Government Affairs Lead (Small Business Healthcare, Benefits, and HR Policy)

About Gusto

At Gusto were on a mission to grow the small business economy. We handle the hard stufflike payroll health insurance 401(k)s and HRso owners can focus on their craft and customers. With teams in Denver San Francisco and New York were proud to support more than 400000 small businesses across the country and were building a workplace that represents and celebrates the customers we serve. Learn more about our Total Rewards philosophy.

About Gusto

Gusto is a modern online people platform that helps small businesses take care of their addition to full-service payroll Gusto provides health insurance 401(k) plans expert HR support and team management tools. Were on a mission to create a world where work empowers a better life and were looking for passionate individuals to join us.

About the Role:

As a Government Affairs Lead you are a senior policy leader with deep expertise in small business healthcare benefits and HR policy and are highly proficient in using AI as a core part of your work. You will drive Gustos policy agenda with a focus on strengthening the regulatory and legislative environment for small and medium-sized businessesespecially in areas that shape how they hire pay retain and provide benefits for their teams.

You will apply in-depth functional knowledge and AI-enabled analysis to develop solutions to complex policy challenges particularly those impacting healthcare affordability and access payroll and HR operations benefits administration workplace compliance and the evolving employeremployee relationship. As Gustos product suite expands you will also work across the organization to anticipate and engage on other policy issues affecting Gustos customers using AI to surface trends synthesize information quickly and model potential impacts.

This role requires understanding the interrelationships between policy disciplinesfrom healthcare and labor regulation to taxation benefits and the future of workand the ability to deliver creative effective strategies for multifaceted issues. You will position Gusto to anticipate and influence legislative and regulatory proposals develop and promote best-practice frameworks for policy change management and ensure Gusto is consistently recognized as a leading voice for small business.

You will represent Gusto before government officials lead industry coalitions and serve as a senior advisor to internal leaders navigating complex policy matters. This may include directing the activities of others and requires someone who can see around corners recognize policy trends and guide the organization through the full lifecycle of public policy changefrom idea to implementationwith AI as a key enabler.

This role requires understanding the interrelationships between different policy disciplines and providing creative and effective solutions to multifaceted issues. You will be responsible for positioning Gusto proactively to respond to and influence proposed regulatory and legislative policy changes while developing and promoting best practices for policy change management that optimize outcomes for Gusto and our customers.

You will represent Gusto before government officials lead industry association working groups and serve as a senior advisor on complex policy matters across the organization. This position may include directing the activities of others and requires someone who can see around corners recognize policy trends and understand the full spectrum of public policy change from proposal through implementation.

About the Team:

The Government Affairs team is at the forefront of shaping the policy landscape for small businesses and their employees. We are the bridge between Gustos innovative products and the complex world of legislation and regulation. We work to ensure that public policy empowers entrepreneurship and creates a more equitable and efficient environment for our customers to thrive.

Heres what youll do day-to-day:

Strategic Leadership & Vision

• Develop comprehensive government affairs strategies with a strong focus on small business healthcare tax HR and benefits policy while aligning with Gustos broader business objectives.
• Use AI tools to monitor summarize and forecast legislative and regulatory developments and to identify emerging policy risks and opportunities.
• Guide the creation of new policy approaches that position Gusto as a thought leader in areas such as healthcare affordability payroll modernization and the future of work.
• Proactively identify evolving policy areas that may impact Gusto customers as the company grows and prepare the organization to engage effectively.

Advanced Policy Analysis & Management

• Lead complex policy change initiatives using AI-driven research synthesis and scenario analysis across issues affecting healthcare benefits HR compliance payroll employment law and other customer-relevant domains.
• Evaluate regulatory or legislative proposals understand impact across Gustos products and design strategies for navigating policy change from proposal to implementation.
• Serve as a subject-matter expert on small-business healthcare and employment policies and translate complex requirements into actionable recommendations.

Cross-Functional Leadership

• Partner with Product Legal Compliance and Operations to translate policy developmentsespecially in healthcare HR and employmentinto product roadmaps and operational plans.
• Embed AI-enabled workflows into policy monitoring risk assessment and internal communication to increase speed coverage and consistency.
• Provide creative solutions informed by the interconnected nature of healthcare workforce benefits taxation payroll and labor regulation.

External Representation & Influence

• Represent Gusto before federal and state policymakers regulators and key stakeholders on issues including healthcare access small business benefits HR and employment compliance and tax policy.
• Lead industry working groups and coalitions shaping both strategy and substance.
• Communicate Gustos policy vision effectively in external forums using AI-assisted preparation (briefing materials talking points comparative analysis) to maximize impact.

Network Development & Stakeholder Management

• Build and leverage networks across government industry associations think tanks and small-business advocacy groups.
• Engage strategically to advance policies that improve the environment for small and medium-sized businesses.
• Maintain strong relationships with organizations working in healthcare affordability benefits modernization workforce issues and small business resilience.

Guidance & Mentorship

• Advise teams across Gusto on complex and emerging policy issues particularly in healthcare HR tax and employment.
• Promote a culture of responsible AI use within Government Affairs by sharing best practices templates and workflows.
• Provide mentorship and leadership potentially directing team members and ensuring delivery of tactical and strategic policy objectives.

Heres what were looking for:

Experience

• A minimum of 8 years in government affairs or public policy; or
• 6 years with a Masters degree; or
• 3 years with a PhD and demonstrated expertise in a relevant policy area
• Strong preference for experience in small business healthcare benefits labor HR/employment and/or tax policy

Advanced Policy Expertise

• Deep knowledge across multiple policy disciplines with a strong foundation in issues affecting small businesses including healthcare and benefits employment and labor regulation payroll taxation and HR compliance.
• Demonstrated success navigating policy change management in contexts that impact business operations.
• Ability to recognize trends anticipate policy shifts and design strategic responses that strengthen customer resilience.

AI Proficiency

• Demonstrated proficiency using AI tools (e.g. large language models AI research assistants summarization tools) as an integral part of your policy work.
• Experience using AI to:
• Monitor and summarize legislation regulation and commentary
• Draft iterate and refine policy materials (briefs testimony talking points FAQs)
  Analyze complex multi-source information and model scenarios or impacts
• Comfort experimenting with and improving AI-enabled workflows while exercising strong judgment about accuracy bias and appropriate use.

Leadership & Strategic Thinking

• Experience developing and resolving complex policy models and procedures across healthcare HR and employment domains.
• Ability to understand cross-disciplinary policy interdependencies and guide development of innovative approaches.
• Proven ability to direct application of existing principles while advancing new solutions for emerging policy challenges.

Analytical Excellence

• Expertise analyzing complex issues requiring evaluation of variable factors across healthcare labor benefits tax and HR frameworks.
• Proven ability to determine methods and procedures for new assignments and intricate policy challenges.
• Strong judgment in selecting evaluating and adapting methodsincluding AI-assisted approachesto achieve optimal results.

Executive Presence & Communication

• Skilled at representing an organization before senior government officials and industry stakeholders on issues central to small business operations.
• Able to adapt communication style and use persuasion effectively to align policy with business goals.
• Experienced in leading coalitions or working groups and providing strategic policy guidance.

Relationship Building & Influence

• Demonstrated ability to build strategic relationships across diverse policy communitiesespecially in healthcare employer benefits workforce and HR issues and small business advocacy.
• Proven success influencing policy outcomes through stakeholder engagement and credible thought leadership.

Management Capability

• Experience directing the work of others and being accountable for team or program outcomes.
• Ability to mentor and elevate colleagues on complex policy matters and on the effective use of AI in policy work.
• Track record of delivering results through effective leadership and cross-functional alignment.

Our cash compensation amount for this role is between $150000 - $175000/year in Denver and $175000 - $205000/year for New York/San Francisco. Final offer amounts are determined by multiple factors including candidate location experience and expertise and may vary from the amounts listed above. Compensation for this position also includes an equity package and performance bonuses.

Gusto has physical office spaces in Denver San Francisco and New York City. Employees who are based in those locations will be expected to work from the office on designated days approximately 2-3 days per week (or more depending on role). The same office expectations apply to all Symmetry roles Gustos subsidiary whose physical office is in Scottsdale.

Note: The San Francisco office expectations encompass both the San Francisco and San Jose metro areas.

When approved to work from a location other than a Gusto office a secure reliable and consistent internet connection is required. This includes non-office days for hybrid employees.

Our customers come from all walks of life and so do we. We hire great people from a wide variety of backgrounds not just because its the right thing to do but because it makes our company stronger. If you share our values and our enthusiasm for small businesses you will find a home at Gusto.

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 (including pregnancy childbirth or related medical conditions) marital status ancestry physical or mental disability genetic information veteran status gender identity or expression sexual orientation or other applicable legally protected characteristic. 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. We want to see our candidates perform to the best of their ability. 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.

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