Smartsheet

Senior Software Engineer II - AI Engineering (Remote Eligible)

Smartsheet$175K — $245K *
US-AnywhereRemote in United States
Information Technology
8 - 10 years of experience
Job Overview by Ladders

Qualifications

  • 8+ years of software engineering experience, including 2+ years with LLMs in production.
  • Hands-on expertise in prompt and context engineering, understanding how input design alters model behavior.
  • Strong knowledge of RAG architectures and retrieval evaluation techniques.
  • Experience in building LLM evaluation frameworks and designing quality metrics.
  • Fluency in agent system design with the ability to engage in architectural discussions.
  • Proficient in Python and comfortable in data-heavy environments.
  • Skilled in communicating complex findings clearly to both technical and non-technical audiences.
  • Strong cross-functional judgment and clarity in managing ambiguity.

Responsibilities

  • Design and build LLM-powered agents and workflows within Smartsheet.
  • Develop and optimize prompts, RAG pipelines, and reasoning patterns.
  • Implement end-to-end AI systems on cloud infrastructure, focusing on performance and incident management.
  • Collaborate with various teams to translate business needs into AI solutions.
  • Mentor engineers on ML best practices and responsible AI development.
  • Establish standards for AI development and model governance.
  • Stay updated with the evolving AI and LLM landscape to assess new tools and frameworks.

Benefits

  • Employer subsidized medical, vision, and dental coverage for full-time employees.
  • 401k Match up to the first 6% of eligible pay.
  • Monthly stipends to support productivity.
  • Flexible Time Away Program and Sick Time Off.
  • 12 paid holidays a year and up to 24 weeks of Parental Leave.
  • Personal paid Volunteer Day.
  • Opportunities for professional growth with access to online courses.
  • Company Funded Perks including counseling memberships and local discounts.
  • Teleworking options for flexibility.
Full Job Description
Smartsheet is building the next generation of AI-powered strategic planning and work execution agents through SmartAssist, our intelligent agent platform. You will work closely with Engineering and AI Platform teams, embedded in a team working in a critical area and building toward a mature Agent Development Lifecycle (ADLC).

You will architect how we design, build, and operationalize AI-driven solutions that transform work execution at enterprise scale.
You Will:
  • Design and build production-grade LLM-powered agents and workflows within Smartsheet, including architecture decisions on system design, data pipelines, and deployment strategies
  • Develop and optimize prompts, RAG pipelines, and agent reasoning patterns; build evaluation frameworks to measure accuracy, hallucination rates, and performance across model versions
  • Implement and manage end-to-end AI systems on cloud infrastructure (AWS, GCP, or Azure), including monitoring, optimization, and incident response
  • Collaborate with Engineering, Product, and cross-functional teams to translate business requirements into technical AI solutions that drive real impact
  • Mentor and guide other engineers on applied ML best practices, modern AI development patterns, and production considerations
  • Establish best practices and standards for AI development, model governance, and responsible AI within the organization
  • Stay current with the rapidly evolving AI/LLM landscape and evaluate emerging tools, frameworks, and techniques for Smartsheet's needs
You Have:
  • 8+ years of software engineering experience, with at least 2 years working directly with LLMs in production
  • Deep, hands-on experience with prompt engineering and context engineering, you understand how model behavior changes with framing, structure, and input design
  • Strong working knowledge of RAG architectures: chunking strategies, embedding models, retrieval evaluation, and failure diagnosis
  • Experience building or extending LLM evaluation frameworks, you have designed scorers, worked with golden datasets, and thought carefully about what good looks like
  • Fluency in agent system design, you don't need to own the architecture, but you can engage as a peer on architectural tradeoffs that affect quality
  • Strong Python skills; comfortable working in data-heavy environments (Databricks, Delta tables, or equivalent)
  • Ability to communicate complex quality findings (written and verbal) to both technical and non-technical stakeholders, you can explain what's broke, why it matters, and what needs to happen next without losing the room
  • Strong cross-functional judgment, you know when to escalate, when to resolve independently, and how to build credibility across engineering, product, and AI platform teams
  • A bias for clarity in ambiguous situations, when failure modes are murky and trade-offs are real, you bring structure and a clear point of view rather than waiting for consensus
  • Legally eligible to work in the U.S. on an ongoing basis
  • BS or MS in Computer Science, a related field, or equivalent industry experience

Strong Plus:
  • Experience with MLflow or similar experiment tracking platforms
  • Familiarity with CI-integrated evaluation pipelines
  • Experience with multi-agent orchestration frameworks
  • Prior work in an Applied AI or LLMOps function within a product company
What Success Looks Like:

In your first 6 months, you will have:
  • Delivered measurable, validated quality improvement on at least one SmartAssist agent across our defined quality dimensions
  • Expanded evaluation coverage to close the most significant blind spots in our current framework
  • Established a repeatable quality improvement methodology the broader team can apply
Why This Role:
  • You will have real ownership, not a supporting role on someone else's roadmap
  • SmartAssist is shipping to real users; this work has immediate, visible impact
  • You will be part of a fast-moving team that deeply values engineering rigor and actively seeks diverse perspectives


Current US Perks & Benefits:
  • Employer subsidized medical/vision and dental coverage for full-time employees
  • 401k Match to help you save for your future (50% of your contribution up to the first 6% of your eligible pay)
  • Monthly stipend to support your work and productivity
  • Flexible Time Away Program, plus Sick Time Off
  • US employees are automatically covered under Smartsheet-sponsored life insurance, short-term, and long-term disability plans
  • US employees receive 12 paid holidays per year
  • Up to 24 weeks of Parental Leave
  • Personal paid Volunteer Day to support our community
  • Opportunities for professional growth and development including access to Udemy online courses
  • Company Funded Perks, including a counseling membership, local retail discounts, and your own personal Smartsheet account
  • Teleworking options from any registered location in the U.S. (role specific)

Smartsheet provides a competitive base salary range for roles that may be hired in different geographic areas we are licensed to operate our business from. Actual compensation is determined by several factors including, but not limited to, level of professional, educational experience, skills, and specific candidate location. In addition, this role will be eligible for a market competitive incentive opportunity.

US Base Salary Pay Range

$175,000-$245,000 USD

About Smartsheet

Smartsheet is a software as a service (SaaS) company that provides businesses with collaboration and work management tools. The company's platform allows teams to manage and automate workflows, projects, and processes. Smartsheet's software is used by over 90% of the Fortune 100 companies and has over 15 million registered users. The company was founded in 2005 and is headquartered in Bellevue, Washington.
Learn more about Smartsheet
Size
2,539 employees
Market Cap
$4.9 billion
Industry
Net Income
-$114.4 million
Founded
2005
5 Year Trend
+52.4%
Revenue
$354.1 million
NASDAQ

Similar Jobs

More Jobs at Smartsheet

More Information Technology Jobs

Find similar Senior Software Engineer II - AI Engineering (Remote Eligible) jobs: