Enterprise Sales Benchmarking Expert (Remote)

Weekday 1; United States; Remote; USD 83,000 - 124,000; Full time

Job summary

Weekday 1 is seeking an experienced Enterprise Sales Domain Expert to evaluate AI-driven sales workflows and establish benchmarks in enterprise sales. You will bring hands‑on selling experience to identify gaps, craft reference examples, and help define what excellent enterprise selling looks like.

This full‑time, remote role is open to candidates within the United States. The position requires deep knowledge of the complete sales lifecycle, quota attainment, and familiarity with tools like

Qualifications

• Approximately 10 years of hands‑on enterprise sales experience.
• Proven history of meeting or exceeding sales quotas.
• Strong knowledge of enterprise prospecting, discovery, qualification, deal management, and forecasting.

Responsibilities

• Evaluate AI-generated sales workflows for alignment with enterprise selling practices.
• Develop expert benchmarks and end-to-end sales scenarios in sandbox environments.
• Refine scoring rubrics and evaluate AI performance against enterprise standards.
• Create polished sales artifacts including pitches, proposals, and executive summaries.
• Provide structured, evidence-based feedback on AI outputs.

Skills

Enterprise sales

Quota attainment

CRM proficiency

Sales strategy

Stakeholder management

Tools

Salesforce

Jira

Confluence

Google Workspace

Microsoft Office

Slack

HubSpot

Notion

Aircall

Stripe

Intercom

Zoho

Microsoft Teams

Job description

Weekday 1 is seeking an experienced Enterprise Sales Domain Expert to evaluate AI-driven sales workflows and establish benchmarks in enterprise sales. You will bring hands‑on selling experience to identify gaps, craft reference examples, and help define what excellent enterprise selling looks like.

This full‑time, remote role is open to candidates within the United States. The position requires deep knowledge of the complete sales lifecycle, quota attainment, and familiarity with tools like