Senior Delivery Manager, Team Lead

66degrees; Chicago (IL); On-site; USD 120,000 - 180,000; Full time

Job summary

66degrees is seeking a Senior contributor and Team Lead to the Delivery Management team. You will manage complete life cycles of large enterprise projects with an emphasis on agile delivery, while mentoring and developing a team of delivery professionals.

The role requires 8+ years leading large engagements for enterprise clients, strong communication with executives, and a solid technical background in software development and cloud technologies, including GCP.

Qualifications

• 8+ years of relevant experience as an Engagement Manager or equivalent for enterprise clients.
• Proven mentoring, coaching, or formal team leadership experience (2+ years preferred).
• Experience as a consultant and presenting to executives is required.
• Strong technical background with understanding of software development and cloud technologies (GCP a plus).
• Excellent analytical and communication skills; ability to translate client requirements to system functionality.

Responsibilities

• Manage enterprise projects from initiation to completion using agile principles.
• Lead cross-functional engagements across cloud, data, analytics, AI, app development, and strategy.
• Serve as the liaison between customers and technical leadership to gather requirements and set milestones.
• Lead standups, scrum ceremonies, and status meetings to promote agile practices.
• Resolve customer concerns and escalate issues to keep projects on track.
• Build domain and technical knowledge to inform project decisions.
• Own project scope, finances, schedule, and expectations for all parties.
• Provide regular status updates to stakeholders and leadership.

Skills

Engagement management

Team leadership

Executive communication

Cloud technologies

GCP knowledge

Analytical skills

Multi-project management

Technical aptitude

Job description

Overview of 66degrees

66degrees is an end-to-end AI transformation partner that guides enterprises from complex business challenges to clear, quantifiable outcomes. Our company is the culmination of several successful firms, each a leader in its own right in cloud, artificial intelligence, and data. This convergence of talent and expertise is how we help businesses reach their own "inflection point," where chaotic data becomes a strategic asset, complexity becomes clarity, and AI becomes an engine for growth. Our ultimate vision is to be the catalyst for a future where every business operates as an intelligent enterprise, with autonomous systems unlocking human potential.

At 66degrees, we believe in thriving through challenges and winning together. These values not only guide us in achieving our goals as a company but also for our people. We are dedicated to creating a significant impact for our employees by fostering a culture that sparks innovation and supports professional and personal growth along the way.

Overview of Role

As a Senior contributor and Team Lead to the Delivery Management team at 66degrees, you will be responsible for managing the complete project / program life cycles of large complex enterprise projects, with a strong emphasis on leveraging agile delivery while actively leading, mentoring, and developing a team of delivery professionals. An ideal candidate will thrive in our fast-paced, collaborative culture at 66degrees, and believe in delivering innovative solutions that shape the future of work for our clients through effective project execution and exemplary people leadership.

Responsibilities

Project Delivery and Execution

• Manage enterprise projects from initial communication to project completion leveraging agile principles.
• Lead cross-functional engagements (cloud, data, analytics, AI, application development, digital experience, strategy) and teams to maintain customer momentum driving project success.
• Serve as the key intermediary between our customers and technical leadership to gather requirements, estimate work, define project milestones, and evaluate risks ensuring clear project scope.
• Lead standups, scrum ceremonies, and project status meetings championing agile practices.
• Facilitate the swift resolution of customer concerns and act as an escalation point for issues ensuring project progress.
• Develop domain and technical knowledge to understand technical implementations to facilitate conversations that inform project decisions.
• Responsible for project scope, finances, schedule and expectations of all parties, meticulously managing project deliverables.
• Provide regular status updates to stakeholders and executive management, maintain effective communication with leadership to keep them aware of critical issues and action plans throughout the project lifecycle.
• Own project retrospectives and related reporting, driving continuous improvement in project delivery.
• Maintain an organized project using project management tools (e.g., FinancialForce, JIRA, Asana).
• Build and maintain client relationships through project delivery and proven value.
• Confidence in self-organization and a tenacity to deliver results for clients.

People Leadership and Mentorship

• Facilitate 1:1 Meetings: Hold regular, scheduled one-on-one check-ins with each team member on a consistent cadence.
• Provide Ongoing Feedback: Offer constructive, timely, and specific feedback to help your team members grow in their roles. Review individual goals and accountabilities on a regular basis.
• Support Employee Growth: Take an active interest in your team members' career aspirations and help them identify opportunities to develop new skills and gain new experiences.
• Foster a Positive Team Culture: Proactively build a supportive and inclusive team environment where all members feel valued, respected, and psychologically safe.
• Manage Performance: Participate in the performance review process for your team members, providing comprehensive input that reflects their contributions and helps set clear goals for the future.

Qualifications

• 8+ years of relevant experience working as an Engagement Manager or equivalent experience with technology implementations including significant experience successfully leading large engagements and programs for enterprise clients.
• Proven experience mentoring, coaching, or formally leading a team (2+ years strongly preferred).
• Prior experience working as a consultant and communicating with executives is required.
• Strong technical background with a good understanding of software development and cloud technologies (GCP is a plus).
• Unmatched analytical and communication skills, and demonstrated ability to translate client requirements to system functionality and project outcomes.
• Technical aptitude and ability to understand technical designs, challenges, and risks
• Proven ability to manage multiple projects at a time while paying close attention to detail
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