Chief Technology Officer
CP Payroll, LLC dba ConnectPay · Mansfield, MA
$200,000–$225,000
Jul 15, 2026
Mansfield, MA
Jul 21, 2026
What this job asks for AI summary
A senior executive role leading the full technology function of a payroll and HR software company serving small and mid-sized businesses. The position owns engineering, cloud infrastructure, cybersecurity, data strategy, and AI initiatives, while partnering with product and business leaders to shape and execute a long-term technology roadmap. Best suited to an experienced technology executive with a background in fintech or SaaS and hands-on familiarity with the Microsoft Azure ecosystem.
Principal level · 15+ years · Providence-Warwick, RI-MA · Bachelor's required · Full-time
Pay in the description: $200,000–$225,000
Posted 2 times — it's one opening, so apply once.
We read this from the posting text with AI. Skim the description below before ruling yourself out.
How this req sits in the market our data
Roughly 1 people in the Providence-Warwick, RI-MA area plausibly meet what this posting asks for (computer and information systems managers). range 1–2
Applicant volume Moderate — A normal amount of company. The rare requirements below are what will separate a shortlisted application from the rest.
Rare in this occupation — lead with these, and say what you built with them.
Most people in this occupation already list these. Still required — just not what gets you shortlisted.
What the occupation pays Median $174,985 (middle half $133,768–$217,326). This posting is about at that midpoint.
Estimated from BLS employment for this occupation and area, per-skill prevalence across our listing corpus, and published wage benchmarks — as of Jul 28, 2026. It is a model, not a headcount.
Why we read it this way (6)
This is a C-suite (CTO) role reporting directly to the CEO, with org-wide technology authority across engineering, infrastructure, cybersecurity, data, and AI — clearly Principal-band scope despite no explicit seniority word in the title.
Mansfield, MA falls within the Providence-Warwick, RI-MA CBSA (39300); it is geographically closer to Providence than to Boston.
The posting explicitly states this is an on-site position in Mansfield, MA with no visa sponsorship.
A Master's degree (CS, Engineering, or MBA) is listed as preferred, not required; the hard gate is a Bachelor's degree in a technical discipline.
Model Context Protocol (MCP) is listed alongside RAG and Generative AI in the qualifications block but is a very nascent/emerging standard — included as preferred given the uncertainty around whether a hiring manager would truly gate on it versus treat it as aspirational.
Compensation includes a base of $200,000–$225,000/year plus equity and an annual bonus targeted at 20–30% of base, based on company and individual performance.
Read the full posting
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