Senior Project Manager (Contract)

Posted 10 Days Ago
Be an Early Applicant
Hiring Remotely in Puerto Rico
Remote
Senior level
HR Tech
The Role
Lead and deliver large, complex cross-functional projects from planning through delivery. Align stakeholders, remove blockers, manage risks and trade-offs, optimize PM tools and processes (Jira, Confluence), communicate clearly to executives, and drive continuous improvement and predictable outcomes.
Summary Generated by Built In

We are seeking a Senior Project Manager I (Contract-to-Hire) to lead complex, cross-functional initiatives spanning multiple business units. In this role, you’ll drive high-visibility projects from planning through delivery with a focus on balancing scope, velocity, and quality while navigating cross-team dependencies and risk. You measure yourself on what shipped, not on how complete the tracker looked. When process and delivery pull against each other, you make the call, name the tradeoff out loud, and keep the team moving rather than waiting for the framework to resolve it.

About this team 

Within our broader Product Technology group, which builds the technology and data intelligence powering internal partners and scaling our customer base, the Program Management team serves as the connective tissue for our most critical strategic initiatives.

As a Senior Project Manager, you will join a high-impact team dedicated to driving operational excellence, aligning cross-functional partners, and ensuring our technical roadmaps are delivered efficiently. We foster a collaborative, transparent culture where structure meets innovation, empowering our teams to turn complex technical visions into measurable results.

What you'll do 

  • Project Execution & Delivery: Lead and deliver large, complex projects or small programs spanning multiple business units with clear scope, moderate ambiguity, and predictable results.
  • Cross-Team Alignment & Blocker Removal: Lead multi-team execution while keeping a sharp focus on project goals, removing systemic blockers, and maintaining alignment through delivery.
  • Structured Stakeholder Communication: Communicate with well-structured messaging to ensure full transparency, alignment, and focus across stakeholders. Proactively frame trade-offs, clarify decisions, and influence discussions using data.
  • Partnership & Conflict Resolution: Build high-trust partnerships across functions. Resolve minor conflicts independently and mediate team dynamics with clear ownership.
  • Risk Management & Mitigation: Anticipate project roadblocks, risks, and scope creep early, lead identification and root-cause analysis across complex initiatives, and escalate decision-making/trade-offs to ensure timely solutions meet overall goals. 
  • Strategic Roadmap Alignment: Connect project plans to stakeholder and business outcomes, driving prioritization discussions while balancing value versus effort.
  • Process Navigation & Adaptability: Navigate cross-functional department processes efficiently, leading teams through complex change and uncertainty with clarity and professionalism.
  • Operational Optimization: Optimize the use of project management tools and workflows (Jira, JPD, Confluence) to improve workflow clarity, delivery predictability, and quality across multiple teams.

What you'll need

  • Proven Track Record: 5+ years of experience successfully managing medium to large, complex projects or small programs with cross-functional dependencies and high visibility through to timely completion.
  • Tactical Autonomy: Ability to operate with high tactical independence, proactively defining execution steps within established frameworks and seeking guidance primarily for strategic or complex conflicts.
  • Methodology Fluency Without Attachment: Deep working knowledge of Agile, Scrum, Kanban, and SDLC workflows, paired with the judgment to right-size them. You pick the lightest process that still produces a predictable outcome, adjust when the situation changes, and can explain why you dropped a ceremony as clearly as why you added one. Certifications are welcome, orthodoxy is not.
  • Tooling & Process Proficiency: Strong hands-on experience setting up and optimizing PM tools (Jira, Jira Product Discovery, Confluence) for boards, documentation, and reporting artifacts. Proficiency in Google Suite (Sheets, Docs), Slack, and Zoom.
  • Business Acumen & Analytical Thinking: Solid understanding of business objectives and project KPIs to shape execution plans and evaluate operational risks/impacts. 
  • Cross-Functional Collaboration: Demonstrated ability to build relationships across teams, align stakeholders with competing goals, and drive accountability without direct authority. Exceptional communication while working directly with executive leadership and C-suite stakeholders, providing concise status updates and managing expectations.
  • Meeting Facilitation Mastery: Proven track record of running efficient, productive, and structured project meetings ensuring clear agendas, mitigating tangents, and actionable outcomes. 
  • Continuous Improvement Leadership: Experience identifying operational and technical gaps, introducing just enough structure to resolve them without creating bureaucratic friction or slowing the team down.

What's good to have

  • Subject Matter Expertise: Acting as a subject matter expert in project management practices within your department or team.
  • PM Mentorship & Standardization: Experience mentoring junior or mid-level project managers, contributing to internal project management capability building, or helping establish standardized delivery templates and guidelines.
  • Peer Knowledge Sharing: Track record of sharing best practices, tools, and domain insights to elevate the capabilities of adjacent team members.

#LI-Hybrid

About Bold
We Transform Work Lives
As an established global organization, BOLD helps people find jobs. Our story is one of growth, success, and professional fulfillment. We create digital products that have empowered millions of people in 180 countries to build stronger resumes, cover letters, and CVs. The result of our work helps people interview confidently, finding the right job in less time. Our employees are experts, learners, contributors, and creatives.

We Celebrate And Promote Diversity And Inclusion
We value our position as an Equal Opportunity Employer. We hire based on qualifications, merit, and our business needs. We don't discriminate regarding race, color, religion, gender, pregnancy, national origin or citizenship, ancestry, age, physical or mental disability, veteran status, sexual orientation, gender identity or expression, marital status, genetic information, or any other applicable characteristic protected by law.
Under San Francisco's Fair Chance Ordinance, qualified applicants with arrest and conviction records will be considered for the position.

Skills Required

  • 5+ years managing medium to large, complex projects or small programs with cross-functional dependencies
  • Operate with high tactical independence and define execution steps within established frameworks
  • Deep working knowledge of Agile, Scrum, Kanban, and SDLC workflows with ability to right-size processes
  • Hands-on experience setting up and optimizing PM tools (Jira, Jira Product Discovery, Confluence) for boards, documentation, and reporting
  • Proficiency in Google Suite (Sheets, Docs), Slack, and Zoom
  • Strong business acumen and analytical thinking to shape execution plans and evaluate project KPIs and risks
  • Demonstrated cross-functional collaboration and ability to influence executives and C-suite stakeholders
  • Proven meeting facilitation skills to run efficient, actionable project meetings
  • Experience driving continuous improvement and introducing minimal necessary structure to close operational/technical gaps
  • Project management certifications (e.g., PMP, CSM) or similar
  • Subject matter expertise in project management practices within a department or team
  • Experience mentoring junior or mid-level project managers and contributing to standardized delivery templates
  • Track record of peer knowledge sharing and best-practice dissemination
Am I A Good Fit?
beta
Get Personalized Job Insights.
Our AI-powered fit analysis compares your resume with a job listing so you know if your skills & experience align.

The Company
HQ: San Francisco
134 Employees
Year Founded: 2004

What We Do

LiveCareer, www.livecareer.com, is the leading online career destination for successful job seekers. We’ve helped more than 10,000,000 registered users build job-winning resumes and find careers they absolutely love. Our Resume Builder has been described as “the most impressive resume builder on the market today”. Featuring hundreds of industry-specific templates, and thousands of expert-written text examples, Resume Builder makes it easy to create a polished, professional, strategically-targeted resume in minutes. In addition to America’s #1 Resume Builder, LiveCareer offers an impressive suite of job-finding tools, including resume reviews, resume writing, customized cover letters, job boards, career tests, interview tips, and more. LiveCareer has been recognized as one of the top 100 employment websites by Weddle, and was recently named the 2013 Best Employment Interactive Application by the Web Marketing Association. Ready to take the next step at work? Download your FREE eBook now! http://www.livecareer.com/ebooks/get-what-you-want-raises-promotions Whether you want to make more money, win a promotion, or move into a leadership role, our FREE eBook is filled with tips, advice, and inspiration that can help make this your most successful year yet! Share this free guide with friends and family using #NewYearBetterCareer

Similar Jobs

The Aerospace Corporation Logo The Aerospace Corporation

Systems Engineer

Aerospace • Artificial Intelligence • Cloud • Machine Learning • Software • Cybersecurity • Defense
Remote or Hybrid
Aguadilla, PRI
4600 Employees

The Aerospace Corporation Logo The Aerospace Corporation

Systems Engineer

Aerospace • Artificial Intelligence • Cloud • Machine Learning • Software • Cybersecurity • Defense
Remote or Hybrid
Aguadilla, PRI
4600 Employees

The Aerospace Corporation Logo The Aerospace Corporation

Systems Engineer

Aerospace • Artificial Intelligence • Cloud • Machine Learning • Software • Cybersecurity • Defense
Remote or Hybrid
Aguadilla, PRI
4600 Employees

The Aerospace Corporation Logo The Aerospace Corporation

Lead Software Engineer

Aerospace • Artificial Intelligence • Cloud • Machine Learning • Software • Cybersecurity • Defense
Remote or Hybrid
Aguadilla, PRI
4600 Employees

Similar Companies Hiring

RethinkFirst Thumbnail
Telehealth • Software • Professional Services • Information Technology • HR Tech • Healthtech • Edtech
New York, NY
300 Employees
Empathy Thumbnail
Fintech • Healthtech • HR Tech • Information Technology • Financial Services • Telehealth
IL
200 Employees
Compa Thumbnail
Artificial Intelligence • HR Tech • Software • Business Intelligence
Irvine, California
75 Employees

Sign up now Access later

Create Free Account

Please log in or sign up to report this job.

Create Free Account