# Principal Technical Program Manager

Remote from[USA](https://jobicy.com/job-region/usa.md), [Canada](https://jobicy.com/job-region/canada.md)Annual salary Undisclosed Salary information is not provided for this position.
Check our [Salary Directory](https://jobicy.com/salaries.md) to estimate the average compensation for similar roles.Department  [Product & Operations](https://jobicy.com/categories/management.md) Employment type Full Time, Job posted25 Jun 2026Apply before25 Jul 2026Experience level  Senior
Views / Applies 680 / 125 [About company](https://jobicy.com/company/maintainx.md) [Share](#share)

About [MaintainX](https://jobicy.com/company/maintainx.md)

MaintainX is the trusted partner for continuous work execution, elevating daily operations by providing modern tools that streamline maintenance and maximize equipment uptime.

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[Computer Software](https://jobicy.com/company-category/software.md)
*  2018

Verified job posting This job post has been [manually reviewed](https://jobicy.com/tools/help-center/employee/how-does-jobicy-verify-the-legitimacy-of-remote-job-listings.md) for authenticity and compliance.       Tailor Resume Check Job Fit Cover Letter

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2. Key Strengths: Your PMP certification and proven track record in delivering projects on time are strong assets for this position.
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###  AI Summary

MaintainX seeks a Principal Technical Program Manager to drive complex, cross-functional engineering initiatives spanning Core product, AI/ML, Platform, Infrastructure, and Enterprise. This senior individual contributor role requires 10+ years of TPM experience and ownership of company-critical programs in a hypergrowth environment.

### Role DNA

Job Complexity Easy Hard

AI Insight The role demands a rare combination of deep technical program management expertise across multiple domains (AI/ML, infrastructure, enterprise), strategic influence without authority, and experience scaling programs during hypergrowth, making it extremely challenging.

### Salary Analysis

Median  Market Rate  USD250,000US Market USD200k – 350k 0 USD385k      AI Insight The offered salary is not specified, but based on market data for a Principal TPM at a well-funded Series D company, the median salary is estimated at $250,000. This is competitive for the role's seniority and impact.

### Core Skills Required

[Technical Program Management](https://jobicy.com/jobs?search_keywords=Technical+Program+Management.md) [Cross-functional Leadership](https://jobicy.com/jobs?search_keywords=Crossfunctional+Leadership.md) [AI/ML](https://jobicy.com/jobs?search_keywords=AIML.md) [Infrastructure](https://jobicy.com/jobs?search_keywords=Infrastructure.md) [Platform Engineering](https://jobicy.com/jobs?search_keywords=Platform+Engineering.md) [Enterprise](https://jobicy.com/jobs?search_keywords=Enterprise.md) [OKR/KPI Definition](https://jobicy.com/jobs?search_keywords=OKRKPI+Definition.md) [Risk Management](https://jobicy.com/jobs?search_keywords=Risk+Management.md) [Executive Communication](https://jobicy.com/jobs?search_keywords=Executive+Communication.md) [Strategy Narrative](https://jobicy.com/jobs?search_keywords=Strategy+Narrative.md) [Agile/Scrum](https://jobicy.com/jobs?search_keywords=AgileScrum.md) [Scalable Processes](https://jobicy.com/jobs?search_keywords=Scalable+Processes.md) [Hypergrowth](https://jobicy.com/jobs?search_keywords=Hypergrowth.md) [Distributed Teams](https://jobicy.com/jobs?search_keywords=Distributed+Teams.md) [B2B SaaS](https://jobicy.com/jobs?search_keywords=B2B+SaaS.md) [Product Development](https://jobicy.com/jobs?search_keywords=Product+Development.md) [Stakeholder Management](https://jobicy.com/jobs?search_keywords=Stakeholder+Management.md) [Data-driven Decision Making](https://jobicy.com/jobs?search_keywords=Datadriven+Decision+Making.md) [Program Planning](https://jobicy.com/jobs?search_keywords=Program+Planning.md) [Mentorship](https://jobicy.com/jobs?search_keywords=Mentorship.md)

### Cover Letter Sample

I am excited to apply for the Principal Technical Program Manager role at MaintainX. With over 12 years of experience driving complex, cross-functional programs in fast-growing tech companies, I have a proven track record of delivering high-impact initiatives in AI/ML, platform, and enterprise domains. My ability to establish OKRs, manage risk, and communicate strategy to executive leadership aligns perfectly with your needs. I am particularly drawn to MaintainX's mission of empowering blue-collar workers and its impressive growth trajectory. I look forward to contributing to your engineering org's scaling and success.   Copy

### Sample Interview Questions

Describe a time you led a complex program involving multiple engineering teams (e.g., AI/ML, platform, and product). How did you ensure alignment and delivery?I led a cross-org program to integrate an AI-powered recommendation engine into our platform. I established a shared OKR framework, held weekly syncs with leads from each team, and used a RACI matrix to clarify responsibilities. When dependencies surfaced, I facilitated trade-off discussions and escalated to execs only when necessary. The program shipped on time with a 15% increase in user engagement.How do you approach defining and tracking KPIs for a program that spans infrastructure and product teams?I start by aligning with each team on the desired business outcome, then decompose it into leading and lagging indicators. For infrastructure, I track latency, uptime, and cost efficiency; for product, I track feature adoption and user satisfaction. I use dashboards to visualize progress and hold monthly reviews to adjust targets based on data.Can you give an example of how you influenced decision-making without direct authority?In a prior role, I needed to convince engineering leads to prioritize a platform migration over feature work. I built a data-driven business case showing the long-term cost savings and risk reduction, presented it in a one-pager, and socialized it with key stakeholders. Through one-on-one conversations, I addressed concerns and built consensus, ultimately gaining buy-in from all teams.How do you handle ambiguity in a new technology area, such as integrating a foundation model?I start by conducting a spike to explore feasibility, involving subject matter experts to define scope and risks. I break the work into iterative phases, each with clear deliverables and success criteria. I communicate progress frequently to stakeholders, adapting the plan as we learn. This approach reduces uncertainty and builds confidence.Describe how you have used AI tools to scale your own throughput as a TPM.I use Claude to draft meeting agendas and summaries, and ChatGPT to generate initial versions of strategy documents. I also leverage AI for data analysis, like parsing logs to identify patterns. This frees up time for higher-level thinking and stakeholder engagement.  MaintainX is the world’s leading AI-powered maintenance and asset management platform, serving 13,000+ customers including Duracell, Shell, Cintas, and Brenntag. We raised[ $150M in Series D funding](https://www.getmaintainx.com/newsroom/maintainx-raises-150m) led by Bessemer Venture Partners and Bain Capital Ventures, bringing our total funding to $254M. We were named to the[ Forbes 2025 Cloud 100](https://www.getmaintainx.com/blog/maintainx-named-to-2025-forbes-cloud-100), the definitive ranking of the top 100 private cloud companies in the world.
We are seeking a Principal Technical Program Manager to drive our most complex, cross-functional engineering initiatives. You’ll own a portfolio of programs spanning Core product, AI/ML, Platform, Infrastructure, and Enterprise — operating as a peer to our senior engineering leaders and influencing without direct authority. This is a senior individual contributor role.

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.

About Us

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.

MaintainX is committed to creating a diverse environment. All qualified applicants will receive consideration for employment without regard to race, color, religion, gender, gender identity or expression, sexual orientation, national origin, genetics, disability, age, or veteran status.
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[Apply now >](https://jobicy.com/jobs/143394-principal-technical-program-manager.md)

>  Annual salary information is not provided for this position. Explore salary ranges for similar roles in our [Salary Directory ›](https://jobicy.com/salaries.md)

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