AI-Powered Portfolio Operations Executive

Crossover; Cleveland (OH); On-site; USD 114,000 - 162,000; Full time

Benefits offered by this job

Weekly payment

Job summary

2 Hour Learning is seeking a VP Portfolio Operations to own AI-powered dashboards, vendor scorecards, and contract controls across a $50M EdTech portfolio. You will lead competitive procurement, ensure milestones are met, and validate spends against contracts.

This role blends data, finance, and executive-level decision support in a fast-paced environment. You will directly influence budget outcomes and vendor performance, providing decision-ready outputs and safeguarding spend with strong

Qualifications

• Own portfolio-level dashboards across 10+ initiatives with AI-driven updates and risk visibility.
• Maintain rubric-based vendor scorecards combining delivery, cost, and commitments.
• Lead structured bid packages and evidence-backed procurement.
• Govern contracts and invoices with milestones, acceptance criteria, and amendments.

Responsibilities

• Produce AI-powered dashboards and scorecards for executives.
• Run vendor performance reviews with rubric-based scoring.
• Lead competitive procurement and SOW development.
• Validate invoices against signed terms before spend approval.
• Use AI to surface anomalies and draft decision-ready outputs.

Skills

Portfolio dashboards

Vendor reviews

Contract controls

AI analysis

Executive comms

Tools

Linear

Jira

Job description

2 Hour Learning is seeking a VP Portfolio Operations to own AI-powered dashboards, vendor scorecards, and contract controls across a $50M EdTech portfolio. You will lead competitive procurement, ensure milestones are met, and validate spends against contracts.

This role blends data, finance, and executive-level decision support in a fast-paced environment. You will directly influence budget outcomes and vendor performance, providing decision-ready outputs and safeguarding spend with strong