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Head of Compliance (Digital Bank/FinTech)

Olive Asset Management, Palo Alto

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Head of Compliance (Digital Bank/FinTech)

Direct message the job poster from Olive Asset Management

We are looking for a Head of Compliance (Digital Bank/FinTech) who will take full ownership of our compliance function. This is a critical leadership role that requires both strategic vision and tactical execution. This role is responsible for designing, implementing, and leading a compliance program that enables digital banking while ensuring regulatory and legal adherence.

This is a role for someone with an entrepreneur’s mindset: a builder who thrives in ambiguity, moves fast, and takes responsibility end‑to‑end. You’ll need to be equally comfortable diving into the deepest details of a compliance reliance program with a banking partner as you are sitting at the table with leadership and board directors to shape company direction.

Beyond maintaining compliance, this role is a business enabler, partnering with product, engineering, design and operations teams to develop solutions that meet both regulatory requirements and customer needs. This requires balancing risk management with a practical, scalable approach that fosters innovation while maintaining regulatory integrity.

What You’ll Do

  • Own compliance end-to-end : Lead all aspects of compliance strategy, execution, and team‑building across global markets.
  • Manage critical relationships : Act as the key compliance liaison with regulators, banking partners, and auditors.
  • Embed compliance into the business : Works hand‑in‑hand with product, engineering, and business teams to ensure compliance considerations are integrated into product design, customer onboarding, and business expansion.
  • Build and scale the compliance team : Recruit, train, and mentor a high‑performing compliance team that embodies Conduit’s values of autonomy and ownership.
  • Stay ahead of regulations : Monitor evolving global regulatory frameworks in fintech, payments, and stablecoins; proactively adapts compliance programs to stay ahead of potential challenges.
  • Policy execution & strategy : Dive deep into operational compliance (KYB, KYC, AML monitoring, client risk scoring, transaction screening) while also defining licensing strategies and regulatory expansion roadmaps.
  • Mitigate risk while enabling growth : Design compliance frameworks that protect company customers while enabling rapid scaling across emerging markets.
  • Board‑level reporting : Provide regular updates to the CEO, board, and business committee on banking compliance performance, risks, and key risk areas to support strategic decision‑making.
  • Compliance education : Educates employees on practical compliance principles and develops a compliance‑first culture.

Requirements

  • 10+ years of experience in compliance, legal, or risk management roles within banking, fintech, financial services, or regulatory agencies
  • Proven track record of building or scaling compliance programs in product‑driven, fast‑paced environments, ideally at a digital bank, or FinTech company
  • Strong working knowledge of U.S. commercial and consumer financial regulations, including those relevant to digital banking, bank products, cross‑border banking and payments
  • Experience designing and implementing AML/KYC/KYB programs, with knowledge of Bank Secrecy Act (BSA), OFAC requirements, UDAAP/UDAP, FACTA, Reg E, and FinCEN guidance
  • CAMS certification (or equivalent AML credential) strongly preferred
  • Demonstrated ability to interpret and apply regulations pragmatically, enabling compliant solutions that support digital banking and user experience
  • Experience engaging with state and federal regulatory bodies, auditors, and financial institution partners, with a confident and credible communication style
  • Comfortable working cross‑functionally with product, engineering, legal, and operations to embed compliance into the product lifecycle
  • Familiarity with tooling for transaction monitoring, case management, and reporting
  • Exceptional communication skills with the ability to convey compliance risks, requirements, and opportunities to both technical and executive audiences
  • Bachelor’s degree required; JD, CRCM, or other relevant certifications a plus

Seniority level

Mid‑Senior level

Employment type

Full‑time

Job function

Legal

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