Senior Manager of Project Management - Remote

Overview

Caylent is a cloud native services company that helps organizations bring the best out of their people and technology using Amazon Web Services (AWS). We provide a full-range of AWS services including workload migrations and modernization, cloud native application development, DevOps, data engineering, security and compliance, and everything in between.

At Caylent, our people always come first. We are a global company and operate fully remote with employees in Canada, the United States, and Latin America. We celebrate the culture of each of our team members and foster a community of technological curiosity. Come talk to us to learn more about what it means to be a Caylien!

In Short

• Lead and support multiple teams of Project Managers across a significant portfolio.
• Oversee multi-faceted P&L for a significant ($15M+) portfolio of accounts and projects.
• Ensure proper PM governance is established and executed across all portfolio engagements.
• Conduct regular 1:1s, performance check-ins, and interviews at various organizational levels.
• Demonstrate proven performance management experience including up-leveling, training, and tactful performance management.
• Navigate complex customer escalations and negotiations while balancing Caylent's financial interests with customer needs.
• Work collaboratively with sales teams to resolve issues, progress deals, and grow accounts through excellent delivery.
• Provide direct project support periodically as a Sr. PM/Engagement to cover gaps and stay connected to delivery challenges.
• Monitor key project health indicators and collaborate with Portfolio PM leaders to enhance reporting and governance mechanisms.
• Drive growth for Caylent by identifying needs and mapping capabilities to long-term business strategies.

Requirements

• 10+ years of experience managing teams of project managers or delivery consultants.
• 15+ years in a client-facing project management role overseeing technical projects.
• Deep expertise in project delivery across cloud modernization, application development, or data engineering.
• Extensive knowledge of project methodologies and tools, with certifications (PMP, CSM, PSM).
• Strong executive presence and communication skills, capable of performance coaching.
• Proven track record in employee engagement, performance management, and talent development.
• Experience delivering projects on AWS or other major cloud providers.
• Familiarity with HR processes and organizational development practices.
• Experience with SOW review and contract risk assessment.
• Track record of supporting sales processes and account growth through delivery excellence.

Benefits

• Medical Insurance for you and eligible dependents.
• 401k plan with company match up to 4% and immediate vesting.
• Competitive phantom equity.
• Company issued laptop.
• Dental and Vision insurance.
• Term Disability Insurance.
• Term Life Insurance.
• Flexible Spending Account.
• Equipment & Office Stipend.
• Annual stipend for Learning and Development.
• Unlimited Paid Time Off.
• 10 Paid Holidays.