Senior IT Project Manager

Main Sail LLC
Chesterland, OH

Main Sail is seeking a Senior IT Project Manager with a strong background in software development.

Overview:
This individual will lead complex, cross-functional initiatives across custom development, SaaS applications, and cloud-based solutions. The ideal candidate is a collaborative, hands-on leader who can drive execution, manage detailed budgets, and adapt to evolving business needs.

Key Responsibilities:
  • Lead end-to-end delivery of software development projects, including eCommerce initiatives.
  • Manage both custom in-house development and SaaS-based solutions across cloud (GCP preferred, Oracle exposure a plus) and on-prem environments.
  • Drive sprint planning and execution as needed (no formal Scrum Master role required but must be comfortable operating in Agile environments).
  • Oversee complex budgeting activities, including purchase orders, invoices, CapEx vs. OpEx tracking, and plan vs. budget vs. actuals analysis.
    • Maintain detailed financial oversight using Excel and related reporting tools.
  • Partner closely with business stakeholders, engineering teams and leadership to ensure alignment and delivery success.
  • Foster a highly collaborative team environment - stepping beyond strict role definitions to ensure overall team success.

Required Qualifications:

  • 7 - 8+ years of Project management experience (senior-level ownership of large initiatives).
  • Strong background in software development project management (not infrastructure-focused).
  • Retail industry experience is strongly preferred.
  • Demonstrated experience managing eCommerce-related projects.
  • Proven expertise managing project budgets, financial tracking, and forecasting.
  • Experience working in Agile environments and running sprint ceremonies when needed.
  • Advanced Excel skills for financial and budget tracking.

Preferred Qualifications:

  • PMP Certification is strongly preferred.
  • Agile certification is a plus.
  • Experience with GCP and/or Oracle Cloud environments.

Ideal Candidate Profile:

  • Collaborative, adaptable, and team oriented.
  • Comfortable rolling up sleeves and contributing beyond a rigid job description.
  • Financially disciplined and detail-oriented with budgeting.
  • Able to work effectively across time zones (team operates in EST but open nationally)

Posted 2026-05-21

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