Project Manager (Digital Marketing/Advertising)

Rippling, Inc.; Chicago (IL); Hybrid; USD 55,000 - 96,000; Part time

Benefits offered by this job

Health, dental, vision benefits

Paid parental leave

Unlimited PTO & Summer Fridays

Autonomy & flexibility

Coaching & therapy access

401k with company match

Job summary

Leap Group seeks a freelance Project Manager to lead day-to-day execution of media and creative client work across cross-functional teams. You will create timelines, manage budgets, and drive delivery from kickoff to final handoff, ensuring quality and client satisfaction.

This role offers a flexible, hybrid-work environment with regular collaboration across media, creative, and strategy units. You’ll participate in planning, scoping, and risk management while maintaining clear communication

Qualifications

• 3+ years of project management experience in an agency, marketing, digital, creative, or related environment.
• Experience managing media projects, including paid media campaigns and/or supporting creative deliverables.
• Experience coordinating cross-functional teams across creative, media, strategy, production, and development.

Responsibilities

• Lead day-to-day management of media and creative client projects across multiple teams and disciplines.
• Build and maintain project timelines, schedules, documentation, and workflows.
• Partner with media, creative, strategy and account teams to ensure timely delivery.
• Facilitate kickoff, status, milestone reviews, and project recaps for alignment.
• Monitor timelines, budgets, scopes, and deliverables, identifying risks and blockers.
• Communicate status, next steps, dependencies, and expectations clearly to internal teams and clients.
• Support scoping, intake, estimation, and resource planning for new and existing work.
• Ensure deliverables meet quality standards and client expectations.
• Maintain organized project documentation, including timelines and financial tracking.
• Contribute to operational improvements for efficient workflows and processes.

Skills

Project management

Agency environment

Media project experience

Client communication

Stakeholder management

Cross-functional collaboration

Organizational skills

Problem solving

Attention to detail

Adaptability

Education

PM certification preferred

Tools

Workfront

Asana

Monday.com

Jira

Job description

When joining Leap Group, you're joining a team that is passionate, innovative, and connected. Some words we've heard our teammates use to describe our culture are welcoming, collaborative, flexible, and dog-friendly (warning: your interview may be accompanied by a wagging tail)

We give our team the ability to make an impact with clients, while expanding their experience and depth of knowledge in the process. We like to show our appreciation for everything our teammates do by offering supportive and inclusive benefits that allow them to thrive. This includes things like:

• Health, dental, vision, and ancillary benefits
• Paid maternity and paternity leave
• Unlimited PTO and Summer Fridays
• Autonomy and flexibility
• Company-paid access to coaching and therapy
• 401k plan with match and 1:1 access to investment advisor

Diverse and Inclusive Marketing Comes from Diverse and Inclusive Teams

We recognize our teammates are our greatest assets in helping our clients market less and matter more. Diverse backgrounds, opinions and perspectives on our team allow us to expand our own perspectives and, in the process, create solutions that are innovative, creative, and strategic.

We're constantly working to transform our agencies and industry into spaces that are more diverse, equitable, and inclusive, and we welcome the addition of YOUR unique voice and perspective. Don't forget to ask us about our focus on diversity, equity, and inclusion during your interview.

Leap Group complies with the ADA and ADAAA. If you need reasonable accommodation to apply, interview, or do the job, please include your accommodate request in the corresponding application question.

Where is This Role?

While we service clients nationally and internationally, Leap Group has a footprint in the Midwest, with offices in:

Our roles are typically open to remote candidates located and authorized to work in the U.S. However, strong preference is always given to candidates in or near our physical footprint. This is because we’ve found the ability to seamlessly collaborate in-person is very valuable to the nature of our work.

Regardless of location, onsite time and periodic travel for things like client meetings, collab sessions, production work, pitches, and team gatherings is important and expected. Our hybrid work model is core to how we deliver impact.

The Project Manager is a highly organized and proactive operational leader who helps drive the successful delivery of integrated client work across cross-functional teams. This person brings a balance of structure, adaptability, and communication skills, keeping projects moving efficiently while creating clarity and alignment for both internal teams and clients.

In this role, you’ll lead day-to-day project execution across multiple initiatives, with a primary focus on media and creative work. You’ll partner closely with media, creative, strategy and account teams to ensure work is delivered on time, on budget, and at a high standard. You’re solutions-oriented, detail-focused, and energized by bringing order to fast-moving environments with shifting priorities and competing deadlines.

The ideal candidate brings strong project management fundamentals, excellent communication skills, and previous experience working within a marketing or advertising agency. Experience project managing media work is required, with experience managing the creative components of media campaigns also welcomed.

This is a freelance opportunity for approximately 10–20 hours per week. Availability Monday through Friday during standard business hours is important to check in with the team, attend scheduled calls, and keep work moving.

In this role, you can expect to:

• Lead day-to-day management of media and creative client projects across multiple teams and disciplines.
• Build and maintain project timelines, schedules, documentation, and workflows to support efficient delivery.
• Partner with media, creative, strategy and account to keep work moving smoothly from kickoff through final delivery.
• Facilitate kickoff meetings, status meetings, milestone reviews, and project recaps to maintain alignment and accountability.
• Monitor project timelines, budgets, scopes, and deliverables while proactively identifying risks, blockers, or changes in priorities.
• Communicate project status, next steps, dependencies, and expectations clearly with both internal teams and clients.
• Support project scoping, intake, estimation, and resource planning efforts for new and existing client work.
• Help ensure deliverables meet quality standards and client expectations before launch or final delivery.
• Maintain organized and accurate project documentation, including timelines, approvals, financial tracking, and status reporting.
• Contribute to operational improvements by identifying opportunities for more efficient workflows, communication, and project processes.
• Collaborate effectively across teams while helping create a positive, accountable, and solutions-focused working environment.

What do You Need?

• 3+ years of project management experience in an agency, marketing, digital, creative, or related environment required
• Experience managing media projects, including paid media campaigns and/or supporting creative deliverables, required
• Experience managing multiple concurrent projects with competing priorities and deadlines
• Strong client communication and stakeholder management skills
• Experience coordinating cross-functional teams across creative, media, strategy, production, and/or development disciplines
• Experience using project management platforms such as Workfront, Asana, Monday.com, Jira, or similar tools
• Strong organizational skills and attention to detail
• Ability to proactively identify risks, solve problems, and keep projects moving forward
• Strong written, verbal, and interpersonal communication skills
• Ability to thrive in a fast-paced, collaborative environment while managing shifting priorities
• Experience within an advertising, marketing, or integrated agency environment preferred
• Project management certification or completed coursework is preferred, but not required
• High level of accountability, follow-through, and ownership over project outcomes

Important note: if you think you have what it takes to be a great in this role but don't necessarily meet all of these qualifications, please still apply! While we work hard to eliminate unnecessary requirements from our job ads, our teams and needs are constantly evolving, and we'd always love the opportunity to connect and see what might be a fit.