Senior Project/Program Manager (Remote)

Grant Street Group

4d • $150,000 - $225,000 • Remote

About The Position

Grant Street Group is seeking a Senior Program Manager to lead large-scale software implementations for government agencies and financial institutions. This role involves managing complex programs with multiple clients and teams, requiring proactive risk management, stakeholder alignment, and independent program drive from planning through execution. The position is remote and requires the ability to navigate ambiguity and deliver outstanding results in a collaborative environment.

Requirements

• Strong leadership, communication, and organizational skills.
• Experience managing large-scale, complex software implementation or software development initiatives.
• 8+ years of program/project management experience in software development, SaaS implementation, enterprise technology, consulting, financial services, healthcare IT, govtech, or similarly complex environments.
• Successfully led multiple concurrent enterprise-scale projects or programs.
• Comfortable operating independently in fast-moving environments with evolving priorities.
• Excel at building alignment across technical and non-technical stakeholders.
• Ability to communicate complex topics clearly and simply to a wide variety of audiences, including executives and clients.
• Experience managing projects involving multiple systems, integrations, vendors, and cross-functional dependencies.
• Highly organized while remaining flexible and pragmatic in their approach.
• Ability to balance strategic thinking with hands-on execution.
• Proactive problem solvers who anticipate issues before they become roadblocks.

Nice To Haves

• Experience recovering or stabilizing challenged projects/programs (strongly preferred).
• SaaS implementation experience.
• Government client or regulated industry experience.
• Experience managing distributed or remote teams.
• Familiarity with Agile, Waterfall, or hybrid delivery methodologies.
• PMP, Scrum Master, SAFe, or related certifications are welcome but not required.

Responsibilities

• Lead multiple concurrent software implementation programs and strategic initiatives from initiation through successful delivery.
• Coordinate cross-functional teams across engineering, product, operations, client stakeholders, vendors, and leadership.
• Build strong working relationships with clients and internal teams while serving as a trusted program leader.
• Navigate ambiguity effectively and make informed decisions to maintain momentum and delivery timelines.
• Identify risks, dependencies, and blockers early and proactively drive resolution strategies.
• Manage competing priorities across multiple workstreams while maintaining visibility into overall program health.
• Facilitate executive-level communication, status reporting, and stakeholder alignment.
• Drive accountability across teams while fostering collaboration and trust.
• Help improve internal delivery processes, operational efficiency, and implementation best practices.
• Support teams through changing priorities and evolving client needs with a calm, solutions-oriented approach.

Benefits

• Support for remote work.
• Culture centered on responsiveness, collaboration, trust, and delivering exceptional service.
• Opportunity to lead independently, solve meaningful problems, and help shape how work gets done.
• Work alongside talented, supportive colleagues.

What This Job Offers

• Job Type: Full-time
• Career Level: Senior
• Education Level: No Education Listed