JOB SUMMARY

Monday-Friday 8am-5pm

Location: Hybrid, based in Chicago, IL or Philadelphia, PA

Radwell is seeking a Work Management & AI Operations Specialist—a new and pivotal internal role dedicated to optimizing the planning, execution, and visibility of our digital initiatives in part by leveraging AI. You'll help digital teams scale impact by configuring and managing project intake, prioritization, and workflow execution using work platforms like Monday.com. You'll also embed AI across planning and reporting processes to reduce manual effort and elevate decision-quality across marketing, sales, operations, customer service, and beyond.

Key Responsibilities

Work Management Strategy & Execution Enablement

Administer and evolve our work management platform (Monday.com), creating standardized intake forms, prioritization templates, dashboards, and facilitating portfolio views across the organization.
Collaborate with the enterprise PMO to define and manage workflows that ensure clarity on delivery pipeline, ownership, and status across digital teams and projects and at an enterprise portfolio level.
Bring consistency to how work is captured, sequenced, and executed by aligning stakeholders on prioritization criteria and workflow stages.

Execution Visibility & AI-Driven Insights

Deliver real-time project visibility through dashboards and visualizations that surface progress, risk, dependencies, and outcomes.
Leverage AI to automate status summaries, identify execution bottlenecks, synthesize project risks, and predict throughput—so stakeholders get timely, intelligent updates.
Partner with teams to co-create reporting that aligns with strategic goals and drives accountability.

Cross-Functional Coordination & Change Management

Collaborate with marketing, creative, product, marketplace, eprocurement, and engineering teams to integrate work management discipline in their execution models.
Lead recurring cadences—e.g., planning reviews, dependency syncs, status check-ins—to maximize speed and quality of project deliverables.
Facilitate adoption of work management and AI workflows through training, playbooks, and ongoing support.

Data-Driven Improvement & Scaling

Use project performance data—cycle times, completion rates, status accuracy, work backlog—to continuously refine workflows and platform models.
Automate routine manual work (status chasing, intake consolidation, executive report compilation), enabling digital teams to focus on delivering value with minimal overhead and administration.
Stay current on work management and AI automation trends to continuously elevate Radwell’s operational maturity.

Qualifications

Required:

3+ years in internal project/program/operations management, ideally in digital, transformation, or SaaS environments.
Hands-on experience as an administrator or power user for work platforms such as Monday.com, Asana, Workfront, or Smartsheet.
Proven ability to bring clarity and efficiency to digital delivery.
Skilled in using data and AI tools to drive reporting, insights, and execution.
Strong communicator at all levels; confident facilitating cross-functional alignment and adoption.

Preferred:

Familiar with digital delivery contexts—marketing campaigns, ecommerce flows, customer experience operations, sales processes.
Practical experience implementing AI automations that reduce manual workload (e.g., status auto-drafts, risk triage, resource forecasting).
Experience using low-code/no-code orchestration and automation tools that operationalize AI and ML workflows to deliver tangible business value.

COMPENSATION:

The recruiting base salary range for this full-time position is $80,000 - $120,000 / year. Within the range, individual pay is determined by factors, including job-related skills, experience, and relevant education or training. Additionally, this role is bonus-eligible, with a target bonus percentage that provides an opportunity to earn even more based on your performance

Why This Role Matters

Join a team committed to modernizing how Radwell executes digital initiatives—reducing friction, increasing execution speed, and enabling data-informed decisions. You’ll transform productivity across the business, delivering strategic visibility and efficiency at scale.

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#RADL

Radwell International

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Work Management & AI Operations Specialist