Washington Technology Industry Association Director, Retirement Plan Sales (Pooled Employer Plan) Remote · Full time Company website

Apply for Director, Retirement Plan Sales (Pooled Employer Plan)

About This Opportunity

Pooled Employer Plans are one of the fastest-growing segments of the US retirement market. WTIA has already established the product, provider relationships, and member channel.  The opportunity now is to grow the business. Pooled Employer Plans are one of the fastest-growing segments of the U.S. retirement market. WTIA has already established the product, provider relationships, and member channel. The opportunity now is to grow the business.

You won't be starting with a blank sheet of paper or inheriting a traditional carrier territory. You'll have access to a warm, engaged association membership and an established PEP that solves a real problem for small and mid-market employers. WTIA already has trusted relationships with technology companies—including employers that know us through our other member benefit programs. Your job is to turn that trust and access into a scalable retirement business.

This is a builder's sales role: you'll own the pipeline, develop the sales strategy, create repeatable processes, build relationships with CFOs and HR leaders, represent the PEP at member events, and help shape how WTIA grows the business.

Position Description

Location: Remote-first, with regular in-person meetings, member events, and business development activity throughout the Seattle metro area and Washington State. Candidates must reside in Washington State and be eligible to maintain all securities and/or investment adviser registrations required to market and sell a Pooled Employer Plan (PEP). 

FLSA Classification: Exempt

General Classification: Salary, Full Time, Regular, Remote

Salary Range: Expected OTE range is $135,000–$270,000, depending on relevant experience (compensation is a mix of base + commission).

Benefits: WTIA offers a comprehensive benefits package including medical, dental, and vision insurance, 401(k) retirement plan with company match, a flexible paid time off policy, plus company holidays.

Key Responsibilities

Member Outreach & Pipeline Development

• Own the PEP sales pipeline and revenue growth strategy across WTIA’s member base.
• Proactively engage association member companies to introduce and educate them on the PEP offering
• Build and manage a sales pipeline from initial outreach through signed participation agreements
• Develop a systematic approach to identifying high potential member companies and converting war relationships into qualified opportunities.
• Represent the PEP at association events, webinars, member meetings, and industry conferences
• Partner with the association & membership and communications teams to develop targeted campaigns

Consultative Sales & Education

• Conduct discovery conversations with member HR leaders, CFOs, and owners to assess fit and readiness
• Deliver compelling presentations and consultations that clearly articulate the fiduciary, cost, and administrative advantages of the PEP
• Educate prospects on ERISA, fiduciary roles, plan governance, and the practical implications of participating in a PEP
• Address objections around plan customization, fee structures, and transition logistics with confidence
• Compare PEP benefits versus standalone 401(k) plans and state-mandated programs for prospects
• Present retirement plan information in accordance with applicable securities, ERISA, and regulatory requirements 

Enrollment & Onboarding Coordination

• Guide employers through the enrollment process, coordinating with the Pooled Plan Provider (PPP), recordkeeper, and Third Party Administrator
• Ensure accurate data collection from adopting employers (employee census, payroll integration, plan design elections)
• Serve as the primary liaison between member companies and PEP service providers during onboarding
• Own the sales-to-onboarding handoff and ensure a seamless employer experience from signed agreement through implementation

Relationship Management

• Maintain ongoing relationships with enrolled employers to drive retention, referrals, and  additional growth opportunities
• Proactively communicate plan updates, regulatory changes (e.g., SECURE 2.0 provisions), and tax credit opportunities
• Track participant satisfaction and escalate service issues to the appropriate providers
• Develop strong executive relationships with participating employers and position WTIA as a trusted retirement benefits resource

Sales Reporting & Business Strategy

• Maintain accurate CRM records of all prospect and member interactions
• Report pipeline metrics, conversion rates, and adoption milestones to association leadership
• Provide market feedback to inform PEP product positioning, pricing, and design improvements
• Own and report against sales targets, pipeline health, conversion rates, revenue, and other key performance indicators
• Help WTIA identify opportunities to improve the PEP sales process, member value proposition, and overall retirement business strategy

Required Qualifications

• 5+ years of successful experience in retirement plan sales, distribution, or consulting, with direct experience selling 401(k), MEP, PEP, or similar defined contribution plans
• Deep working knowledge of ERISA, fiduciary roles (3(16), 3(38), 3(21)), and plan compliance requirements
• Demonstrated ability to sell complex financial or benefits products to small and mid-market employers
• Experience working with or selling through trade associations, affinity groups, or industry channels is strongly preferred
• FINRA Series 65 or 66 license, or willingness and ability to obtain within 90 days of hire
• Familiarity with the SECURE Act and SECURE 2.0 provisions applicable to PEPs
• Proficiency with CRM platforms (Salesforce or equivalent) and virtual presentation tools
• Successfully complete all required licensing, background screening, fingerprinting, and continuing education requirements
• Valid driver's license and ability to travel throughout Washington
• Washington State residency required 

Preferred Qualifications

• CPFA (Certified Plan Fiduciary Advisor), AIF (Accredited Investment Fiduciary), or ASPPA credential
• Prior experience with PEP or MEP structures as an advisor, wholesaler, or PPP representative
• Existing relationships within the technology industry employer community
• Familiarity with payroll integration workflows (ADP, Paychex, Gusto, Rippling) in plan onboarding
• Understanding of startup tax credits under SECURE 2.0 and how to position them in sales conversations

What We Offer

• Competitive base salary commensurate with experience
• The opportunity to build and grow an established retirement business rather than inherit a fixed territory
• Access to a warm, engaged member base of tech employers actively seeking retirement solutions
• The credibility and reach of an established technology industry association and its member network
• Flexible remote-first work environment with association event travel
• Support from experienced PPP, recordkeeping, and compliance partners
• Opportunity to shape the sales strategy, processes, and growth trajectory of WTIA’s retirement business 

The preceding job description is not intended to describe in detail the multitude of tasks that may be assigned, but rather to provide a general overview of the expectations and responsibilities of this position. As business demands change, so may the functions of this position. Additional duties and responsibilities may be assigned.

WTIA is committed to providing reasonable accommodations to qualified individuals with disabilities throughout the application and employment process. If you require an accommodation to participate in the application process or to perform the essential functions of the position, please contact Human Resources.  

Equal employment opportunity is a fundamental principle at WTIA. We are committed to maintaining a workplace where all individuals are treated with dignity, courtesy, and respect. WTIA provides equal employment opportunities to all applicants and employees and prohibits discrimination and harassment in all aspects of employment, including recruitment, hiring, compensation, benefits, training, promotion, transfer, discipline, termination, and other terms and conditions of employment.