Head of Compliance

• Build and run Gauntlet's compliance program, including its priorities, governance, controls, and operating cadence.
• Draft, update, and implement policies and procedures across the business, and establish a practical compliance testing and monitoring program.
• Create reporting, escalation, and governance processes that give leadership a clear view of compliance risks and issues.
• Support upcoming registrations, help prepare the business for the regulatory requirements that follow, and coordinate regulatory examinations, audits, and related information requests.
• Partner with Legal, Product, Engineering, Finance, People, and commercial teams to incorporate compliance requirements into their day-to-day work, and review and improve company-wide compliance training.
• Advise the business across financial crime, privacy, marketing, securities, anti-corruption, employment, and other relevant areas.
• Use AI and automation to make monitoring, reporting, policy management, and other compliance workflows more efficient.
• Keep the program current as Gauntlet's products, clients, and regulatory obligations evolve.

First 30 days. Map the compliance work already happening across Legal and the wider business. Meet stakeholders across Product, Engineering, Finance, People, and commercial teams. Form a clear view of the gaps and a prioritized plan for closing them.

First 3–6 months. Core policies and procedures drafted and rolling out. A practical testing and monitoring program stood up. Reporting, escalation, and governance cadence running, giving leadership a clear view of compliance risk. Registration preparation on track.

In 1 year. A compliance program that scales with the business: registrations supported, examinations and audits running smoothly, and teams involving compliance early — not only after a problem has occurred. The program manages risk practically, without unnecessary friction.

• Experience building a compliance program, standing up a major part of one, or materially improving how an existing program operates.
• Broad compliance experience across several domains rather than a single specialism, with strong knowledge of how policies, controls, monitoring, testing, training, reporting, and governance work together.
• Experience supporting regulatory registrations, examinations, audits, or similar engagements.
• A willingness to work directly on the detail — you can both set the approach and execute it, without needing a mature compliance function around you to get started.
• The ability to give clear, practical guidance without overcomplicating it: managing risk pragmatically rather than defaulting to the most conservative answer, while giving a clear "no" when the risk requires it.
• Good judgement and the confidence to raise concerns directly when something does not look right.
• Comfort working in a growing company where the priorities and regulatory questions will continue to evolve.

Bonus points

• Remote first - work from anywhere in the US & CAN!
• Regular in-person company retreats and cross-country "office visit" perk
• 100% paid medical, dental, and vision premiums for employees
• $1,000 WFH stipend
• Monthly reimbursement for home internet, phone, and cellular data
• Unlimited vacation
• 100% paid parental leave of 12 weeks
• Fertility benefits
• Opportunity for incentive compensation