Principal Technical Program Manager - Remote

1w1 week ago

MaintainX

CA · Full-time · $240,000 – $350,000

About this role

MaintainX is the world's leading AI-powered maintenance and asset management platform, serving 13,000+ customers including Duracell, Shell, Cintas, and Brenntag. The company raised $150M in Series D funding led by Bessemer Venture Partners and Bain Capital Ventures. Named to the Forbes 2025 Cloud 100, it seeks a Principal Technical Program Manager for complex cross-functional engineering initiatives.

In this senior individual contributor role, own a portfolio of programs spanning Core product, AI/ML, Platform, Infrastructure, and Enterprise. Operate as a peer to senior engineering leaders, influencing without direct authority. Drive end-to-end execution of company-critical programs across fully distributed teams.

Lead design and delivery of highly complex initiatives in ambiguous technology areas, making tradeoffs across scope, quality, timing, and architectural debt. Establish OKRs, KPIs, and operating rhythm including planning, reviews, retros, and exec updates. Surface cross-team risks early and provide escalation management.

Create scalable mechanisms and methodologies for growing engineering org. Author strategy narratives, program plans, and exec memos; present to leaders two and three levels above. Join a global team reflecting Smart Humble Optimist values in a meritocracy where ideas and effort are celebrated.

Support mission to make blue-collar workers' lives easier with enterprise-grade software at their fingertips. Work in flexible culture with take-what-you-need PTO. Committed to diverse environment for all qualified applicants.

Requirements

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
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

Responsibilities

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

Benefits

Meaningful equity opportunities
Healthcare, dental, and vision coverage
401(k) / RRSP enrollment program
Take-what-you-need PTO and flexible work culture
Work alongside folks across the globe that reflect the MaintainX values, Smart Humble Optimist
Meritocracy, where ideas and effort are publicly celebrated