AI-Driven Portfolio Operations Leader

Crossover; Cleveland (OH); On-site; USD 180,000 - 220,000; Full time

Job summary

Crossover is seeking a VP Portfolio Operations to own the execution layer of a multi-initiative EdTech portfolio. You will build AI-powered dashboards, vendor scorecards, and contract controls so executives can act quickly on $5M+ decisions, with a focus on accountability and spend integrity.

The role emphasizes concrete outcomes over meetings, including managing vendor performance, bid packages, and evidence-backed recommendations for optimal allocation and risk mitigation.

Qualifications

• Directly owned a portfolio of 10+ concurrent initiatives with budget responsibility.
• Led vendor management across multiple tech partners and contracts.
• Built/maintained dashboards covering delivery, budget, and risk metrics.

Responsibilities

• Produce AI-powered dashboards and scorecards to enable executive decisions.
• Lead structured vendor procurement, bid packages, scoring rubrics, and SOWs.
• Govern contracts and invoices by tracking milestones, fee caps, and terms.

Skills

Portfolio management

Vendor management

Dashboards

Procurement

Contract management

SOW development

Data analysis

Executive communication

Negotiation

AI in operations

Tools

Linear

Jira

Job description

Crossover is seeking a VP Portfolio Operations to own the execution layer of a multi-initiative EdTech portfolio. You will build AI-powered dashboards, vendor scorecards, and contract controls so executives can act quickly on $5M+ decisions, with a focus on accountability and spend integrity.

The role emphasizes concrete outcomes over meetings, including managing vendor performance, bid packages, and evidence-backed recommendations for optimal allocation and risk mitigation.