Senior Product Solutions Architect - LLM Observability

WinsAbove; Town of Boston (NY); Hybrid; USD 167,000 - 244,000; Full time

Benefits offered by this job

Generous global benefits

Stock equity and employee stock purchase plan

Continuous professional development

Job summary

WinsAbove is seeking a Product Solutions Architect to collaborate with customers on LLM Observability product implementations. You will partner closely with field teams, creating technical guides and engaging in customer-facing support.

In this role, your software engineering skills, particularly in LLM applications, will be essential. Ideal candidates have distributed systems experience and competencies in languages like Python and JavaScript. The position requires travel up to 40% of the time.

Datadog offers a competitive salary range between $167,000 and $244,000 USD, along with equity options and professional development opportunities.

Qualifications

• Strong software engineering foundation with hands-on experience in LLM-powered applications.
• Familiarity with distributed systems and observability concepts.
• Experience with coding languages such as Python, JavaScript, or TypeScript.

Responsibilities

• Serve as in-house expert for Datadog’s LLM Observability product.
• Provide technical and architectural guidance to enterprise customers.
• Create technical collateral to assist Field teams.

Skills

Software engineering foundation

Experience with LLM-powered applications

Distributed systems knowledge

Familiarity with Python and/or JavaScript/TypeScript

Strong listening and consultative skills

Tools

Datadog

LLM application testing frameworks

Job description

The Product Solutions Architecture (PSA) team acts as a technical multiplier across Datadog. PSAs are domain experts who partner with Field teams on complex customer use cases across pre- and post-sales engagements and scale their impact by producing reusable collateral, including reference architectures, technical guides, and enablement assets. By feeding real-world customer insights back to Datadog Product teams, PSAs help influence product roadmaps while accelerating adoption, usage, and long-term customer success.

Datadog’s LLM Observability product enables organizations to monitor, troubleshoot, and optimize large-scale LLM-powered applications with confidence, while meeting requirements around data privacy, compliance, and cost management. As a Product Solutions Architect, you will partner closely with Datadog customers and the LLM Observability product team to design architectures, implement best practices, and drive adoption of LLM observability across customer environments.

What You’ll Do:

• Serve as the in-house subject matter expert for Datadog’s LLM Observability product
• Partner with Field teams to provide hands‑on technical and architectural guidance to enterprise customers adopting LLM Observability
• Create high‑impact technical collateral, including reference architectures, technical guides, cookbooks, and documentation to enable Field teams and the broader customer community
• Build proofs of concept and small‑scale deployments to validate solutions and reproduce real‑world customer environments
• Act as a trusted advisor to Product Management by delivering actionable feedback informed by real‑world field experience

Who You Are:

• You bring a strong software engineering foundation, with hands‑on experience building and operating LLM‑powered applications in production environments at a large scale, and are comfortable diving deep into codebases to understand architectural decisions, tradeoffs, and implementation details
• You are familiar with distributed systems and core observability concepts, such as tracing, metrics, and logging, and can translate those patterns into the emerging LLM observability domain, including LLM spans, evaluations, and prompt templates
• Experience with languages such as Python and/or JavaScript/TypeScript
• Comfortable operating in rapidly evolving, ambiguous technical domains
• You build deep context across teams and translate it into reusable, scalable solutions
• You take ownership from problem definition through implementation and measurable outcomes
• Highly detail‑oriented, particularly when working on architectures and customer‑facing technical assets
• You bring strong listening and consultative skills and are experienced supporting customers in high‑pressure, complex situations
• Able to sit up to 4 hours, traveling to and from client sites
• Able to travel via auto, train, or air up to 40% of the time

Bonus Points:

• Successful track record with 5+ years experience working as a Solutions Architect or Sales Engineer supporting the AI space
• Experience using Datadog and/or other observability tools in an SRE or DevOps capacity
• Experience with LLM application evaluation and testing frameworks

Benefits and Growth:

• Best‑in‑breed onboarding
• Generous global benefits
• Intra‑departmental mentor and buddy program for in‑house networking
• New hire stock equity (RSUs) and employee stock purchase plan (ESPP)
• Continuous professional development, product training, and career pathing
• An inclusive company culture, able to join our Community Guilds and Inclusion Talks

Benefits and Growth listed above may vary based on the country of your employment and the nature of your employment with Datadog.

Datadog offers a competitive salary and equity package, and may include variable compensation. Actual compensation is based on factors such as the candidate’s skills, qualifications, and experience.

Estimated yearly salary: $167,000 — $244,000 USD.

Equal Opportunity at Datadog:

Datadog is proud to offer equal employment opportunity to everyone regardless of race, color, ancestry, religion, sex, national origin, sexual orientation, age, citizenship, marital status, disability, gender identity, veteran status, and other characteristics protected by law. We also consider qualified applicants regardless of criminal histories, consistent with legal requirements. Here are our Candidate Legal Notices for your reference.