Weekday, Inc. Logo

Weekday, Inc.

Enterprise Sales Domain Expert

Reposted One Month Ago
Be an Early Applicant
Remote
Hiring Remotely in United States
60-90 Hourly
Expert/Leader
Remote
Hiring Remotely in United States
60-90 Hourly
Expert/Leader
Evaluate and improve AI-generated enterprise sales workflows, create gold-standard examples for prospecting through proposals, design evaluation rubrics, perform simulated end-to-end sales tasks in modern platforms, produce executive-facing sales materials, and collaborate with researchers and SMEs to enhance AI sales reasoning.
The summary above was generated by AI

This role is for one of our clients

Compensation: $60-$90 per hour


RequirementsKey Responsibilities
  • Evaluate multi-step enterprise sales workflows and determine whether AI-generated outputs reflect real-world best practices.
  • Identify gaps, inaccuracies, and missed opportunities in AI-generated sales processes while providing clear, actionable feedback.
  • Develop high-quality reference ("gold standard") examples covering activities such as:
    • Prospecting
    • Lead qualification
    • Pipeline management
    • CRM maintenance
    • Customer communications
    • Sales reporting
    • Proposal and presentation development
  • Help design and refine evaluation frameworks and scoring rubrics that accurately measure AI performance in enterprise sales scenarios.
  • Perform end-to-end sales workflows within simulated enterprise environments using modern sales and productivity platforms.
  • Produce polished, customer-facing sales materials including presentations, proposals, executive summaries, and account documentation.
  • Collaborate with research teams and fellow subject matter experts to improve AI reasoning and decision-making across sales use cases.
Required Qualifications
  • Approximately 10 years of professional experience in enterprise sales with extensive exposure to the complete sales lifecycle.
  • Proven history of consistently achieving or exceeding sales quotas.
  • Experience as an individual contributor, sales manager, director, or executive overseeing enterprise sales organizations.
  • Strong expertise in:
    • CRM administration
    • Sales operations
    • Pipeline management
    • Forecasting
    • Sales reporting
    • Customer relationship management
  • Hands-on experience using enterprise sales tools such as:
    • Salesforce
    • Jira
    • Confluence
    • Google Workspace
    • Microsoft Office
  • Comfortable working with additional collaboration and sales platforms including Slack, HubSpot, Notion, Aircall, Stripe, Intercom, Zoho, and Microsoft Teams.
  • Excellent written communication skills with the ability to produce executive-level customer-facing documents.
  • Strong analytical thinking and attention to detail.
Preferred Qualifications
  • Experience working within AI-powered B2B SaaS organizations, digital marketplaces, or performance-driven enterprise sales environments.
  • Familiarity with outcome-based sales campaigns and KPI tracking, including metrics such as customer engagement, conversions, installations, and sign-ups.
  • Experience coordinating workflows across integrated business platforms such as Zoho CRM, Freshdesk, Jira, Confluence, Microsoft Teams, and Google Workspace.
  • Ability to quickly adapt to new enterprise software platforms and evolving business workflows.
Engagement Details
  • Full-time remote opportunity within the United States.
  • Work closely with AI researchers and domain experts to improve enterprise sales intelligence.
  • Contribute to projects that directly influence the development of next-generation AI systems.
  • Long-term engagement based on project requirements and performance.
Equal Opportunity

We are committed to creating an inclusive workplace and welcome applications from qualified professionals regardless of legally protected characteristics. Reasonable accommodations are available throughout the application and engagement process upon request.

Similar Jobs

25 Days Ago
Remote
United States
60-90 Hourly
Expert/Leader
60-90 Hourly
Expert/Leader
Artificial Intelligence • HR Tech • Professional Services • Software
Evaluate AI-generated enterprise sales workflows, create end-to-end benchmark sales scenarios, refine scoring rubrics, produce polished sales artifacts (pitches, proposals, communications), provide structured feedback, and apply professional judgment in realistic CRM and sales-stack sandbox environments.
Top Skills: AircallConfluenceGoogle WorkspaceHubspotIntercomJIRAMS OfficeMicrosoft TeamsNotionSalesforceSlackStripeZoho
2 Minutes Ago
Easy Apply
Remote
United States
Easy Apply
148K-222K Annually
Expert/Leader
148K-222K Annually
Expert/Leader
Fintech • Social Impact • Financial Services
Leads OppFi’s lifecycle and brand marketing strategy across acquisition, retention, repayment, servicing, and collections. Owns omnichannel communications through Braze, lifecycle KPIs, brand standards, creative direction, customer insights, and go-to-market strategy. Manages and mentors lifecycle marketing, design, and marketing technology teams while partnering cross-functionally with Product, Data, Engineering, Operations, Legal, Finance, and executives. Drives experimentation, optimization, customer experience, and responsible marketing within a regulated FinTech environment.
Top Skills: BrazeFigmaJIRAMonday.Com
56 Minutes Ago
Remote or Hybrid
New York City, NY, USA
265K-332K Annually
Senior level
265K-332K Annually
Senior level
Consumer Web • Healthtech • Professional Services • Social Impact • Software
Lead the Ranking & Relevance team of software and machine-learning engineers. Own retrieval, ranking, recommendation, and personalization systems that match patients with therapists. Drive the transition from filter-based matching to outcome-aware machine learning, establish shared marketplace objectives, improve experimentation and model monitoring, and build evaluation and drift-detection capabilities. Hire and develop engineers, set technical standards, and partner with product, data science, payer, and provider engineering teams in a sensitive healthcare domain.
Top Skills: Ai Coding ToolsFeature PipelinesInformation RetrievalLearning-To-RankMachine LearningOnline ExperimentationPersonalization SystemsRecommendation Systems

What you need to know about the NYC Tech Scene

As the undisputed financial capital of the world, New York City is an epicenter of startup funding activity. The city has a thriving fintech scene and is a major player in verticals ranging from AI to biotech, cybersecurity and digital media. It also has universities like NYU, Columbia and Cornell Tech attracting students and researchers from across the globe, providing the ecosystem with a constant influx of world-class talent. And its East Coast location and three international airports make it a perfect spot for European companies establishing a foothold in the United States.

Key Facts About NYC Tech

  • Number of Tech Workers: 549,200; 6% of overall workforce (2024 CompTIA survey)
  • Major Tech Employers: Capgemini, Bloomberg, IBM, Spotify
  • Key Industries: Artificial intelligence, Fintech
  • Funding Landscape: $25.5 billion in venture capital funding in 2024 (Pitchbook)
  • Notable Investors: Greycroft, Thrive Capital, Union Square Ventures, FirstMark Capital, Tiger Global Management, Tribeca Venture Partners, Insight Partners, Two Sigma Ventures
  • Research Centers and Universities: Columbia University, New York University, Fordham University, CUNY, AI Now Institute, Flatiron Institute, C.N. Yang Institute for Theoretical Physics, NASA Space Radiation Laboratory

Sign up now Access later

Create Free Account

Please log in or sign up to report this job.

Create Free Account