Technical IT Project Manager

MCLI Tech • Carol Stream, IL

2d • Hybrid

About The Position

OSG is modernizing its technology landscape across multiple verticals including finance, government, and HOA client platforms while consolidating legacy applications and improving client onboarding speed. Were seeking a hands-on Project Manager to drive execution across migrations, integrations, and digital enablement programs. The ideal candidate is process-driven yet adaptable, able to bring structure to complex initiatives while building trust across functional teams.

Requirements

• 510 years of project management experience delivering cross-functional IT or product initiatives.
• Proven success managing migrations, platform integrations, or ERP/CRM implementations (e.g., Oracle, D365, Salesforce, or similar).
• Familiarity with Agile/Hybrid delivery models and experience coordinating offshore teams.
• Excellent communication and stakeholder management skills; able to bridge technical and business language.
• Operates with radical transparency and accountability.
• Naturally builds alignment across departments.
• Thrives in fast-paced, changing environments with multiple moving parts.

Nice To Haves

• PMP or equivalent experience preferred.
• Exposure to AI, automation, or analytics programs a plus (OSG has an AI adoption initiative).

Responsibilities

• Lead planning and delivery of projects spanning migrations, client onboarding, and integration initiatives (Helios, Oracle, Infoslips, Quadient, DVPP).
• Partner cross-functionally with IT, Product, Operations, and Compliance to define scope, milestones, and interdependencies.
• Develop detailed project schedules, RAID logs, and stakeholder reports to ensure transparency and accountability.
• Facilitate daily stand-ups, sprint reviews, and steering committee updates as needed.
• Identify risks and drive issue resolution across onsite and offshore teams.
• Collaborate with business sponsors to translate technical workstreams into business outcomes.
• Support PMO standardization and documentation for repeatable success.

Benefits

• Health, dental, and vision coverage.
• 401(k) with company match after 6 months.
• PTO accrual for long-term contracts (>6 months).
• Continuous education & certification reimbursement (PMP, Agile, AI fundamentals).

What This Job Offers

• Career Level: Manager
• Education Level: No Education Listed