[Hiring] Senior Compliance Manager @Way to Win

Role Description

Way to Win is seeking a Senior Compliance Manager to support advocacy, political, and programmatic operations across the organization’s multi-entity structure. This role will work closely with the Executive Vice President/Chief Operating Officer (EVP/COO) and collaborate across program, communications, political, and operations teams to ensure compliance with federal, state, and local regulations governing lobbying, advocacy, charitable organizations, and political activity.

The Senior Compliance Manager will oversee:

• Lobbying compliance
• Independent expenditure reporting
• Regulatory registrations
• Internal compliance review processes

This role will also manage:

• Charitable solicitation registrations
• Business registrations
• Related regulatory filings

The Senior Compliance Manager will serve as an internal resource to staff across departments, helping ensure Way to Win’s work is conducted in accordance with applicable legal and regulatory frameworks while supporting the organization’s long-term strategy and mission. This is an exempt position. Exempt employees are expected to work the appropriate and necessary time required to complete key assignments and responsibilities.

Qualifications

• Strong understanding of lobbying regulations, political compliance rules, and ethics requirements.
• Knowledge of legal frameworks governing organizations exempt under Sections 501(c)(3), 501(c)(4), and 527 of the Internal Revenue Code.
• Familiarity with independent expenditure reporting and campaign finance regulations.
• Experience managing regulatory reporting processes and compliance tracking systems.
• Strong project management and organizational skills with the ability to track multiple regulatory deadlines.
• Excellent written and verbal communication skills and ability to collaborate across teams.
• Ability to work independently within a fast-paced, deadline-oriented environment.
• Strong attention to detail and ability to handle confidential information with discretion.
• Strong analytical and problem-solving skills with sound judgment in identifying compliance risks.

Requirements

• 3-5+ years of experience in advocacy, lobbying, political, or nonprofit compliance.
• Experience with regulatory filings and compliance tracking systems.
• Familiarity with Salesforce, Google Workspace, or similar systems.

Preferred

• Working experience with independent expenditure reporting or campaign finance compliance.
• Working experience managing charitable solicitation registrations and business registrations.
• Experience working within multi-entity nonprofit or political organizations on bookkeeping functions.

Benefits

• Salary Range: $110,000 - $120,000
• Health Care - Comprehensive and robust 100% employee and family paid health care coverage to all employees.
• Retirement Plan - Employees are fully vested in the company’s retirement plan 90 days after their start date. Way to Win contributes 6% of the base salary to the employee’s retirement account, regardless of whether the employee contributes or not.
• Life, Short-term Disability, Long-term Disability, and AD&D - Employer-paid Life Insurance, Disability and AD&D.
• Unlimited Paid Time Off.
• Office Closure - 30 days of holiday time, including a Spring break, Summer break, Thanksgiving break, and an EOY break.
• FSA - Three different tax-deferred FSA accounts (funded by employees) – Health, Commuter (transit/parking — including UberPool), and Dependent Care.
• HRA ($2,000 p/y)
• Family Leave - 12 weeks of paid Family Leave for the birth, adoption, or fostering of a child after one full year of employment.