Senior Project/Program Manager (Remote) at Grantstreet

Are you an experienced program manager who thrives in complex environments with many moving pieces, competing priorities, and high visibility? Do you enjoy leading large-scale software implementations, building trust with stakeholders, and helping teams navigate ambiguity to deliver outstanding results? If so, we’d love to hear from you! Grant Street Group is an innovative and rapidly growing software company that supports government agencies and financial institutions through specialized SaaS solutions focused on tax collection, electronic payments, bond auctions, and more. Our work is meaningful, complex, and highly collaborative — and we are looking for a senior program manager who can lead large, high-impact implementation programs across multiple clients and teams. This is not a coordination-only role. We are seeking someone who can independently drive programs forward, manage risk proactively, align stakeholders, and lead complex implementations from planning through execution.   What You’ll Do • 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 • Travel up to 25% as needed based on project requirements What We’re Looking For Successful candidates will bring strong leadership, communication, and organizational skills along with experience managing large-scale, complex software implementation or software development initiatives. We’d especially love to hear from candidates who: • Have 8+ years of program/project management experience in software development, SaaS implementation, enterprise technology, consulting, financial services, healthcare IT, govtech, or similarly complex environments • Have successfully led multiple concurrent enterprise-scale projects or programs • Are comfortable operating independently in fast-moving environments with evolving priorities • Excel at building alignment across technical and non-technical stakeholders • Can communicate complex topics clearly and simply to a wide variety of audiences, including executives and clients • Have experience managing projects involving multiple systems, integrations, vendors, and cross-functional dependencies • Are highly organized while remaining flexible and pragmatic in their approach • Know how to balance strategic thinking with hands-on execution • Are proactive problem solvers who anticipate issues before they become roadblocks • Have experience recovering or stabilizing challenged projects/programs (strongly preferred) Preferred Experience • • SaaS implementation experience • Government client or regulated industry experience • Experience managing distributed or remote teams • Agile, Waterfall, or hybrid delivery methodologies • PMP, Scrum Master, SAFe, or related certifications are welcome but not require Why Grant Street Group? We reward teamwork, professional excellence, and individual responsibility. Our company is structured to support remote work, and we’ve built a culture centered on responsiveness, collaboration, trust, and delivering exceptional service to our clients. Our strongest program managers are empowered to lead independently, solve meaningful problems, and help shape how work gets done. You’ll work alongside talented, supportive colleagues who care deeply about delivering results and helping one another succeed. If you’re looking for an opportunity to lead meaningful, high-impact programs with a company that values ownership, curiosity, and collaboration, we encourage you to apply. As you’ll discover, we have a unique application process because you’re so much more than just a resume. We can’t wait to get to know you better.   Expected Salary Range: $150,000 - $225,000/year     Recruitment Fraud Warning: It has come to our attention that various individuals have been posing as Grant Street Group employees and contacting job seekers to schedule interviews and/or complete pre-interview screening questions. All legitimate Grant Street Group positions require completing an application on our website before an interview. When you are contacted by Grant Street Group, all correspondence will come from an email address ending in “@grantstreet.com”. The hiring process usually takes several weeks and begins with a phone or video interview. Grant Street Group will not ask you to use any platform other than Google Meet or Zoom to conduct an interview. We will not ask you to make payments or to provide your date of birth, social security number, or banking details during the interview process. If you believe you have been a victim of recruiting fraud concerning Grant Street Group, please contact us at [Upgrade to PRO to see contact].