DailyPay, Inc.

Vice President, Professional Services

DailyPay, Inc.$180K — $220K *
Business Services
8 - 10 years of experience
Job Overview by Ladders

Qualifications

  • 10+ years in professional services with SaaS/Fintech experience
  • Proficient in leading large implementation teams
  • Ability to navigate ambiguity and define strategies
  • Strong knowledge of technical integrations and Solutions Engineering
  • Exceptional leadership and communication skills, influencing diverse stakeholders

Responsibilities

  • Define vision and policies for Professional Services and Solutions Engineering
  • Standardize delivery frameworks to support scalable growth
  • Ensure integration stability and reduce operational risk
  • Optimize implementation processes to accelerate revenue generation
  • Advise executive team on organizational challenges and represent the function in client meetings
  • Align Professional Services with Sales, Product, and Trust & Safety
  • Establish KPIs for data-driven decision-making

Benefits

  • Exceptional health, vision, and dental care
  • Equity ownership opportunities
  • Life, AD&D, and disability insurance
  • Employee Assistance Program
  • Employee Resource Groups
  • Unlimited Paid Time Off (PTO)
  • 401K with company match
Full Job Description
The Role

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.

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


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


What We Offer:
  • 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

About DailyPay, Inc.

DailyPay is a financial technology company that provides an on-demand pay platform that enables employees to access their earned but unpaid wages before their regularly scheduled payday. The company was founded in 2015 by Jason Lee and Artjom Jekimtstev and is headquartered in New York City. DailyPay partners with companies to offer its platform as a benefit to their employees, with the goal of reducing financial stress and increasing employee retention. The company has raised over $115 million in funding and has been recognized as one of the fastest-growing companies in the United States by Inc. Magazine.
Learn more about DailyPay, Inc.
Size
201 employees
Industry
Founded
2015

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