← All jobs in United States

Remote · Flexible hours

B2B Sales Expert

Weekday AI · United States · United States

Remote Part time USD 100–150 / hour Posted Open until 18 Oct 2026
  • Remote Fully remote with flexible working hours. — job description

The job, in the employer's words

This role is for one of our clients

Compensation: $100-$150 per hour

Join an advanced AI evaluation initiative focused on improving how next-generation AI systems understand and perform real-world B2B sales work. We are seeking experienced sales professionals to help establish the standard for high-quality sales execution by designing evaluation criteria and assessing AI-generated and human-created sales deliverables.

Rather than creating sales deliverables yourself, you will define what exceptional work looks like by developing structured grading frameworks and providing thoughtful, evidence-based evaluations.

Requirements

Key Responsibilities

  • Design precise, task-specific grading criteria for a wide range of B2B sales deliverables, including:
    • Prospecting sequences and outreach emails
    • Discovery and demo call plans
    • Account and territory plans
    • Sales proposals
    • Mutual action plans
    • Pipeline reviews and sales forecasting
  • Evaluate AI-generated and human-created work against established rubrics, providing detailed written justifications for every score.
  • Apply objective, consistent, and evidence-based judgment to ensure evaluations are accurate, reproducible, and defensible.
  • Incorporate structured feedback from senior reviewers and continuously refine evaluation quality.

Core Qualifications

  • 5+ years of professional B2B sales experience in quota-carrying roles.
  • Proven experience as an Account Executive, Sales Development Representative (SDR), or similar client-facing sales role selling to enterprise organizations.
  • Strong expertise across the full B2B sales lifecycle, including:
    • Outbound prospecting and sequencing
    • Discovery and qualification
    • Multi-stakeholder enterprise sales
    • Pipeline management and forecasting
    • Structured sales methodologies
  • Exceptional written communication skills with the ability to clearly explain why a sales deliverable would—or would not—resonate with a prospective buyer.
  • Strong attention to detail and the ability to apply evaluation criteria consistently across large volumes of work.

Preferred Qualifications

  • Experience evaluating AI-generated content, participating in AI training projects, or working on human evaluation and data annotation initiatives.
  • Experience developing, reviewing, or applying structured scoring rubrics.
  • Ability to provide constructive, well-reasoned feedback while maintaining high evaluation standards.

Application Process

  • Submit your resume or relevant professional background for consideration.
  • Qualified applicants may be invited to complete a brief assessment or provide additional information as part of the selection process.

Equal Opportunity

We are committed to creating an inclusive environment where all qualified applicants receive equal consideration. Reasonable accommodations are available throughout the application and engagement process upon request.

Contract & Payment Terms

  • Independent contractor engagement.
  • Fully remote with flexible working hours.
  • Projects may be extended, shortened, or concluded based on business needs and performance.
  • Weekly payments are processed through supported payment platforms.
  • Applicants requiring H-1B or STEM OPT sponsorship are not eligible for this opportunity.

Benefits mentioned

  • Join an advanced AI evaluation initiative focused on improving how next-generation AI systems understand and perform real-world B2B sales work. We are seeking experienced sales professionals to help establish the standard for high-quality sales execution by designing evaluation criteria and assessing AI-generated and human-created sales deliverables.
  • Rather than creating sales deliverables yourself, you will define what exceptional work looks like by developing structured grading frameworks and providing thoughtful, evidence-based evaluations.

Requirements mentioned

  • 5+ years of professional B2B sales experience in quota-carrying roles.
  • Proven experience as an Account Executive, Sales Development Representative (SDR), or similar client-facing sales role selling to enterprise organizations.
  • Strong expertise across the full B2B sales lifecycle, including:
  • Exceptional written communication skills with the ability to clearly explain why a sales deliverable would—or would not—resonate with a prospective buyer.
  • Strong attention to detail and the ability to apply evaluation criteria consistently across large volumes of work.
  • Experience evaluating AI-generated content, participating in AI training projects, or working on human evaluation and data annotation initiatives.
  • Experience developing, reviewing, or applying structured scoring rubrics.
  • Ability to provide constructive, well-reasoned feedback while maintaining high evaluation standards.

No Mondays shows this listing as the employer published it. Check the details on the employer's site before you apply.

More remote jobs in United States

Natera · US Remote · today

Medical Science Liaison - Rare Disease

POSITION SUMMARY: The Medical Science Liaison (MSL), Rare Disease is a field-based scientific expert and a key scientific resource for clinicians, academic institutions, …

RemoteUSD 131k–163k / year
Vercel · San Francisco · today

GTM Engineer

About Vercel: Vercel is the agentic infrastructure company, freeing people and agents to ship what's next. For more than a decade we've helped builders move from idea to …

RemoteUSD 180k–295k / year
Cortica - Neurodevelopmental · San Diego · today

Enrollment Specialist - Remote

Cortica is looking for an Enrollment Specialist to join our growing multi-disciplinary team! Under the general direction of the Cortica Head of Client Experience, the Enr…

RemoteUSD 23–25 / hour
Sayari · Remote - US · today

Field Intelligence Analyst - US

About Sayari: Sayari is the judgment infrastructure for trustworthy AI in economic security and commercial risk. The Sayari Commercial World Model resolves 11.7B+ primary…

Remote
Symmetry AI · Denver · today

Forward Deployed Solution Engineer

Symmetry is the payroll infrastructure for software & payroll platforms powering the paychecks of over 64 million workers each year. Our fully integrated suite of payroll…

Remote
Wiz, Inc. · Remote - USA · today

Head of Strategic Programs Operations

Come join the organization that is redefining security for the AI era. As one of the fastest-growing startups ever, we enable teams to secure cloud and AI applications by…

RemoteUSD 234k–300k / year

23,426 live roles · See all →

Other roles at Weekday AI

Weekday AI · India · yesterday

Windows Administrator

𝗧𝗵𝗶𝘀 𝗿𝗼𝗹𝗲 𝗶𝘀 𝗳𝗼𝗿 𝗼𝗻𝗲 𝗼𝗳 𝘁𝗵𝗲 𝗪𝗲𝗲𝗸𝗱𝗮𝘆'𝘀 𝗰𝗹𝗶𝗲𝗻𝘁𝘀 𝗦𝗮𝗹𝗮𝗿𝘆 𝗿𝗮𝗻𝗴𝗲: 𝗥𝘀 𝟱𝟬𝟬𝟬𝟬𝟬 - 𝗥𝘀 𝟭𝟱𝟬𝟬𝟬𝟬𝟬 (𝗶𝗲 𝗜𝗡𝗥 𝟱-𝟭𝟱 𝗟𝗣𝗔) Experience: 6+ yrs Location: Remote (India) We are looking for an exp…

Remote
Weekday AI · India · yesterday

QA Engineer

𝗧𝗵𝗶𝘀 𝗿𝗼𝗹𝗲 𝗶𝘀 𝗳𝗼𝗿 𝗼𝗻𝗲 𝗼𝗳 𝘁𝗵𝗲 𝗪𝗲𝗲𝗸𝗱𝗮𝘆'𝘀 𝗰𝗹𝗶𝗲𝗻𝘁𝘀 𝗦𝗮𝗹𝗮𝗿𝘆 𝗿𝗮𝗻𝗴𝗲: 𝗥𝘀 𝟭𝟬𝟬𝟬𝟬𝟬𝟬 - 𝗥𝘀 𝟮𝟱𝟬𝟬𝟬𝟬𝟬 (𝗶𝗲 𝗜𝗡𝗥 𝟭𝟬-𝟮𝟱 𝗟𝗣𝗔) Experience: 6+ yrs Location: Remote (India) We are looking for an e…

Remote
Weekday AI · India · yesterday

Accounts Payable Specialist

𝗧𝗵𝗶𝘀 𝗿𝗼𝗹𝗲 𝗶𝘀 𝗳𝗼𝗿 𝗼𝗻𝗲 𝗼𝗳 𝘁𝗵𝗲 𝗪𝗲𝗲𝗸𝗱𝗮𝘆'𝘀 𝗰𝗹𝗶𝗲𝗻𝘁𝘀 𝗦𝗮𝗹𝗮𝗿𝘆 𝗿𝗮𝗻𝗴𝗲: 𝗥𝘀 𝟭𝟯𝟬𝟬𝟬𝟬𝟬 - 𝗥𝘀 𝟭𝟲𝟬𝟬𝟬𝟬𝟬 (𝗶𝗲 𝗜𝗡𝗥 𝟭𝟯-𝟭𝟲 𝗟𝗣𝗔) Experience: 2+ yrs Location: Remote (India), India We are looking f…

Remote
Weekday AI · India · 2 days ago

SF OMS Developer

𝗧𝗵𝗶𝘀 𝗿𝗼𝗹𝗲 𝗶𝘀 𝗳𝗼𝗿 𝗼𝗻𝗲 𝗼𝗳 𝘁𝗵𝗲 𝗪𝗲𝗲𝗸𝗱𝗮𝘆'𝘀 𝗰𝗹𝗶𝗲𝗻𝘁𝘀 𝗦𝗮𝗹𝗮𝗿𝘆 𝗿𝗮𝗻𝗴𝗲: 𝗥𝘀 𝟭𝟬𝟬𝟬𝟬𝟬𝟬 - 𝗥𝘀 𝟮𝟱𝟬𝟬𝟬𝟬𝟬 (𝗶𝗲 𝗜𝗡𝗥 𝟭𝟬-𝟮𝟱 𝗟𝗣𝗔) Experience: 4+ yrs Location: Remote (India) Job Type: Remote We are…

Remote
Weekday AI · India · 2 days ago

gtm engineer

𝗧𝗵𝗶𝘀 𝗿𝗼𝗹𝗲 𝗶𝘀 𝗳𝗼𝗿 𝗼𝗻𝗲 𝗼𝗳 𝘁𝗵𝗲 𝗪𝗲𝗲𝗸𝗱𝗮𝘆'𝘀 𝗰𝗹𝗶𝗲𝗻𝘁𝘀 𝗦𝗮𝗹𝗮𝗿𝘆 𝗿𝗮𝗻𝗴𝗲: 𝗥𝘀 𝟭𝟴𝟬𝟬𝟬𝟬𝟬 - 𝗥𝘀 𝟮𝟴𝟬𝟬𝟬𝟬𝟬 (𝗶𝗲 𝗜𝗡𝗥 𝟭𝟴-𝟮𝟴 𝗟𝗣𝗔) Experience: 5+ yrs Location: Remote (India), India Job Type: Full-t…

Remote
Weekday AI · India · 3 days ago

Head Of Business Development

This role is for one of Weekday’s clients Salary range: Rs 2000000 - Rs 2500000 (ie INR 20 - 25 LPA) Min Experience: 6+ years Location: India JobType: full-time We are lo…

RemoteINR 2000k–2500k / year

260 live roles · See all →