Head of Sales

Company Overview

DWC, a subsidiary of FSG Parent L.P., provides plan document, compliance, consulting and government reporting services to more than 8,000 clients in all 50 states, ranging in size from single participant defined benefit plans to complex 401(k) plans including several thousand employees. In addition to our renowned responsiveness and obsession with detail, we put a commitment to client service at the center of everything we do.

We prioritize accessibility and responsiveness, and we are obsessed with detail. To learn more, visit

We’re seeking a strategic, hands‑on Head of Sales to lead our go‑to‑market efforts, build scalable sales infrastructure, and drive demand generation across our service lines. This role is for a hands‑on leader who excels at crafting strategy, building operational frameworks, and driving scalable growth—not just overseeing what’s already in place.

• Analyze market trends and client needs to shape DWC’s go‑to‑market strategy
• Identify gaps in the marketplace and recommend new service offerings
• Collaborate with leadership to refine product‑market fit and messaging

• Lead, mentor, and monitor a high‑performing sales team
• Conduct coaching sessions to ensure messaging consistency and consultative selling
• Set and track quota targets, pipeline metrics, and performance benchmarks
• Build and implement annual sales plans aligned with company goals

• Design and implement scalable sales processes, tools, and reporting systems
• Create organizational structure to support growth and cross‑functional collaboration
• Partner with marketing to drive demand generation and lead nurturing strategies

• Cultivate relationships with financial advisors, plan sponsors, and strategic partners
• Represent DWC at industry events, webinars, and networking forums
• Lead complex sales cycles involving plan design, compliance, and consulting services

• 7–10 years of sales leadership experience in the TPA industry
• Proven success in building and scaling sales teams and infrastructure
• Deep understanding of ERISA, 401(k), 403(b), and other qualified retirement plans
• Experience shaping go‑to‑market strategies and launching new offerings
• Strong analytical, communication, and coaching skills
• Entrepreneurial mindset with a bias for action and accountability
• Bachelor’s degree required; industry credentials (e.g., ASPPA, NIPA) a plus

For all virtual remote positions, in order to ensure employees can effectively perform their job duties with no distractions, we require an uninterrupted virtual work space and there is also an expectation of family care being in place during business hours. Additionally, there is an internet work speed requirement of 50 MBps or better for individual use. If more than one person is utilizing the same internet connection in the same household or building, then a stronger connection is required.

Please ensure that you are able to meet these expectations before applying.

The average salary for this position is expected to be between $154,000 and $200,000/year; however, base pay offered may vary depending on multiple individualized factors, including market location, job‑related knowledge, skills, and experience. Other rewards and benefits may include: 401(k) match, medical, dental, vision, life insurance, short and long‑term disability, paid‑time off, etc.

As an employer, we believe our success depends on diversity, inclusion, and mutual respect among our team members. We want to look like our customers, and we recruit, develop, and retain the most hardworking people from a diverse candidate pool. We are committed to making all employment decisions based on business need, merit, capability, and equality of opportunity. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, or national origin.

We will ensure that individuals with disabilities are provided reasonable accommodation to participate in the job application or interview process, to perform essential job functions, and to receive other benefits and privileges of employment. We are an Equal Opportunity Employer and do not discriminate against any employee or applicant for employment because of race, color, sex, age, national origin, religion, sexual orientation, gender identity, status as a veteran, and basis of disability or any other federal, state, or local protected class.