Senior Project Manager I

CaseWorthy

$80K — $110K *
US-AnywhereRemote in United States
Enterprise Technology
5 - 7 years of experience
Job Overview by Ladders

Qualifications

  • 5+ years of project management experience with demonstrated ownership of project outcomes.
  • Strong organizational skills and fluency in project management documents (schedules, RAID logs, etc.).
  • Excellent communication skills, adept at managing demanding stakeholders effectively.
  • Ability to make decisions under pressure and maintain accountability for outcomes.
  • Experience in using Atlassian tools, especially Jira and Confluence.
  • Familiarity with SaaS applications and budget management.
  • Bachelor's Degree in a relevant field.

Responsibilities

  • Act as the main contact throughout the software implementation process, establishing project tone and cadence.
  • Create a comprehensive project plan that includes all necessary artifacts.
  • Proactively identify and manage risks and issues, ensuring challenges are addressed early.
  • Prepare and present weekly status reports for executives and facilitate reviews with customers.
  • Build and maintain strong relationships with all stakeholders, managing conflicts effectively.
  • Advocate for customers while balancing project scope and timeline.
  • Work cross-functionally to solve issues and enhance software, focusing on overall success.

Benefits

  • End-user training and technical support during implementation is provided as needed.
  • Opportunity for professional growth and development in a dynamic SaaS environment.
  • Collaborative work culture with cross-functional teams.
  • Access to advanced project management tools and methodologies.
  • Flexibility with travel, up to 15% annually.
Full Job Description
Job Summary

As a Senior Project Manager, you will own the full lifecycle of large-scale, platform SaaS implementations - on time, on budget, and with high customer engagement and satisfaction. This role requires more than task execution: you will be expected to think strategically about each engagement, anticipate risk before it becomes a problem, and take full accountability for outcomes. You will plan and designate project resources, monitor progress, and keep stakeholders informed throughout the entire process, setting the pace and direction of the engagement from the start. You will be the go-to person for everything involving a project's organization, timeline, and overall success.

Responsibilities

Act as a primary point of contact throughout the overall software implementation process, setting the tone and cadence of the engagement.

Develop and define the complete project plan, including all project artifacts (charter, schedule, RAID log, communication plan, etc.). Ensure project milestones, budget, training needs, and business and technical requirements are met within the agreed timeline and budget.

Proactively forecast, surface, and manage issues and risks associated with the project, flagging concerns early and keeping ahead of them.

Prepare weekly status reports for executives and facilitate weekly status review meetings with customers, using these touchpoints to drive decisions forward.

Establish and maintain effective working relationships with all customers, including demanding or high-friction stakeholders - reading a room, managing difficult conversations directly, and keeping the relationship productive under pressure.

Advocate on behalf of customers by prioritizing and escalating issues when needed, while holding the line on scope, timeline, and resourcing to protect project success.

Exercise sound judgment on when to escalate versus when to resolve independently, and own the outcome of decisions made.

Work cross-functionally with all teams regarding software enhancements, solving problems, and implementing changes as needed, treating the success of the broader implementation as the measure of the job well done.

Assist with system configuration and demonstrate final system setup.

Collaborate with the Sales and Account Management teams to manage changes to the original Scope of Work, protecting margin and delivery quality while maintaining the customer relationship.

Provide end-user training and technical support during the implementation process as needed.

Ensure effective transfer of information learned in training to the work environment.

Ability to travel nationwide, up to 15% annually.

Performs other duties as assigned.

We are unable to sponsor employment visas or support STEM OPT work authorization for this role.

Requirements

Required Skills & Qualifications

At least 5 years' experience in project management, including demonstrated ownership of full project outcomes.

Strong organization and planning skills, with fluency in building and maintaining formal project artifacts (schedules, RAID logs, status reports, communication plans).

Excellent customer-facing and internal communication skills, with a track record of managing demanding or difficult stakeholders professionally and effectively.

Excellent written and verbal communication skills.

Solid organizational skills including attention to detail and multitasking skills.

Demonstrated ability to make important decisions under pressure and own the outcome.

Strong critical thinking, problem-solving, and strategic judgment - able to see the health and trajectory of the overall engagement, not just the immediate task.

Strong working knowledge of Atlassian suite, specifically Jira Software, Jira Service Management, Jira Plans (Advanced Roadmaps), and Confluence.

Ability to lead project teams of various sizes and see them through to completion.

Strong understanding of formal project management methodologies.

Able to complete projects in a timely manner.

Familiarity with Software as a Service (SaaS) applications.

Budget management experience.

Bachelor's Degree

Preferred Skills & Qualifications

PMP Certification

Experience with Relational Database Management Systems.

Experience working in the Human Services Industry.

Experience with managing government contracts.

Knowledge of AI tools (Rovo, Claude, CoPilot, etc.).

Salary Description

$80,000-$110,000

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