Director of AI-Driven Portfolio Execution

Alpha School; Kansas City (KS); On-site; USD 124,000 - 152,000; Full time

Job summary

2 Hour Learning, a AI-driven education company, is seeking a Director of Program Management to own portfolio dashboards, vendor scorecards, and contract controls that enable executives to act decisively on a $50M EdTech portfolio. This role is hands-on and results-focused, not a PMO meeting setter.

You will manage 10+ initiatives, oversee a $5M budget footprint, and lead structured bid packages with evidence-backed recommendations.

Qualifications

• Directly owned a portfolio of 10+ concurrent initiatives with significant budget responsibility.
• Built dashboards and scorecards exposing risks and slippage.
• Led procurement and contract controls with measurable outcomes.

Responsibilities

• Produce AI-powered dashboards and scorecards across initiatives.
• Lead competitive technology procurement with structured bid packages.
• Govern contracts and invoices, validating terms before spend.
• Use AI to analyze portfolio data and alert on anomalies.
• Provide outputs to executives to support rapid decision-making.

Skills

Portfolio management

Vendor management

Data analysis

Executive communication

AI in portfolio mgmt

Tools

Linear

Jira

Job description

2 Hour Learning, a AI-driven education company, is seeking a Director of Program Management to own portfolio dashboards, vendor scorecards, and contract controls that enable executives to act decisively on a $50M EdTech portfolio. This role is hands-on and results-focused, not a PMO meeting setter.

You will manage 10+ initiatives, oversee a $5M budget footprint, and lead structured bid packages with evidence-backed recommendations.