Chief Product Officer

About Connect Pay

Connect Pay provides comprehensive payroll and HR solutions specifically designed for small and medium-sized businesses. Our mission is to simplify payroll processes while enhancing employee experience, and ensuring full regulatory compliance, enabling our clients to focus on growing their businesses.

At Connect Pay, we pride ourselves on combining cutting-edge technology with a personalized, human-first approach. We understand that every business is unique, so we tailor our services—including payroll processing, tax compliance, and HR support—to meet the specific needs of our clients.

We believe that our employees are our most valuable asset. By fostering a culture of innovation, collaboration, and professional growth, we empower our team to deliver exceptional service and create meaningful daily impact for our clients.

The Chief Product Officer will own the Product Vision for the company and be responsible for the development, justification, and acceptance of that vision. He/she will also serve as strategic thought partner to both the CEO and CTO, actively contributing to the growth strategy, technology roadmap alignment, and product-market evolution. This role demands a leader who can bridge business vision, technical feasibility, and market opportunity through collaborative, strategic dialogue.

This is an executive-level position with direct accountability for product revenue, sourcing and specifications.

• Serve as strategic thought partner to the CEO and CTO, contributing to company vision, through regular strategic dialogue and collaborative planning sessions while owning the short and long-term product vision and roadmap.
• Develop and communicate quarterly product business performance reviews, strategic roadmap updates, and investment recommendations to the organization and the Board of Directors, demonstrating clear ROI and marketing position.
• Own product P&L with direct accountability for revenue targets, profitability metrics, and resource allocation decisions across the product portfolio.
• Own pricing strategy and monetization models across product portfolio, with demonstrated ability to optimize price-value positioning for our markets.
• Build and maintain executive relationships with strategic customers, partners and industry stakeholders, representing the company at C-level engagements and strategic account reviews.
• Build and maintain executive relationships with the rest of the Connect Pay senior management team.
• Identify strategic acquisition targets to augment the company's product portfolio.

• Stay abreast of industry trends, identifying opportunities for new products and enhancements.
• Develop and implement a comprehensive product strategy that aligns with the company’s vision and market opportunities.
• Define product requirements, roadmaps, and key performance metrics to guide development and measure success, establishing clear product management artifacts including user stories, acceptance criteria, and success metrics.
• Drive product portfolio rationalization, making data‑driven decisions about product investment levels, sun setting underperforming offerings and resource allocation to maximize portfolio ROI.

• Lead the entire product lifecycle, from ideation to market launch, ensuring alignment with business goals and customer needs while maintaining rigorous product management standards and documentation.
• Collaborate across the organization to build innovative products that resonate with target markets, particularly small and mid-size business customers.
• Drive customer feedback loops to ensure product features meet market demands and deliver superior user experiences.
• Foster a culture of continuous improvement, leveraging data and analytics to refine product offerings and institutionalize evidence-based decision making.

• Build, expand, and mentor a high-performing product organization that thrives on innovation, collaboration, and customer focus.
• Define clear roles, responsibilities, and growth opportunities for…