Principal Program Manager $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
Description
You've assembled status updates. Monitored timelines. Coordinated with suppliers. Documented dependencies. But your outputs didn't drive decisions. That authority belonged elsewhere.
2 Hour Learning is constructing an AI-enabled education system engineered to deliver a complete day's academic advancement in two hours. Scaling this system demands alignment across multiple workstreams, technology suppliers, agreements, and capital allocation choices. Your responsibility is to ensure the execution infrastructure is dependable enough to support leadership action.
You will control the operational artifacts that underpin those choices: portfolio command centers that surface delivery drift before escalation, supplier performance records anchored to binding contractual terms, structured procurement frameworks that clarify trade-off decisions, and financial oversight mechanisms that block unauthorized expenditure. AI will function as a core part of your toolkit, enabling you to normalize reporting, identify outliers, evaluate competing proposals, assess supplier reliability, and verify payment accuracy.
This is not a program office position centered on status ceremonies, procedural adherence, or presentation aesthetics. It is designed for a builder who expects their contributions to shape outcomes. When a supplier fails to deliver, your documentation should leave no ambiguity. When expenditure diverges from the agreement, your controls should intercept it. When leadership faces a $5M resource allocation, your analysis should enable rapid, confident commitment. If this describes the scope of impact you have been seeking, submit your application.
What you will be doing
- Control portfolio-wide command dashboards spanning 10+ parallel initiatives, leveraging AI to normalize status inputs, identify schedule erosion, flag impediments, and sustain an authoritative executive perspective on progress, spend, and exposure
- Execute periodic supplier performance assessments and sustain criteria-driven scorecards integrating delivery outcomes, quality standards, cost efficiency, contractual adherence, and subjective performance indicators
- Direct competitive technology-supplier sourcing processes, encompassing structured proposal frameworks, apples-to-apples evaluations, assessment matrices, statement-of-work construction, and data-supported selection recommendations
- Administer contract and invoice oversight by monitoring rate ceilings, deliverable gates, acceptance thresholds, and change orders, then cross-checking invoices against executed agreements before authorizing payment
- Apply AI continuously to interpret portfolio datasets, flag irregularities, highlight underperformance, produce decision-grade deliverables, and minimize manual program administration overhead
What you will NOT be doing
- Generating progress summaries that leadership reviews but does not rely on for decision-making
- Operating a coordination-centric program office where process activity outweighs tangible execution results
- Framing supplier management as partnership cultivation while delivery shortfalls remain unaddressed
- Delegating contracts, statements of work, invoices, or sourcing outcomes to others because they appear overly commercial or technical in nature
- Employing AI sporadically as a convenience feature rather than embedding it into your operational core
Key responsibilities
Deliver dependable, AI-enhanced dashboards, scorecards, sourcing frameworks, and financial controls that equip executives with the visibility and influence required to enforce supplier accountability, govern expenditure, and drive delivery velocity across a $50M EdTech portfolio.
Candidate requirements
- Held direct ownership of a portfolio comprising 10+ simultaneous initiatives with minimum $5M budgetary accountability, including decision rights over funding distribution, supplier designation, or initiative sequencing
- Oversaw 5+ external technology suppliers concurrently, including SaaS vendors, AI/ML solution providers, marketing service firms, or software development partners
- Designed and sustained portfolio-level command views incorporating indicators such as delivery status, budget consumption versus projection, milestone achievement, and critical risks or constraints
- Can reference a specific instance where executive leadership relied on your portfolio intelligence to authorize a vendor continuation, reallocate budget, or halt an initiative
- Personally directed competitive technology sourcing, encompassing structured proposal assessment, supplier ranking, negotiation execution, and final selection
- Drafted or jointly developed SOWs featuring quantifiable outputs, phased payment triggers, service-level agreements, acceptance conditions, or other performance-linked provisions
- Negotiated financial provisions including pricing structures, penalty clauses, expenditure limits, or termination rights, and applied those provisions through invoice verification or remedial measures
- Exceptional written communication capability, with demonstrated ability to distill complex financial and operational intelligence into actionable executive guidance
- Capable of interpreting financial and supplier performance intelligence rapidly enough to propose optimization, reallocation, or supplier termination
- Available to operate during US business hours
Nice to have
- Background applying AI-powered command views, outlier detection, forward-looking alerts, or natural-language interpretation within portfolio oversight
- Prior exposure to EdTech, technology sectors, consulting practices, or comparable settings involving intricate portfolios of external technology suppliers
- Proficiency with portfolio and workflow platforms including Linear, Jira, or equivalent systems
Applying for a role? Here’s what to expect.
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