Jobs · Information Technology

Senior Project Manager - remote

Career Team · Marion County, IN · 1 wk ago
Information TechnologyFull-time

Career Team is a leading workforce development organization on a mission to transform lives. We blend cutting-edge technology with compassionate, high-touch services to drive real, measurable outcomes in the lives of job seekers across the country.

About the role

Career Edge is a fully integrated career readiness and case management software system supporting workforce and education entities. Our goal is simple and relentless: sustained employment for career seekers, real results for employers, and stronger communities. We sell and implement enterprise software to state agencies and large workforce systems, and we are judged on whether those implementations land. The mission is why we do it; delivery is what earns us the right to keep doing it.

Enterprise workforce systems have run on the same software and the same delivery playbook for decades. We're replacing both—one state, one agency, one implementation at a time. As a Senior Project Manager, you're where that promise gets kept. You lead complex, enterprise-level client implementations and internal initiatives from concept through go-live, and you own whether they land.

This role is new—created by bigger contracts and more concurrent implementations than our current team can carry, not by a vacancy. Some of the scaffolding you'd expect at a mature PMO isn't built yet, and building it is part of the job. Portfolio size depends on what we win: one large statewide implementation as your whole world, or two to three concurrent mid-size engagements. Implementations run several months, typically more than a year. The structure is matrixed. You have no direct reports, but you direct the Business Analysts, Solutions Architects, and Engineering Leads on your engagements, and mentor the PMs assisting you. On the client side, you're the primary point of contact for agency program leadership and their executive sponsors.

Responsibilities

  • Own enterprise-level client implementations from discovery through go-live—on scope, on time, and at a quality bar you set and defend.
  • Be the strategic point of contact across the project lifecycle. Build executive-level trust, run discovery and alignment sessions that pin down scope, business outcomes, success metrics, and risk—and keep senior stakeholders aligned when their priorities collide.
  • Turn business objectives into delivery roadmaps, milestones, and measurable outcomes the internal team can execute against. Guide the hard trade-off calls on timelines, resourcing, and long-term scalability.
  • Direct the work across Project Managers, Business Analysts, Solutions Architects, and Engineering Leads. Lead high-level conversations on data migration readiness, timeline impacts, and cross-team dependencies without getting pulled into technical execution.
  • Spot delivery risk early, build mitigation, and make the call—handling routine turbulence yourself without reflexively escalating, and raising the flag loudly when genuinely needed.
  • Guide UAT planning from a business-readiness lens, and shape rollout plans, client training strategies, and long-game adoption success that turns a go-live into a lasting win.

Requirements

  • Bachelor's degree or equivalent experience.
  • PMP certification.
  • Substantial experience leading enterprise SaaS implementations, digital transformation, or large-scale technology deployments for external clients—not internal programs. Workforce development knowledge is a bonus, but software delivery experience is required on day one.
  • Ability to collaborate with and influence C-level and executive stakeholders.
  • Strong skills in risk management, scope control, financial oversight, and strategic project planning.
  • Proven leadership and mentorship of project teams or junior PMs.
  • Experience delivering where the delivery infrastructure didn’t exist yet—you’ve written the playbook, not just followed one.

Skills

  • A process builder and a process breaker: hold teams accountable to the plan while knowing when to redesign it without disrupting what works.
  • Calm in ambiguity, sharp in structure: create clarity in competing priorities and remain steady when timelines slip.
  • A relationship-builder unafraid of direct conversations: align stakeholders without damaging partnerships.
  • A decisive operator: make independent calls on project direction, scope trade-offs, and escalation thresholds with autonomy.

Why this role

  • Real ownership and impact: your outcomes directly move client satisfaction, credibility, and long-term account growth.
  • Small enough to work shoulder-to-shoulder with the executive team—your judgment visibly changes the company.
  • Opportunity to shape delivery infrastructure in a growing organization.

How we work

  • High trust, high accountability: escalation is a judgment call you make, not a process you follow.
  • Customer obsession: we exist to create raving fans.
  • Action over perfection internally, but formal delivery for state agency clients—negotiate agility within contractual constraints.

About Career Team

Founded in 1996, Career Team is a private workforce development organization with a record of accelerating the human condition. We’ve been honored by Inc. Magazine, the U.S. Chamber of Commerce, and featured by 60 Minutes, CNN, and Money Magazine. As a socially conscious organization, we balance for-profit innovation with community enrichment, closing the nation’s opportunity divide through workforce development and staff capacity-building.

Employment is contingent upon successful completion of a background check (including criminal, prior employment, and education verification).

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