Vice President, Professional Services

DailyPayNew York, NY
$240,000 - $336,000Remote

About The Position

As the Vice President of Professional Services, you will be the primary architect of DailyPay’s implementation strategy, responsible for maturing a predictable, outcome-driven organization that scales with our rapid growth. You will provide executive leadership to a multi-tiered team, driving frictionless onboarding and technical integration frameworks that ensure long-term stability and operational risk reduction. By partnering across Sales, Product, and Client Success, you will transform the implementation lifecycle into a competitive advantage, directly accelerating time-to-revenue and fostering deep-seated client trust.

Requirements

  • 10+ years of professional services experience, with a proven track record of leading large-scale technical implementation teams in a SaaS or Fintech environment.
  • Demonstrated ability to navigate high-stakes ambiguity and define systemic strategies that align with broader organizational goals.
  • Deep understanding of complex technical integrations, payroll/timekeeping system transitions, and the Solutions Engineering lifecycle.
  • Exceptional ability to develop senior leaders and manage large-scale resources, including a workforce of 40+ members.
  • Sophisticated communication skills with the capacity to influence stakeholders and reconcile multiple executive perspectives.
  • Bachelor’s degree in a related field or equivalent professional experience at the executive level.

Responsibilities

  • Define the high-level vision and governing policies for the Professional Services and Solutions Engineering segments to ensure company-wide impact and operational excellence.
  • Strengthen leadership depth and standardize delivery frameworks to create a predictable, scalable organization capable of supporting rapid enterprise growth.
  • Drive accountability for integration stability and operational risk reduction, ensuring "healthier" integrations in steady-state and reduced operational loss.
  • Optimize the implementation engine to decrease time-to-revenue across Strategic, Enterprise, and SME accounts through better tooling and process refinement.
  • Serve as the principal advisor to the executive team on systemic organizational challenges and represent the implementation function in high-stakes client stakeholder meetings.
  • Orchestrate tight alignment with Sales, Product, and Trust & Safety to ensure Professional Services serves as a trusted partner throughout the customer lifecycle.
  • Advocate for client and team needs within the organization to drive product roadmap improvements that simplify technical integrations and onboarding.
  • Establish and govern key performance indicators (KPIs) and reporting structures that facilitate data-driven executive decision-making.

Benefits

  • Exceptional health, vision, and dental care
  • Opportunity for equity ownership
  • Life and AD&D, short- and long-term disability
  • Employee Assistance Program
  • Employee Resource Groups
  • Unlimited PTO
  • 401K with company match
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