Demo

Head of Compliance - US/CAN

Traild
Illinois, IL Full Time
POSTED ON 4/22/2026
AVAILABLE BEFORE 5/21/2026
Traild: Who are we? 

Traild is a high-growth SaaS company redefining how finance teams operate, combining AI, automation, and payments infrastructure to power the future of B2B finance.

Every year, businesses lose billions to fraud, errors, and mistakes. Traild exists to solve this at scale, helping finance teams move faster, stay in control, and operate with confidence.

With rapid customer growth, global expansion across APAC, North America and EMEA, and continued investment in product innovation, we are at a defining stage of our journey.

This is an opportunity to help shape the next category leader in finance automation, control and security, building technology that transforms how businesses manage, move, and protect money. At the core of this is a powerful AI-driven platform, enabling finance teams to deploy intelligent agents that do the work, surface risk in real time, and continuously improve how financial operations run.

Traild is building the infrastructure behind modern finance, protecting and powering meaningful volumes of the world’s B2B transactions.

If you’re excited by high growth, real ownership, and building something that matters, Traild is the place to do the most impactful work of your career.

About

Hear how Traild customers speak about us here.

The Role: Want to be a part of our exciting growth journey?

We're looking for a strategic, commercially-minded Head of Compliance to lead and scale our global compliance function as we expand our payments ecosystem.

You'll own Traild's compliance strategy across jurisdictions — partnering with banks, payment providers, and internal stakeholders to ensure we grow in a way that's compliant, secure, and built to last. This role sits at the intersection of regulation and innovation, and you'll be a key voice in how we build.

The ideal candidate will have deep expertise in payments regulation, banking partnerships, and global compliance program leadership.

What You'll Own

Compliance Strategy & Leadership

  • Define and execute Traild's compliance roadmap in step with business and product growth, for the US and beyond
  • Serve as the designated BSA/AML Compliance Officer, owning day-to-day compliance program delivery
  • Select, manage, and oversee compliance vendors and tooling (KYC, AML, transaction monitoring, OFAC screening) to build a scalable compliance infrastructure

Payments & Regulatory Oversight

  • Ensure compliance with key US financial regulations including BSA/AML, KYC/KYB, OFAC, PCI-DSS, and NACHA, with international regulatory scope expanding over time
  • Manage licensing requirements and regulatory obligations across North America

Banking & Partner Compliance

  • Serve as the primary compliance liaison with banking partners, payment processors, and financial institutions
  • Lead onboarding due diligence for bank and fintech partners and maintain ongoing compliance alignment
  • Own third-party vendor oversight for compliance-related service providers in line with regulatory expectations

Risk Management & Controls

  • Design and implement compliance controls, monitoring frameworks, and reporting structures
  • Lead risk assessments across payment flows, product features, and integrations
  • Oversee fraud prevention and financial crime risk mitigation
  • Establish and manage complaint handling and issue management processes, including escalation protocols and corrective action tracking

Policy, Governance & Training

  • Develop and maintain policies and internal controls aligned with regulatory expectations
  • Drive company-wide compliance awareness and training

Audit & Regulatory Engagement

  • Lead internal and external audits, regulatory reviews, and submissions
  • Manage regulator relationships and ensure timely, accurate reporting

Product & Commercial Enablement

  • Partner with Product, Engineering, and Sales to enable compliant product innovation
  • Advise on new payment features, market expansions, and partnership structures

About You

  • 7 years in compliance with a strong focus on payments, fintech or banking
  • Proven experience working with or within regulated financial institutions or payment providers, preferably with experience in a fintech or fintech-adjacent business
  • Deep knowledge of AML/BSA regulations and other regulatory frameworks such as sanctions, data privacy, and payments regulation
  • Hands-on experience managing bank partnerships and third-party compliance requirements
  • Strong grasp of payments infrastructure, compliance tooling, and fintech ecosystems
  • Track record of building and scaling compliance programs in high-growth environments
  • Excellent stakeholder management skills — comfortable influencing executives and external partners
  • A collaborative, adaptable operator who thrives in a scale-up environment

The Perks of Working at Traild 

  • Flexibility: we offer a range of remote, hybrid and flexible working options. 
  • Global team: we are growing across APAC, NA and EMEA and have teams all across the world. 
  • We are growing at an exponential rate, this is an opportunity to get involved with a true rocketship with all the excitement and opportunities that comes with it 
  • Our team genuinely loves working at Traild: our eNPS score is 78, where anything above 50 is considered world-class.



Please note that the final applicants for this job will be asked to consent in writing to a police check / criminal background check to the extent permitted by law in your jurisdiction of employment. Please note that Traild is an E-Verify employer.

The Base Salary Range For This Position Is

  • U.S. Candidates: USD $200,000- $250,000 per year (some flexibility based on experience)
  • Canadian Candidates: CAD $200,000 - $250,000 per year (some flexibility based on experience)

Compensation is determined based on experience, education, and geographic location. The final offer may vary to reflect the candidate’s qualifications and market conditions in their area.

In addition to salary, you’ll also have the opportunity to participate in Traild’s Employee Share Option Plan (ESOP) — giving you a direct stake in the success of the company you’re helping to build.

Salary : $200,000 - $250,000

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