Payroll processing and tax compliance for small businesses
ConnectPay is a payroll and tax-compliance service for small businesses, built around dedicated account specialists and integrations with accounting, insurance, and HR advisors. The hiring mix is heavily sales-focused (21 of 31 active roles), paired with recent investments in product and engineering — signaling a shift toward platform automation as the company moves beyond pure service delivery. Current projects show data migration and testing infrastructure work, while pain points center on multi-state tax complexity and conversion friction from legacy systems.
Notable leadership hires: Chief Product Officer
ConnectPay provides payroll processing, payroll tax filing, and HR compliance services to small businesses across the United States. The company operates from Mansfield, Massachusetts and was founded in 2009. The model combines software tooling with human account specialists who guide clients through payroll cycles and connect them to external advisors in accounting, insurance, and retirement planning. The service stack includes Zoho CRM for sales operations, Azure DevOps for development, and ZoomInfo for prospecting. Active initiatives focus on improving data quality, automating testing, and accelerating sales cycles through better forecasting and deal velocity.
ConnectPay operates on Zoho CRM, Zoho One, Azure DevOps, Git, Microsoft Office, ZoomInfo, Excel, and Google Sheets. The stack reflects a lean, integrated approach to sales operations and compliance workflows.
ConnectPay is based in Mansfield, Massachusetts. The company was founded in 2009 and employs 201–500 people, hiring exclusively in the United States.
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