Documentation Engineer

Why join Upscale, Inc. 

Upscale, Inc., is building the high-performance infrastructure powering the next generation of artificial intelligence. Backed by over $500M in funding and rapid global adoption, we are scaling systems designed for the world’s most demanding AI workloads.

We focus on first-principles engineering across silicon, systems, and networking—where performance, scale, and execution are critical. Our team is talent-dense and high-performing. We value ownership, technical rigor, and speed, and we offer the opportunity to work on foundational problems with immediate, real-world impact.

If you’re looking to do high-impact work, move fast, and help define the infrastructure behind the future of AI—Upscale is where you can produce meaningful work at the frontier—and operate at a high standard. 

The Role

We need a Documentation Engineer to own all technical content across Scaleout, Scaleup, and Orchestration — and to pitch in across the Customer Experience (CX) team wherever you're needed most.

This is a multi-hat role at a startup. Your primary mandate is building and running a documentation pipeline that uses AI tools (Claude, Cursor) and automation to produce, verify, and maintain technical content at a pace that keeps up with the product. But you're also a working member of a small team. Depending on where we are in a release cycle, your week might look very different:

• During a release push: You're heads-down on docs. Drafting, verifying CLI outputs on live switches, coordinating with engineering on accuracy, pushing content through review.
• Between releases: You're helping in the lab, assisting with customer cases, supporting professional services engagements, building training materials, or working on automation that makes the next release cycle faster.

The common thread is that you're technical enough to do real engineering work, you write well enough to produce publication-grade content, and you use AI tools as a force multiplier for both. When a doc says "run this command and expect this output," you've already run it yourself and confirmed it. When you find a mismatch between documentation and product behavior, you file the bug.

You're expected to be proficient with AI tools from day one. Claude and Cursor are your primary tools for drafting, formatting, style enforcement, command verification, and content generation. This is not "AI-assisted" as a nice-to-have. It's how the work gets done.

Documentation Pipeline

• Build and operate AI-driven workflows for documentation production: draft generation from source code and PRDs, style enforcement, terminology consistency, command verification against live switches, and release note generation.
• Develop and maintain Claude skills and prompts that enforce consistent structure and formatting across all documents.
• Establish document control standards: numbering, revision tracking, cross-references, and change management.
• Use Cursor to extract technical context from source code repositories, verify documented behavior against actual implementation, and identify undocumented features or changes.

Product Documentation

• Own all technical documentation across Scaleout, Scaleup, and Orchestration: installation guides, configuration references, troubleshooting procedures, hardware guides, API documentation.
• Generate content from engineering input, source code, PRDs, and your own hands-on testing. Not just formatting — creating.
• File bugs when documentation verification reveals product issues. If the documented behavior doesn't match the actual behavior, that's a bug and you own reporting it.
• Work with engineering and product teams to document new features, APIs, integrations, and architecture.

Team Training and Enablement

• Develop training materials for new product features, common support scenarios, and operational procedures.
• Deliver training to the support team — formal sessions for new releases, informal walkthroughs on cases.
• Turn recurring ticket patterns into documented procedures and training content.
• Help onboard new team members with product knowledge and tooling.

Security Responses and Incident Content

• Write security response documents (SIRTs) that are clear, accurate, and scoped for the right audience.
• Make sure remediation steps are technically correct and actionable.
• Standardize incident communication format and process.

Release Communications

• Write release notes that explain engineering changes in language customers can act on.
• Work with product and engineering to make sure every release is documented before it ships.

Customer-Facing Content Oversight

• Final review on anything customer-facing: KB articles, presentations, UI copy, email templates.
• Review content from other teams for clarity, accuracy, and consistency.

Team Support (as needed)

• Assist with customer cases during escalations or capacity constraints.
• Support lab work: test setups, configuration verification, reproduction of customer-reported issues.
• Contribute to professional services engagements where documentation, training, or technical content is needed.
• Step into any role on the CX team where an extra set of capable hands is needed.

Where you fall within that range depends on your experience, skills, and impact—we benchmark against internal levels to keep things fair and consistent.

Equal Opportunity

Upscale, Inc., is building a team that reflects a wide range of perspectives, backgrounds, and experiences. We’re proud to be an Equal Opportunity Employer and consider all qualified applicants regardless of race, color, religion, national origin, sex, sexual orientation, gender identity, disability, or veteran status.

Accessibility & Accommodations

We’re committed to making our hiring process accessible to everyone. If you need accommodations at any stage, just reach out to us at [email protected]—we’re happy to help. Note: This inbox is only for accommodation requests.