4+ years in technical program management or related roles with a focus on complex technical projects.
Strong attention to detail and ability to turn plans into results.
Technical foundation in infrastructure or platform management, with understanding of networking and provisioning.
Ability to learn new systems quickly and apply knowledge effectively.
Experience operating within large enterprise organizations, managing change and security reviews.
Clear and structured communication skills, adaptable to different audiences.
Responsibilities
Own the end-to-end program plan for customer deployments, translating requirements into actionable plans.
Drive execution across multiple customer teams, ensuring alignment and resolving blockers.
Act as the liaison between engineers and customers, defining technical requirements and actionable steps.
Manage the deployment operating cadence, keeping leadership informed of progress and blockers.
Collaborate with internal teams to integrate customer learnings into standard deployment processes.
Define and establish the technical program management function as the company scales.
Benefits
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for employees and families
Life insurance and disability benefits
Retirement plan options based on employment location
Parental leave
Fertility and family building benefits
Complimentary lunch and snacks
Discretionary benefit stipend for personal spending
Unique offerings like free alphorn lessons
Full Job Description
What you'll do
As Sierra's founding Infrastructure Technical Program Manager, you'll help define how we bring our AI platform into the cloud environments of some of the world's largest and most regulated enterprises. Working alongside Agent Engineers, Deployed Infrastructure Engineers, and Agent Strategists, you'll own the programs & strategy that takes customers from deployment planning to agents live in production, and continue to support the upgrades and expansion that follow. You'll bring your technical program management expertise to enterprise AI while establishing the playbooks and ways of working that help this new function scale.
Own the end-to-end program plan for a customer's in-VPC (Bring Your Own Cloud, BYOC) deployment. Translate customer requirements into a clear deployment plan, with clear workstreams, owners, milestones, and dependencies across Sierra and customer teams.
Drive execution across many customer teams (platform engineering, cloud provisioning, security, networking, model access, observability) and build alignment across customer teams, establish clear commitments, and find creative ways to resolve blockers and keep deployments moving.
Be the translation layer between our engineers and the customer's: define requirements such as model access, observability, and upgrade cadence, and turn technical discussions into actionable next steps.
Run the operating cadence for the deployment (standups, weekly status, escalations) so leadership on both sides always knows what's blocked, who owns it, and what it means for the launch date.
Partner with Sierra's Platform and Deployed Infrastructure teams to feed customer-specific learnings back into our standard deployment offering, runbooks, and tooling, making each subsequent launch more predictable and repeatable.
Define the TPM function at Sierra as we scale & establish the playbooks, operating rhythms, and standards that future TPMs and customer teams will build on.
What you'll bring
4+ years in technical program management, infrastructure or platform program management, deployment or solutions engineering, or a similar role where you were accountable for delivering complex technical projects across multiple teams.
A track record of bringing structure to complex technical programs, with strong attention to detail and the follow-through to turn plans into results.A strong technical foundation from infrastructure, platform, or complex backend programs. You can work through technical dependencies with engineers, understand how requirements such as networking, permissions, and provisioning affect delivery, and translate those discussions into a clear plan. You'll deepen your knowledge of Sierra's architecture and customer deployment environments as you ramp.
Technical curiosity and slope: You demonstrate the ability to learn new systems quickly, you ask thoughtful questions, build context, and apply what you learn to move programs forward.
Comfort operating inside large, complex enterprise organizations (change management, security reviews, ownership spread across many teams) with the persistence and resourcefulness to keep teams aligned and deployments moving .
Clear, structured communication: you make complex technical topics, program status, and decisions understandable to engineers and leaders, and adapt your approach to your audience
Degree in Computer Science, Engineering, or a related field, or equivalent professional experience.
Even better....
Hands-on engineering background (software, DevOps, SRE, or infrastructure) before moving into program or product management, or direct experience with AWS, VPCs, IAM, Kubernetes, or Terraform.
Experience deploying software into customer-owned cloud environments (BYOC, VPC, or air-gapped), especially at banks or other regulated institutions.
Familiarity with LLM infrastructure: model gateways, Bedrock or Azure OpenAI, observability for AI systems.
Experience at an early-stage company where you built the program-management function from scratch.
What we offer
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
About Sierra Club
The Sierra Club is a nonprofit organization that promotes environmental conservation. It was founded in 1892 by John Muir and is one of the oldest and largest environmental organizations in the United States. The organization has over 3.8 million members and supporters and is dedicated to protecting the planet's natural resources and wildlife. The Sierra Club engages in a variety of activities, including lobbying for environmental legislation, organizing outdoor activities, and publishing a magazine. The organization is headquartered in Oakland, California.
