Principal Technical Program Manager

MaintainX

Principal Technical Program Manager at MaintainX managing complex programs in AI/ML and engineering. Leading initiatives across distributed teams with an emphasis on ownership and accountability.

Posted 5/8/2026full-timeRemote • California • 🇺🇸 United StatesLeadWebsite

About the role

Key responsibilities & impact

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.

Requirements

What you’ll need

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.

Benefits

Comp & perks

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.

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills & Tools

program managementKPI definitionSLA definitionAI/MLinfrastructureplatformconsumer productsenterprise productscross-functional team leadershipcomplex program delivery

Soft Skills

leadershipcommunicationstrategic thinkingrisk managementproblem-solvingclarity in presentationcollaborationadaptabilityorganizational skillsexecutive engagement