MaintainX - Principal Technical Program Manager
Requirements
• 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.
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. • 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
• 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. • 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. • Our mission is to make the lives of blue-collar workers easier worldwide by creating software that meets their needs and realities. Our product is truly life-changing for 80% of the workforce that doesn’t work behind a desk and needs enterprise-grade software at their fingertips.
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