Jobs at Weekday, Inc.

Reviews and evaluates customer support, customer success, and service delivery documents and work products. Assesses accuracy, clarity, completeness, consistency, and practical relevance; identifies errors and improvement opportunities; and provides structured, actionable feedback using established guidelines. The role requires strong written communication, analytical judgment, attention to detail, independent work, and customer-centric evaluation skills.

Reviews and evaluates legal, commercial, compliance, and contract documents for accuracy, completeness, clarity, risks, and adherence to standards. Provides structured, objective feedback and recommendations using professional judgment and established guidelines. Requires independent remote work, strong analytical and communication skills, attention to detail, and familiarity with commercial agreements, compliance materials, and document review.

Reviews and evaluates business documents, presentations, spreadsheets, plans, and related materials. Provides structured feedback on accuracy, clarity, completeness, commercial relevance, and practical applicability; identifies gaps and inconsistencies; compares outputs against quality criteria; and communicates recommendations using independent entrepreneurial judgment.

Reviews and evaluates engineering, infrastructure, and platform documents and work products for technical accuracy, completeness, clarity, consistency, and relevance. Provides structured feedback, identifies errors and gaps, compares technical approaches, and follows defined evaluation frameworks. Requires independent work, strong communication, analytical ability, and professional engineering judgment. The role is fully remote and supports varied technical evaluation projects as an independent contractor.

Reviews and evaluates product-related documents, business artifacts, presentations, spreadsheets, and other professional materials. Assesses accuracy, clarity, completeness, consistency, and relevance using structured criteria. Identifies errors and improvement areas, compares approaches, and provides clear written feedback. The role requires strong analytical and communication skills, product or business experience, attention to detail, and proficiency with Microsoft Office. It is a fully remote independent contractor engagement with flexible scheduling.

Reviews and evaluates professional documents, reports, presentations, spreadsheets, and other work products for accuracy, clarity, relevance, completeness, and quality. Provides structured, objective feedback using defined criteria, identifies errors and weaknesses, compares outputs consistently, and communicates findings clearly. The role requires independent judgment, strong analytical and communication skills, attention to detail, and proficiency with Microsoft Office. This is a fully remote independent-contractor engagement with flexible project-based workload.

Reviews and evaluates go-to-market, revenue operations, and sales documents for accuracy, quality, clarity, and commercial relevance. Assesses strategies, processes, plans, and recommendations against structured criteria; identifies errors, gaps, and inconsistencies; and provides concise, actionable feedback. The role requires strong analytical and written communication skills, attention to detail, independent work, and proficiency with Excel, PowerPoint, and Word. It is fully remote and performed on an independent-contractor basis.

Review and evaluate legal, grant, ESG, policy, and compliance documents for accuracy, quality, completeness, clarity, and relevance. Provide structured feedback, identify errors and compliance concerns, compare outputs against standards, and document recommendations. Work independently on flexible, fully remote evaluation projects using professional judgment and established guidelines.

Reviews and evaluates operations, program management, and project documents for accuracy, quality, clarity, completeness, and alignment with requirements. Provides structured feedback, identifies gaps and risks, analyzes reports and presentations, compares work against standards, and documents recommendations. The role requires independent work, strong analytical and written communication skills, attention to detail, and proficiency with Microsoft Office. This is a fully remote independent contractor opportunity with variable project workloads.

Lead budgeting, forecasting, and variance analysis while building AI-driven financial models, scenario planning, KPIs, and dashboards. Automate FP&A processes, deliver insights to senior leaders, and collaborate with cross-functional teams to improve forecast accuracy and strategic decision-making.

Design, implement, and optimize AI-driven solutions across the claims lifecycle (intake, investigation, adjudication). Build ML models for data extraction, fraud detection, reserve setting, subrogation, and adjudication decision engines. Collaborate with underwriting, fraud, legal, and IT to integrate models into operations and improve efficiency, accuracy, and compliance.

Design, implement, and optimize AI-powered solutions to support financial compliance and controls. Monitor GAAP/IFRS adherence, automate controls and reporting, support internal/external audits, and manage complex accounting areas like revenue recognition and lease accounting while collaborating with finance, audit, and technology teams.

Design, implement, and monitor AI/ML models to improve underwriting risk assessment, pricing, and portfolio management. Translate underwriting rules into data models, integrate models into workflows, analyze datasets for risk patterns, build decision-support tools, ensure compliance and fairness, and collaborate with underwriting, actuarial, product, and engineering teams.

Lead modernization of month-end and year-end close processes using AI and automation. Prepare, review, and validate journal entries, accruals, and financial statements. Implement anomaly detection, automated reconciliations, variance analysis, and predictive insights. Collaborate with data teams to structure finance data for ML use cases and design audit-ready, scalable reporting workflows.

Drive data-informed capital allocation by building financial models (NPV, IRR), applying AI/ML for forecasting and scenario planning, creating build-vs-buy and prioritization frameworks, implementing decision-support systems, collaborating with cross-functional stakeholders, and monitoring post-investment performance to refine allocation models.

Contract role combining actuarial science, risk management, and AI to improve portfolio performance. Responsibilities include loss and combined ratio analysis, portfolio risk assessment, catastrophe and exposure modeling, stress testing, and integrating ML to enhance pricing, reserving, and risk selection while collaborating with underwriting, finance, and product teams.

Manage and optimize end-to-end account reconciliations, intercompany eliminations, and chart-of-accounts governance. Identify discrepancies, perform variance analysis, and implement AI-driven automation and anomaly detection to reduce manual effort and accelerate close. Collaborate with cross-functional teams to resolve mismatches and improve financial data quality and reporting accuracy.

Design and implement AI/NLP solutions to automate insurance policy administration (issuance, endorsements, renewals). Translate policy language into models and rule engines, integrate with PAS, ensure regulatory compliance, monitor model performance, and support underwriting, operations, and exception handling.

Lead AI-enabled financial planning and strategic analysis, build data-backed business cases, refine unit economics, deliver executive-level insights, integrate ML into FP&A, and track KPIs to drive profitability and strategic decisions.

Build and maintain operating and cash-flow models, apply AI/ML and data techniques to automate forecasts, run sensitivity and scenario analysis, translate strategy into financial outcomes, support fundraising/M&A/pricing, and create dashboards and reports for stakeholders.