Andrew Anderlonis
Roles available for:
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Fractional
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Consulting
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Contract
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Interim
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Longmeadow, Massachusetts, United States
Andrew Anderlonis
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Roles available for:
-
Fractional
-
Consulting
-
Contract
-
Interim
-
Longmeadow, Massachusetts, United States
Experience
Strengths in this role: Led with clear communication and strategic vision, coaching a high-performing remote team. Excelled in critical thinking, agile execution, and driving AI-powered innovation. Balanced flexibility and focus to modernize legacy systems, scale infrastructure, and deliver measurable business value.
Industry Group: Corporate
Industry: Human Resources
Years of experience: 3 years
Company name: Checkwriters
Company size: 100 employees
Role in this company: As CTO at Checkwriters, I led the company’s technology transformation—modernizing its SaaS platform, scaling a remote engineering team, and integrating AI to streamline payroll and HR workflows. I drove product innovation, improved release velocity, and optimized cloud infrastructure, delivering both operational efficiency and long-term strategic value.
Strengths in this role: Strong communicator with a strategic mindset, skilled in critical thinking and cross-functional leadership. Excelled at building and coaching teams, driving operational improvements, and aligning product innovation with customer needs. Adapted quickly to change while scaling teams and modernizing platforms to support long-term growth.
Industry Group: Education
Industry: E-Learning
Years of experience: 11 years
Company name: Rediker Software
Company size: 100 employees
Role in this company: As President of Rediker Software, I led company strategy, product development, and team growth—transforming legacy systems into scalable SaaS solutions for K–12 schools worldwide. I grew revenue, expanded product offerings, built high-performing global teams, and drove customer retention through user-focused innovation and operational excellence.