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ConnectPay Payroll Services · 2 days ago

Chief Product Officer

Mansfield, MA

Full-time

Onsite

Director/Executive

$200K/yr - $220K/yr

15+ years exp

ConnectPay Payroll Services provides comprehensive payroll and HR solutions for small and medium-sized businesses. The Chief Product Officer will own the product vision and be responsible for product strategy, execution, and team development, while collaborating with the CEO and CTO to drive growth and innovation.

ComplianceFinanceFinancial ServicesProductivity Tools

Comp. & Benefits

Responsibilities

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 ConnectPay 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, sunsetting 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 product and design team members, establishing product management competencies

Develop high-performance processes that facilitate both the product management group and the rest of the organization in their ability to design, develop, and deploy critical products and processes for our customers

Foster alignment and momentum across teams with a shared focus on delivering client and business outcomes

Create a culture of innovation, experimentation, and calculated risk taking that encourages breakthrough thinking while maintaining operational discipline

Qualification

Product strategyProduct managementB2B product experienceAgile developmentUser experience best practicesStrategic partnershipTeam leadershipHigh emotional intelligenceConflict managementMentoring skills

Required

MBA and 15+ years in tech-enabled services; including 5+ years the VP level or above

Proven success leading B2B and B2B2C product strategy, management and design through high-growth scaling, with demonstrated experience serving small and mid-sized (SMB) markets

Deep expertise in product management methodologies, agile development, and user experience best practices, with track record of establishing product management discipline across organizations

Experience in private equity-backed, venture-backed, or high-growth startups-to-scale environments with demonstrated ability to operate under performance pressure

Demonstrated ability to serve as strategic thought partner to fellow C-suite executives, contributing meaningfully to business strategy and vision alongside operational excellence

Experience building and mentoring high-performing product teams, ideally in private equity-backed or startup-to-scale environments

Must possess a strong sense of urgency with a bias for action and demonstrate a strength in conviction

High emotional intelligence with a proven ability to navigate organizational complexity, manage conflict and build consensus with peers, the Board of Directors and investors