Senior Project Manager

TITLE: Senior Project Manager

REPORTS TO: VP of Client Services

LOCATION: Remote

EMPLOYMENT TYPE: Full-Time, Exempt Employee

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.

This involves:

• 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

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

Career Team also offers a competitive package including:

• 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 We’re Looking For:

• Can work business hours PST or EST 
• 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.

Position Type: Full time employment

Travel: 5 - 15% national travel; subject to change depending on business needs.

TITLE: Senior Project Manager

REPORTS TO: VP of Client Services

LOCATION: Remote

EMPLOYMENT TYPE: Full-Time, Exempt Employee

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.

This involves:

• 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

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

Career Team also offers a competitive package including:

• 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 We’re Looking For:

• Can work business hours PST or EST 
• 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.

Position Type: Full time employment

Travel: 5 - 15% national travel; subject to change depending on business needs.