Compliance Lead (Broker-Dealer & Investment Adviser)

Locations: Denver, CO; San Francisco, CA; New York, NY About Gusto At Gusto, we're on a mission to grow the small business economy. We handle the hard stuff — payroll, health insurance, 401(k)s, and HR — so owners can focus on their craft and their customers. With teams in Denver, San Francisco, and New York, we support more than 500,000 small businesses nationwide and are building a workplace that reflects the people we serve. Compensation & Benefits Competitive base pay, benefits, and equity (RSUs) are offered to all full‑time employees. Salary ranges: Denver & most major metro locations: $156,170/yr to $192,610/yr; San Francisco & New York: $183,830/yr to $226,724/yr. Final offers are determined by location, experience, and expertise. AI and Technology AI is a fundamental part of how work gets done at Gusto. All team members are expected to engage with AI tools relevant to their role and grow their fluency as technology evolves. AI experience requirements vary by role and are assessed during the interview process. Role Overview The Compliance Lead, Broker‑Dealer & Investment Adviser is a senior member of Gusto’s Retirement Compliance Team, reporting directly to the Head of Compliance. This role owns the compliance programs of the Registered Investment Adviser (RIA) and Broker‑Dealer (BD) entities, including their AI governance frameworks, and serves as a trusted senior member of the RIA/BD Compliance team. Key Responsibilities Own and mature the end‑to‑end compliance program across both the BD and RIA, ensuring frameworks, controls, and infrastructure—including AI governance—keep pace with Gusto’s growth. Serve as the primary compliance lead on all FINRA and SEC regulatory matters, including filings, examinations, supervisory control testing, and evolving regulatory guidance on AI use in compliance programs. Lead and develop relationships with compliance consulting firms, directing their work across both entities and ensuring coverage aligns with Gusto’s risk posture. Build and maintain policies and procedures across both entities, covering advertising, Reg S‑P, complaints, books and records, BCP, Code of Ethics/Conduct, trade errors, and more. Own incident management and escalation, including compliance violations, whistleblowing, and heightened supervision, and report trends to the Head of Compliance. Partner cross‑functionally with Legal, Product, Finance, Marketing, Sales, and FinCrime to embed compliance into how Gusto builds and sells. Supervise AI tools used across the compliance program, ensuring outputs are validated by qualified licensed humans, identifying opportunities to expand team capacity, and flagging functions where AI use is not permitted. Lead training programs and annual compliance meetings for both BD and RIA, and own the advertising and communications review process. Assess whether resources, controls, and coverage are sufficient as Gusto scales into new markets and up‑market customer segments. Oversee all firm filings, employee registrations and licensing across the BD and RIA—including U4/U5, fingerprints, background checks, CRD, Form CRS, Form BD, ADV, and more. Lead suitability, rebalancing, and custody review and testing for the RIA, including coordination of the annual Surprise Custody Exam. Qualifications 7+ years of compliance experience at a FINRA‑registered broker‑dealer and SEC‑registered investment adviser, with deep knowledge of FINRA Rules, SEC Rules (including the Marketing Rule, Reg S‑P, and Reg S‑ID), GLBA, and the Bank Secrecy Act. Proven track record owning regulatory filings (Form BD, ADV, U4/U5, CRS), leading exam preparation and response, and running supervisory control testing and advertising review across both RIA and BD entities. Familiarity with compliance technology (e.g., ComplySci, Global Relay), books and records obligations under Rules 17a‑4 and 204‑2, and AI governance frameworks in a regulated environment. Strong written communication skills with the ability to draft, own, and defend compliance documentation under regulatory scrutiny and comfortable managing multiple programs in a lean, high‑accountability team. Active SIE, Series 7, and Series 24 licenses. Experience at a fintech‑integrated RIA/BD, comfortable working at the intersection of technology, product, compliance, and AI governance. Experience with outsourced compliance models (e.g., third‑party consulting firms). Prior experience managing compliance staff. Legal Gusto is proud to be an equal‑opportunity employer. We do not discriminate in hiring or any employment decision based on race, color, religion, national origin, age, sex, marital status, ancestry, physical or mental disability, genetic information, veteran status, gender identity or expression, sexual orientation, or other legally protected characteristics. Gusto considers qualified applicants with criminal histories, consistent with applicable federal, state, and local law. Gusto is also committed to providing reasonable accommodations for qualified individuals with disabilities and disabled veterans in our job application procedures. If you require a medical or religious accommodation at any time throughout your candidate journey, please fill out this form and a member of our team will get in touch with you. #J-18808-Ljbffr