to keep you and your family healthy.
  • Flexible PTO: Take the time you need to relax and rejuvenate.
  • Health FSA/HSA: Manage out-of-pocket health expenses effectively.
  • Life Insurance: Providing peace of mind for you and your loved ones.

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