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Weekday AI

Sales Engineering Expert

RemoteUnited States only
Published
Role
Sales
Experience
Senior
Employment
Contract
$100–$150/hr
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Open to US only. Set where you work from to check your eligibility.

No BS summary

Experienced Sales Engineering or Solutions Engineering professional needed for a research initiative to evaluate AI performance in technical sales. The role involves defining evaluation criteria, assessing AI-generated and human work samples, and providing rigorous written reasoning for assessments. Must have 4+ years of experience in a technical customer-facing role and a deep understanding of the pre-sales process.

Optional skills

AI trainingmodel evaluationhuman-data projectsAI-assisted workflows

What you'll do

  • Develop precise, task-specific grading criteria for real-world pre-sales and solutions engineering deliverables, including: Technical discovery plans, Tailored product demonstrations, Proof-of-concept and technical evaluation plans, Security questionnaires and RFP responses, Integration, API, and architecture explanations, Product-fit and technical-risk assessments
  • Evaluate AI-generated and human-produced work against defined criteria and provide detailed written justifications for each assessment
  • Assess whether technical recommendations accurately address customer requirements and business objectives
  • Evaluate the quality of technical discovery, solution design, product positioning, and objection handling
  • Apply consistent, evidence-based judgment to ensure evaluation results are reproducible and defensible
  • Identify gaps, inaccuracies, unclear assumptions, and technical risks in proposed solutions
  • Incorporate structured feedback from senior reviewers and continuously refine evaluation standards
  • Translate practical sales engineering judgment into clear, structured evaluation frameworks

What they require

  • 4+ years of professional experience as a: Sales Engineer, Solutions Engineer, Solutions Consultant, Pre-Sales Consultant, Technical Sales Consultant, Or in a closely related technical customer-facing role
  • Deep understanding of the end-to-end pre-sales process, including: Technical discovery, Requirements gathering, Solution design, Tailored product demonstrations, Technical objection handling, Proof-of-concept development, Product-fit analysis, Technical risk assessment
  • Hands-on experience working with technically complex B2B software and technology products, such as: SaaS platforms, Cloud infrastructure, Cybersecurity solutions, Data platforms, Developer tools, Enterprise applications
  • Strong ability to translate customer requirements into practical technical solutions
  • Exceptional written communication skills, with the ability to clearly explain why a technical solution would or would not meet the expectations of both technical and business stakeholders
  • Highly detail-oriented and consistent, with strong analytical and evaluation skills
  • Comfortable receiving feedback and calibrating professional judgment against experienced peers

Weekday AI is a Y Combinator-backed startup transforming the hiring landscape with outreach tools and a database of white-collar talent, delivering recruitment solutions.

RecruitmentStartup

Details

Visa sponsorshipNo
$100–$150/hr