Principal Technical Program Manager

What You’ll Do

• Own end-to-end execution of company-critical programs that span Core product, AI/ML, Platform, Infrastructure, and Enterprise teams.
• Lead design and delivery of highly complex initiatives in ambiguous or new technology areas; make tradeoffs across scope, quality, timing, and architectural debt.
• Establish OKRs, KPIs, and the operating rhythm (planning, reviews, retros, exec updates) that keep a fully distributed engineering org aligned and shipping.
• Surface cross-team risks early, provide escalation management, and steer teams away from prior failure patterns.
• Create scalable mechanisms and methodologies that hold up as the engineering org grows.
• Author strategy narratives, program plans, and exec memos; present to leaders two and three levels above with the clarity expected at the principal level.

About You

• 10+ years managing technical programs across cross-functional engineering teams.
• 3+ years operating at a principal or staff level driving multi-org programs.
• Experience leading complex programs in at least three of: infrastructure or platform, AI/ML, consumer or frontline products, and enterprise/B2B.
• Experience defining KPIs and SLAs and reporting program outcomes to executive leadership.

Preferred Qualifications

• Experience shipping AI/ML-powered products or working with foundation models.
• Experience scaling platform or infrastructure teams through hypergrowth.
• Experience supporting an upmarket motion to Fortune 5000 customers.
• Track record authoring strategy narratives and exec memos that drive decisions.
• Demonstrated track record of using AI tools (Claude, ChatGPT, etc) to scale your own throughput as a TPM.

What’s In It for You

• Competitive salary and meaningful equity opportunities.
• Healthcare, dental, and vision coverage.
• 401(k) / RRSP enrollment program.
• Take-what-you-need PTO and flexible work culture.
• A Work Culture where:
  • You'll work alongside folks across the globe that reflect the MaintainX values, Smart Humble Optimist.
  • We believe in meritocracy, where ideas and effort are publicly celebrated.