Senior Project Manager

Career Team • Shelton, CT

7h • Remote

About The Position

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. At Career TEAM, we’re solving today’s unemployment challenges with smart software, world-class trainers, dedicated case managers, dynamic job developers, and innovative partners. If you're passionate about making a difference and believe in the power of technology to transform lives, you’ll feel right at home here.
At Career Team, our mission is to empower one person, start one career and serve one family at a time. We do this through innovative software solutions and high-touch services. As a Senior Project Manager, you’ll lead complex, enterprise-level client implementations and internal initiatives from concept through delivery. You'll be driving strategic alignment with stakeholders, setting clear expectations, directing cross-functional teams, removing roadblocks, and ensuring successful delivery of high-impact solutions within scope, on time, and with exceptional quality.
The ideal candidate is highly strategic, thrives in ambiguity, and excels at influencing both internal teams and external executives. A seasoned leader who can navigate competing priorities, build meaningful client relationships, manage risk, and empower teams to succeed will bring a calm, confident presence and will be energized by delivering outcomes that drive measurable client and organizational success.
The role requires someone with deep experience leading large-scale, multi-phase technology or service delivery projects. You must be comfortable overseeing multiple project streams, managing senior-level stakeholders, guiding project managers and project teams, and making decisions that balance urgency with long-term vision. A successful candidate has a track record of delivering complex projects while upholding quality, innovation, and client satisfaction.
Why Join Us?
We change lives.
Career Team is growing quickly, and we need people who want to make an immediate impact and grow their careers as we grow our organization
You will get to work with cutting-edge, cloud native, SaaS technologies and enterprise solutions
We have a great culture - it’s a fun place to work!
Career Team is large enough to have opportunity for growth, but small enough that you will work with highly experienced executives and make a real difference

Requirements

• Bachelor’s degree or equivalent experience
• PMP or ability to obtain PMP within 6 months
• Significant project management experience, ideally leading enterprise SaaS, digital transformation, or large-scale implementation projects
• Excellent verbal and written communication skills with the ability to interact professionally with both clients and internal teams, including executives.
• Demonstrated success leading cross-functional teams and managing multiple workstreams
• 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
• Strong problem-solving skills and the ability to work under pressure while maintaining a positive, client-focused attitude
• Ability to thrive in a fast-paced, ever-changing environment. Ability to prioritize tasks, balancing multiple, often competing, demands and deadlines with attention to detail and accuracy.
• Enthusiastic, self-motivated, and adaptable, with a strong desire to take initiative and drive projects forward.

Responsibilities

• Building strong, executive-level client relationships and serving as the strategic point of contact throughout the project lifecycle
• Leading discovery and alignment sessions to clarify scope, business outcomes, success metrics, and risks across multiple stakeholders
• Translating business objectives into delivery roadmaps, milestones, and measurable outcomes for internal teams
• Providing strategic guidance on implementation trade-offs, timelines, resource allocation, and long-term scalability decisions
• Overseeing cross-functional collaboration with Project Managers, Business Analysts, Solutions Architects, and Engineering Leads to drive high-quality execution
• Identifying delivery risks early, developing mitigation strategies, and making informed decisions to keep projects on track without requiring escalation for routine challenges
• Advocating for scalable delivery practices and continuous improvement in processes, communication, and stakeholder engagement
• Guiding UAT planning from a delivery and business-readiness perspective, ensuring testing aligns with client outcomes and go-live readiness
• Ensuring organizational readiness by supporting development of rollout plans, client training strategies, and long-term adoption success
• Leading high-level discussions on data migration readiness, timeline impacts, and cross-team dependencies without engaging in technical execution
• Making independent decisions regarding project direction, scope trade-offs, escalation thresholds, and stakeholder alignment, with significant autonomy
• Evaluating multiple paths forward, balancing client objectives against delivery constraints, and recommending the best course of action for long-term success
• Directly influencing client satisfaction, organizational credibility, and long-term account growth through strong project outcomes

Benefits

• 401k with a generous employer match
• Medical, dental, and vision insurance with an employee-sponsored HSA on any qualifying plans
• Disability & supplemental insurance
• Competitive holidays and paid time off

What This Job Offers

• Job Type: Full-time
• Career Level: Mid Level