Digital Marketing & AI Operations Specialist

Location: Highland Park, Illinois (On Site Only)
Salary Range: $42,000 – $62,000

Since 1999,  has helped more than 25 million students find money for college and today operates one of the Internet’s largest scholarship search platforms.

We are hiring a Digital Marketing & AI Operations Specialist to sit at the intersection of marketing, data, and automation. This role owns day-to-day campaign execution, scholarship data quality, and the rollout of AI-assisted workflows that make our platform and internal operations faster, smarter, and more scalable.

You will work closely with leadership and developers to turn AI tools (Claude, ChatGPT, and others) into repeatable processes that improve marketing performance, scholarship matching, and internal efficiency across

This is a full-time, in-office position at the  headquarters:

513 Central Avenue, Suite 300
Highland Park, Illinois 60035

• Schedule:
  
  Monday through Friday, 8:00 a.m. – 5:00 p.m. Central Time, with a one-hour lunch break.
• Regular in-office attendance is an essential function of this position.
• This role is not remote and not hybrid.
• does not offer remote or work-from-home arrangements for this position.
• Applicants seeking remote work should not apply.

• Execute and maintain email, digital, and postal marketing campaigns from brief to deployment.
• Own the campaign calendar, timelines, and coordination with internal stakeholders.
• Assist with campaign creative, email layout, QA, and deployment in our marketing platforms.
• Monitor campaign performance and client deliverables, flag issues and opportunities.
• Build recurring and ad hoc campaign performance reports for internal and client use.

• Use AI tools (Claude, ChatGPT, and others) to support campaign analysis, optimization, and workflow automation.
• Draft AI prompts and build reusable prompt templates for reporting, summaries, and insights.
• Generate AI-assisted recommendations to improve open rates, CTR, and conversion.
• Experiment with AI to streamline routine tasks (copy variants, QA checks, data cleanup) and document successful workflows.

• Review scholarship submissions from award providers and organizations for accuracy and completeness.
• Verify eligibility criteria, deadlines, award amounts, and descriptions.
• Ensure listings meet  quality, clarity, and editorial standards.
• Maintain the integrity, accuracy, and freshness of the scholarship database.

• Partner with internal developers to design and refine automated workflows for scholarship review and marketing operations.
• Assist in implementing AI-driven systems to analyze user engagement and behavior on
• Help define and iterate on an AI-powered engagement score based on:
• Scholarship views
• Click and scroll activity
• Saves/bookmarks
• Application interactions
• Contribute to AI-based ranking and recommendation logic that improves how scholarships are prioritized and presented to students.

• Process client purchase orders and generate insertion orders.
• Coordinate invoicing and billing steps after campaign completion.
• Maintain accurate client, vendor, and campaign records in internal systems.
• Support special projects, data pulls, and administrative tasks across the team.
• Proactively suggest and document process improvements, especially where AI can reduce manual work.

• Bachelor’s degree from an accredited college or university.
• Demonstrated technical aptitude and interest in AI tools and automation.
• Familiarity with email marketing platforms (e.g., Mailchimp, Hub Spot, Campaign Monitor, or…