Jobs at Weekday, Inc.

Own the full enterprise B2B SaaS sales cycle, from prospecting and discovery through negotiation, closing, and account expansion. Build relationships with senior executives, manage complex multi-stakeholder deals, develop business cases, maintain pipeline and CRM accuracy, and contribute to scalable sales playbooks and go-to-market strategies. Collaborate with founders, Product, Marketing, and revenue leaders in a fast-paced, early-stage environment.

Own the full enterprise sales cycle, from prospecting and discovery through negotiation, closing, and account expansion. Build relationships with senior executives, manage complex multi-stakeholder deals, develop business cases, maintain pipeline and CRM accuracy, and contribute to sales playbooks and go-to-market strategy. Collaborate with founders, Product, Marketing, and revenue leaders in a fast-paced early-stage environment.

Manage content planning, creation, and publishing across social platforms; design social campaigns; coordinate freelancers; upload event videos; create and send 14 weekly email newsletters in Emma; design templates and graphics; craft targeted copy and subject lines; perform A/B tests and refresh branding for the merged organization.

Support enterprise strategic planning and transformation by developing multi-year operating priorities, financial and scenario models, dashboards, and executive presentations. Drive cross-functional collaboration, change management, and initiative tracking using Salesforce, Tableau, and spreadsheets to turn data into leadership recommendations.

Build and deploy AI-driven web applications across frontend and backend. Design scalable backend systems, responsive TypeScript frontends, ETL pipelines, and integrate ML models into production. Work with cloud platforms, containerization, APIs, automated testing, and cross-functional teams to deliver robust, high-performance solutions.

Manage content planning, creation, and publishing across social platforms; run social campaigns; upload event videos; design and deploy 1–4 weekly email newsletters using Emma; create graphics and multimedia; coordinate freelancers; conduct A/B testing and update branding and templates.

Evaluate and improve the safety, security, and robustness of large language models. Responsibilities include designing jailbreak, prompt injection, adversarial, and tool-use abuse tests; developing regression suites and evaluation frameworks; identifying vulnerabilities; translating findings into safety recommendations; and documenting methodologies and results for technical and non-technical stakeholders.

Red team conversational AI models and agents by probing jailbreaks, prompt injections, misuse cases, bias, and multi-turn manipulation. Annotate failures, classify vulnerabilities, apply testing frameworks and benchmarks, and produce reproducible reports, datasets, and attack cases. The role requires native English and Finnish fluency, prior AI or cybersecurity red teaming experience, strong communication, structured analysis, and adaptability across projects.

Develop data-driven solutions to complex real-world problems using data science, machine learning, statistical modeling, and analytical reasoning. Candidates should currently work in a technical data science or machine learning role at a leading technology company, hold a quantitative undergraduate degree from a top-ranked university, and reside and work in an eligible English-speaking country.

Design, develop, test, and maintain scalable software applications and systems. Write high-quality code, solve complex technical problems, collaborate with product and engineering teams, participate in code reviews and debugging, contribute to system architecture, and improve engineering processes. The role requires strong software fundamentals, production-scale experience, and familiarity with Databricks, distributed systems, and cloud infrastructure.

Reviews and compares AI chatbot responses using predefined criteria for accuracy, relevance, completeness, clarity, consistency, and quality. Documents evaluation guidelines, analyzes workflows and data, identifies recurring issues, prepares reports, tracks quality metrics, and collaborates with project teams. This fully remote, 16-week contract requires 8 hours per day, five days per week, with Pacific Time overlap and possible weekend work.

Evaluate educational AI conversations and generated responses for accuracy, relevance, completeness, clarity, and logic. Conduct research and fact-checking, synthesize information, annotate errors, provide evidence-based feedback, and create training data examples to improve AI models. The role requires reviewing genuine Gemini conversation history, submitting an exported JSON file, and working full-time remotely for a 16-week contract with PST overlap.

Design and validate complex engineering simulation problems for training and evaluating AI models and coding agents. Develop Python-based simulation workflows, automated tests, reference solutions, and grading systems across electrical, mechanical, and aerospace domains. Analyze AI execution logs and failure modes, validate physical plausibility and numerical convergence, refine benchmarks, and collaborate with engineering and AI research teams. This remote contractor role requires approximately 40 hours weekly, Pacific Time overlap, and weekend on-call availability.

Evaluates AI-generated data science and quantitative reasoning outputs; develops prompts, datasets, reference solutions, and objective evaluation benchmarks. Identifies statistical errors, flawed methodologies, and unsupported conclusions while providing structured feedback to improve model accuracy. Responsibilities include dataset validation, statistical and quantitative assessment, quality assurance, technical documentation, and clear communication of analytical findings.

Develop and evaluate backend security coding tasks for AI systems. Responsibilities include implementing backend features, fixing bugs, refactoring code, optimizing performance, identifying and remediating vulnerabilities, conducting security-focused code reviews, and creating deterministic automated tests and verifiers. The role requires strong backend engineering, application security, debugging, testing, algorithms, and software architecture skills. Work is remote, flexible, part-time, and contractor-based.

Develop and debug production-grade full-stack applications across front-end and back-end systems. Build features, APIs, databases, and data models; troubleshoot end-to-end issues; analyze unfamiliar codebases; translate implementations across programming languages; and review AI-generated and developer-written code for correctness, security, scalability, performance, and maintainability.

Develop and evaluate coding tasks for AI systems, including bug fixes, feature development, refactoring, optimization, reproducible environments, reference solutions, automated testing, and deterministic evaluation. The role also involves debugging complex codebases, reviewing contributions, documenting technical decisions, and refining evaluation criteria. Candidates should have strong software engineering fundamentals, backend or API development experience, open-source contributions, and proficiency in at least one listed programming language.

Develop coding tasks and reference solutions for evaluating AI systems. Build deterministic verifiers, test suites, scalable backend services, and APIs. Debug complex defects, assess code quality, refactor legacy implementations, optimize performance, and evaluate AI-generated technical reasoning. Document requirements and verification criteria while independently applying software engineering judgment across algorithms, system design, testing, and reliability.

Build and maintain software engineering infrastructure for AI development and evaluation workflows. Develop rubrics, review and label preference data, create scalable pipelines, document findings, navigate complex codebases, and improve evaluation quality and consistency. Collaborate with researchers and engineers in an ambiguous, fast-paced environment while applying strong judgment, debugging, communication, and system-design skills.

Perform contract drafting, review, redlining, and simulated negotiations while evaluating AI-generated legal responses. Identify contractual risks, assess legal accuracy using structured rubrics, and provide actionable feedback to improve AI systems for contract review. Collaborate with legal, product, engineering, and research teams on datasets, evaluation guidelines, and quality standards.