Director Program Management

$200,000 USD/year ^{Pay is set based on global value, not the local market. Most roles = hourly rate x 40 hrs x 50 weeks}  ($100 USD/hour)

• Maintain portfolio-level dashboards for 10+ parallel initiatives, leveraging AI to normalize status updates, identify delays, surface blockers, and deliver a reliable executive perspective on delivery, budget, and risk
• Conduct structured vendor performance reviews and maintain rubric-driven scorecards integrating delivery quality, cost efficiency, contractual adherence, and qualitative performance indicators
• Oversee competitive procurement for technology vendors, including the creation of structured bid packages, standardized comparisons, evaluation rubrics, SOW authorship, and evidence-supported recommendations
• Enforce contract and invoice governance by monitoring fee ceilings, milestone triggers, acceptance conditions, and amendments, then auditing invoices against signed agreements before authorizing payment
• Integrate AI into daily operations to parse portfolio data, detect outliers, highlight underperformance, generate decision-ready materials, and minimize manual administrative overhead

• Creating status reports that executives review but never reference when making decisions
• Operating a meeting-driven PMO where coordination supersedes tangible execution outcomes
• Managing vendor relationships as courtesy exercises while ignoring missed deliverables or commitments
• Delegating contracts, SOWs, invoices, or procurement decisions to others because they appear too commercial or technical
• Treating AI as an occasional convenience rather than a foundational component of your operating model

Deliver dependable, AI-enhanced dashboards, scorecards, procurement frameworks, and contract controls that equip executives with the clarity and authority to hold vendors accountable, manage costs, and drive delivery across a $50M EdTech portfolio.

• Owned a portfolio of 10+ concurrent initiatives with at least $5M in budget responsibility, including direct authority over budget allocation, vendor selection, or initiative prioritization
• Managed 5+ external technology vendors simultaneously, such as SaaS platforms, AI/ML providers, marketing agencies, or engineering firms
• Designed and maintained portfolio-level dashboards tracking metrics including delivery health, budget consumption versus forecast, milestone completion, and critical risks or blockers
• Can cite a specific instance where C-suite executives relied on your portfolio data to inform a go/no-go decision on vendor renewal, budget reallocation, or initiative deprioritization
• Led competitive technology procurement directly, including structured bid evaluation, vendor scoring, negotiation, and final selection
• Drafted or co-drafted SOWs incorporating measurable deliverables, milestone-based payments, SLAs, acceptance criteria, or other performance-linked terms
• Negotiated commercial provisions such as pricing structures, penalties, fee caps, or exit clauses, and enforced those provisions through invoice validation or corrective measures
• Possess strong written communication skills, with the ability to distill complex financial and operational data into concise, actionable recommendations for executives
• Can analyze financial and vendor-performance data with sufficient speed to recommend optimization, reallocation, or vendor termination
• Available to work US business hours

• Experience applying AI-enabled dashboards, anomaly detection, predictive alerts, or natural-language analysis within portfolio management contexts
• Background in EdTech, technology, consulting, or similar environments managing complex portfolios of external technology partners
• Proficiency with portfolio and delivery tools such as Linear, Jira, or comparable systems