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Vestwell · 1 day ago

VP, Special Markets - PEO

United States

Full-time

Remote

Senior Level, Lead/Staff

$110K/yr - $120K/yr

10+ years exp

Vestwell is a financial technology company powering the new savings economy, enabling over 350,000 businesses and nearly 1.5 million active savers. The Vice President of Special Markets will lead revenue growth through the Professional Employer Organization market, focusing on strategy, execution, and team leadership for PEO distribution and strategic alliances.

Employee BenefitsFinanceFinancial ServicesFinTechRetirement

Comp. & Benefits

Responsibilities

Develop and own the go-to-market strategy for the PEO channel, including target segments, positioning, and multi-year revenue and growth plans

Build, lead, and coach a developing sales organization focused on PEO relationships (e.g., channel managers, partner success, sales engineers as needed)

Source, negotiate, and close new strategic PEO partnerships while deepening relationships and share of wallet with existing PEO partners

Partner closely with marketing to build campaigns, enablement, and jointly owned pipeline targets for PEO executive sponsors and field sales

Support sales processes for PEO acquisition and expansion, including account planning, pipeline management, forecasting, and executive deal reviews

Establish PEO-specific KPIs (e.g., active PEO partners, attach rate, plans per PEO, “revenue per seat”) and ensure consistent achievement of quarterly and annual targets

Collaborate with product and operations to ensure offerings, pricing, and service models are competitive and operationally scalable for PEOs

Represent the company with individual PEO C‑suite stakeholders as well as at industry events, positioning the firm as a strategic retirement/benefit and fintech partner

Optimize CRM usage and plans that align the team around PEO growth and profitability

Provide clear, data-driven reporting and revenue insights to the executive team and board, including risks, opportunities, and resource needs

Qualification

B2B sales experiencePEO industry knowledgeCRM proficiencySales analytics toolsTeam leadershipExecutive presenceCommunication skills

Required

10+ years of B2B sales experience, with a minimum of 5 years in a relevant industry (PEO, HRO, and/or Financial Services)

Proven success selling into PEOs, HROs, or similar employer-services channels strongly preferred

Demonstrated track record of building and scaling enterprise/channel sales teams and consistently exceeding revenue targets

Deep understanding of the PEO ecosystem, including decision-making structures, sales motions, and economics of PEO-delivered benefits or retirement solutions

Experience managing complex, long-cycle deals with C‑level executives and multiple internal and external stakeholders

Strong command of CRM and sales analytics tools, with a disciplined approach to forecasting and pipeline management

Exceptional communication, and executive presence, with the ability to influence internally and externally at the highest levels

Bachelor's degree or the equivalent combination of education and relevant experience